Southern Comfort

Sleeps 12 - 5 Bedrooms - 4.5 Baths
24 Carefree Lane, Santa Rosa Beach, FL 32459

Southern Comfort by Oversee 30A | 2025 Diamond Winner-Best Rental Mgmt.

A beautiful, spacious beach house, Southern Comfort is absolutely gorgeous. The delightful home includes a street-legal 6-seater golf cart for quick trips to the beach via the Ed Walline Beach Access, Gulfview Heights Beach Access, Dune Allen / Fort Panic Beach Access, or ride one of the 4 bikes. Super convenient, and always fun.

Highlights:
📍 Near Gulf place
👣 0.6 mile to the Ed Walline Beach Access
👣 0.7 mile to Gulfview Heights Beach Access
👣 0.8 mile to Dune Allen / Fort Panic Beach Access

👙 Private pool! (with optional heat)
🛏️ 5 bedroom, 4.5 bath
🪞 Stunning interiors
🛺 Six-seater golf cart
🚲 4 bikes
🍤 Gas grill
🐬 Beach toys, corn hole, giant connect four, beach chairs
🍦 Commercial refrigerator, extra garage refrigerator, second floor wine refrigerator

Out back, the private pool is beautiful and inviting, as is the patio, with a built-in gas grill, and large TV. Watch movies in the warm water or play a few fun rounds of corn hole. Never a dull moment.

Inside, enjoy the fully loaded, gourmet kitchen with a commercial-size refrigerator/freezer and oversized oven.

The 9-foot island, along with the dining room table, has enough room for 10. The spacious living area with a big TV, will entertain your entire crew.

Upstairs is another large family room with a large TV, wine fridge, and coffee bar. It also opens onto a balcony with comfy seating.

The two primary suites help make this a perfect home for multiple families. There’s one on each floor, both with kings, double vanities, and luxurious showers. The two additional guest bedrooms, queens, have private bathrooms, as does the bunk room.

At Southern Comfort, the warmth of hospitality awaits. Our dedicated team at Oversee 30A, a local company, is committed to ensuring your stay is nothing short of exceptional. We strive for perfection and are just a stone's throw away should you require any assistance. Reach out to us anytime, seven days a week, with the added peace of a 24/7 emergency line.

Overview:
- .6 miles to the beach (Ed Walline Beach Access)
- 0.7 mile to (Gulfview Heights Beach Access)
- 0.8 mile to (Dune Allen / Fort Panic Beach Access)

- 5 bedroom, 4.5 bath
- 2800 sq ft
- Private pool (can be heated seasonally for an additional $55.00 per day, contact Oversee for details)
- Gas grill
- Wi-Fi included
- 4 bikes included
- Complementary street-legal 6-seater golf cart
- Parking limited to 3 vehicles with no street parking
- Absolutely no pets
- Commercial refrigerator, extra garage refrigerator, second wine refrigerator

Overnight:
- King in 1st floor primary bedroom; tub; shower
- King in 2nd floor king primary bedroom; shower
- Queen in 2nd floor guest room; shower
- Queen in 2nd floor guest room; shared
- 2 twins in 2nd floor bunk room; shared
- Full sleeper sofa on 2nd floor

Check-in is 4:00 PM CST. Checkout is 10:00 AM CST.

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House Rules

Who can stay.

  • Guests Maximum12 guests maximum
  • No petsNo pets

What's allowed.

  • Check-inCheck-in after 4:00 PM
  • Check-outCheck-out before 10:00 AM
  • No smokingNo smoking
  • No parties or eventsNo parties or events

Amenities

Indoor

  • Wireless internetWireless internet

Entertainment

  • CableCable
  • Smart TVSmart TV

Safety Features

  • Carbon monoxide detectorCarbon monoxide detector
  • Fire extinguisherFire extinguisher

Kitchen

  • Standard coffee makerStandard coffee maker
  • MicrowaveMicrowave
  • RefrigeratorRefrigerator
  • ToasterToaster
  • DishwasherDishwasher
  • StoveStove

Bed And Bathroom

  • Hair dryerHair dryer
  • Iron & boardIron & board
  • BathtubBathtub

Outdoor

  • BalconyBalcony
  • Private poolPrivate pool
  • Private heated poolPrivate heated pool

Complimentary Items

  • 4 Oversee bikes4 Oversee bikes
  • Golf cartGolf cart
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Bed and Baths

1st Floor

Primary Bedroom

1 King bed

full bathroom

 

half bathroom

 

2nd Floor

bedroom

1 Bunk bed

Primary Bedroom

1 King bed

full bathroom

 

bedroom

1 Queen bed

full bathroom

 

bedroom

1 Queen bed

full bathroom

 

Location

Upcoming Events

Thu, October 16

Grayton Locals Market

Grayton Beach
Markets & Shopping Markets & Shopping

The Grayton Locals Market is held every Thursday from 8 AM to 12 PM in the Backyard of Love at Hibiscus Coffee and Guest House in Grayton Beach, Florida. This market features a rotating selection of fresh food products and craft goods. Updates regarding market dates can be found by following Graytonlocalsmarket on social media.

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Thu, October 16

Latin Night

Fort Walton Beach
Arts & Culture Arts & Culture

The Block Club has specific hours of operation. On Wednesdays, karaoke opens at 6 PM, other areas open at 7 PM, and line dance lessons begin at 7:30 PM. On Thursdays, karaoke and other areas open at 8 PM, with Latin Night dance lessons starting at 8:30 PM. On Fridays, karaoke opens at 6 PM and other areas open at 8 PM. On Saturdays, karaoke opens at 6 PM, and other areas, including Comedy Night, open at 7 PM. The club is closed from Sunday through Tuesday. For special events held at The Block, the Karaoke Club opens at 6 PM, and all other clubs open at 7 PM.

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Thu, October 16

9th Annual Harvest Wine & Food Festival

Santa Rosa Beach
Food & Drink Food & Drink

The 9th Annual Harvest Wine & Food Festival invites attendees to WaterColor for four days of exceptional wine dinners, a grand tasting, an after-dark event, and curated wine and cocktail experiences from October 16-19, 2025. This premier fall event, hosted by the Destin Charity Wine Auction Foundation, brings together world-class wines and renowned chefs, all while supporting children in need across Northwest Florida. The foundation has raised over $35 million for local children’s charities through this mission. Whether a wine enthusiast, a foodie, or someone who simply enjoys a good time for a great cause, Harvest is an event not to be missed. Tickets are available now.

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Thu, October 16

Water Aerobics

Seaside
Live Music Live Music

This low-impact water aerobics class is designed to improve cardiovascular fitness, strength, and flexibility by utilizing the natural resistance of water. It offers a full-body workout that is gentle on the joints, making it suitable for individuals with arthritis, joint pain, or those seeking a softer alternative to land-based exercises. Whether aiming to improve fitness, recover from an injury, or enjoy a refreshing workout, this class provides an excellent way to stay active and have fun in the pool at The West Side Pool. Fees apply for this class.

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Thu, October 16

B Street Benny Duo

Grayton Beach
Live Music Live Music

B Street Benny Duo will perform live from 9:30 AM to 12:30 PM.

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Thu, October 16

Coastal Library Preschool Story Time

Santa Rosa Beach
Family Fun Family Fun

Preschool Story Time at Coastal Library offers stories, songs, crafts, and social time for friends and families on Thursday mornings at 10:00 AM. After stories, parents and caretakers can visit from 11:00 AM until noon while their children explore various styles of blocks, connecting magnet blocks, and code and go robots. No registration is needed.

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Thu, October 16

Camp SEASIDE®: Scavenger Hunt

Seaside
Family Fun Family Fun

The Camp Seaside Scavenger Hunt offers an exciting journey through a vibrant beach town. Curious campers can explore, discover, and embark on an adventure filled with fun clues, local landmarks, and hidden surprises. Children will form teams, follow a custom clue sheet, and race to locate special spots and treasures, all while learning about Seaside’s coolest corners. The experience includes a kid-friendly clue sheet and prizes for completed cards and extra spirit. Participants should bring comfortable shoes, a water bottle, and keen observational skills. It combines elements of a treasure hunt and a town tour for a fun Camp Seaside experience.

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Thu, October 16

Coastal Library Game Day for Adults

Santa Rosa Beach
Sports & Games Sports & Games

The library hosts Game Day for adults every Thursday from Noon until 4:00 pm. Community members are encouraged to bring card table games to share. The meeting space is available for family-friendly games that individuals bring to share with those interested in playing or learning a new game. For more information, the library can be contacted.

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Thu, October 16

9th Annual Harvest Wine & Food Festival

Santa Rosa Beach
Food & Drink Food & Drink

Attendees can experience four days of world-class wine, cuisine, and coastal charm in WaterColor, from October 16–19. This premier Southeast festival features elegant wine dinners, a lively cocktail brunch, and the renowned Grand Tasting, inviting guests to sip and savor unforgettable flavors.

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Thu, October 16

Sidewalk Sessions feat. Dean Sadowski

Destin
Live Music Live Music

Dean Sadowski, a local musician, plays beachy, country tunes at Camille's downstairs cafe every Thursday from 3 PM until 5 PM and Sunday from 10 AM until 12 PM.

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Thu, October 16

Ben Buzga

Destin
Live Music Live Music

An evening of live music featuring Ben Buzga is scheduled. With his captivating voice and engaging melodies, Ben Buzga is set to make Thursday night at AJ's a memorable experience.

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Thu, October 16

October 2025 Business After Hours Hosted by Dixielectricar

Santa Rosa Beach
Workshops & Classes Workshops & Classes

An invitation is extended to an evening of networking, connection, and community at the Business After Hours event, hosted by Dixielectricar and sponsored by A2Z Specialty Advertising. This is an ideal opportunity for professionals to mix and mingle, build valuable business relationships, and enjoy a relaxed atmosphere with great food and drinks. Whether one seeks to expand their network or simply reconnect with familiar faces, this event is not to be missed. The event is scheduled for October 16, 2025, at 4:30 P.M., and will be held at Dixielectricar. Dixielectricar is the host sponsor, and A2Z Specialty Advertising is the event sponsor. Attendees are encouraged to bring their business cards and enjoy an evening of networking. The organizers anticipate a successful event.

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Thu, October 16

Bubbly Baytowne

Miramar Beach
Markets & Shopping Markets & Shopping

An evening of complimentary champagne and shopping awaits at Bubbly Baytowne. Visitors can enjoy sipping and shopping throughout The Village of Baytowne Wharf, exploring various retail stores while sampling a selection of premium champagnes. This event is free and exclusively for those aged 21 and over, with the village remaining open to the public during the festivities.

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Thu, October 16

Foam Roller Stretch Class

Miramar Beach
Workshops & Classes Workshops & Classes

The community is invited to participate in a Foam Roller Stretch class held every Thursday from 5 to 6 PM. This session, designed for relaxation and release, takes place in the meeting hall of the Coastal Library Branch.

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Thu, October 16

Bingo Nights

Santa Rosa Beach
Sports & Games Sports & Games

It is not one's grandma's bingo. Participants can join every Thursday for bingo with a view, enjoying free games, tasty cocktails, delicious bites, and breathtaking rooftop vibes. Winners take home prizes each round, so participants should bring their friends, press their luck, and shout BINGO under the evening sky.

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Thu, October 16

Bubbly Baytowne

Miramar Beach
Food & Drink Food & Drink

Bubbly Baytowne invites guests to enjoy a complimentary evening of champagne and shopping. Attendees can sip and shop at various retail stores throughout The Village of Baytowne Wharf, enjoying a selection of premium champagnes. This free event is exclusively for individuals aged 21 and over. The village will remain open to the public during this event.

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Thu, October 16

Foam Roller Stretch Class

Santa Rosa Beach
Food & Drink Food & Drink

A foam roller stretch community class is held every Thursday from 5-6 PM at the Coastal Library Branch Meeting Hall.

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Thu, October 16

Grayton Beach Wine Walk

Grayton Beach
Food & Drink Food & Drink

The Grayton Beach Wine Walk takes place every third Thursday from 5–7 PM, starting at Shacks Art. Attendees can visit six different merchants to enjoy various wines and hors d’oeuvres. Following this, they can return to Shacks' deck for dessert, more wine, and live music. The Dancing Raffle begins at 7 PM, offering gifts from local artists, merchants, and businesses around 30A. Tickets cost $25 per person and can be purchased at Shacks on the day of or before the event. Shacks Art Grayton Beach is an artist-run gallery showcasing works from over 50 artists, including artwork, handcrafted jewelry, and quality crafts. The gallery also hosts artist workshops, exhibitions, and other events. Shacks Art is located at the Mystic Porte Shops, north of Scenic 30A on Hwy 283, next to Shops of Grayton.

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Thu, October 16

Walton County Fair

DeFuniak Springs
Family Fun Family Fun

The Walton County Fair invites attendees from October 13-18, 2025, to commemorate 101 years of community, agriculture, and family enjoyment. The event will feature live performances, livestock shows, arts and crafts exhibits, diverse food vendors, and exhilarating rides. Event hours are from 5:00 p.m. to 9:00 p.m. from October 13-17, and from 12:00 p.m. to 9:00 p.m. on Saturday, October 18. Key attractions include livestock shows showcasing local youth and adult animal showcases, arts and crafts exhibits featuring handmade crafts and fine arts, food vendors offering a range from classic fair treats to gourmet meals, entertainment with live music and dance performances, and family activities such as games, rides, and fun suitable for all ages.

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Thu, October 16

Burnt Pine Membership Preview Night

Miramar Beach
Sports & Games Sports & Games

Burnt Pine Country Club, located in Sandestin, is a highly regarded destination known for its beauty and esteemed reputation. It offers members unrestricted access to its championship golf course, excellent facilities, expert instruction, exclusive social gatherings, and discounted rates at other distinguished courses. Membership provides an opportunity to experience a luxurious lifestyle and numerous benefits. An exclusive Membership Preview Night is scheduled for Thursday, October 16th, from 5 PM to 7 PM at the Burnt Pine Clubhouse. Attendees will have the chance to see the recently renovated clubhouse, enjoy delicious food, and learn about the advantages of becoming a member. During the Preview Night, visitors will be able to: explore the beautifully renovated clubhouse, savor the cuisine, understand all the membership benefits, and receive a special day pass to return and fully experience the Burnt Pine offerings. Those interested in attending should RSVP to Julie Lewis to secure a spot. The club looks forward to welcoming new members and demonstrating why Burnt Pine is an ideal home club.

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Thu, October 16

Dave Meadows

Miramar Beach
Live Music Live Music

Dave Meadows will be performing live from 5:00 PM to 8:00 PM.

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Thu, October 16

Dave Meadows

Miramar Beach
Live Music Live Music

Dave Meadows will be performing live from 5:00 PM to 8:00 PM.

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Thu, October 16

Paella Night!

Seaside
Food & Drink Food & Drink

Orders start at 5:30 PM CST, with service beginning at 7 PM CST on a first-come, first-serve basis. Chef Joyce developed her renowned recipe in Spain and has since refined it to include a unique panhandle influence. Her use of chorizo instead of plain sausage adds a spicy kick, making this dish unsuitable for those who prefer milder flavors. North Beach Social patrons can order paella at the counter and receive a ticket for pickup at the paella stand when service commences. Farm & Fire patrons can order at their table or at the bar, with delivery provided tableside.

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Thu, October 16

The Red Bar Jazz Band

Grayton Beach
Live Music Live Music

The Red Bar is a local institution in Grayton Beach, featuring the Red Bar Jazz Band on stage for dinner Tuesday through Saturday from 5:30 PM to 9:00 PM. A variety of local and visiting bands also perform on Sundays for brunch, Sunday nights, and Monday nights. This restaurant and bar offers a lively atmosphere with eclectic decor, live music, great food, and cocktails. It is open daily for lunch and dinner, with both indoor and outdoor seating options.

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Thu, October 16

Thursday Throw Down – Paddle Board Races

Niceville
Sports & Games Sports & Games

The event content describes Thursday Throw Down – Paddle Board Races.

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Thu, October 16

Trivia

Miramar Beach
Sports & Games Sports & Games

Trivia Thursday is an event.

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Thu, October 16

Trivia

Miramar Beach
Sports & Games Sports & Games

Trivia Thursday is an event.

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Thu, October 16

Corey Hall

Inlet Beach
Live Music Live Music

Corey Hall is an emerging singer-songwriter from Florida’s Emerald Coast. He blends blues, folk, and roots traditions with soulful storytelling and earthy fingerpicking. His music is inspired by legends such as Robert Johnson, Mississippi John Hurt, and Bob Dylan.

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Thu, October 16

Game Night Streaming

Sandestin
Sports & Games Sports & Games

Marina Bar & Grill streams NCAA Saturdays and NFL Sundays, along with select Monday and Thursday night games, on their waterfront Jumbotron. They offer food and drink specials throughout the season, with sound on for the feature matchup and additional games inside on TVs. Seating is on a first-come, first-served basis, so guests should arrive early. Weather and broadcast availability may affect programming. The bar is located at Baytowne Marina at Sandestin Golf & Beach Resort.

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Thu, October 16

OUTRO

Dune Allen Beach
Live Music Live Music

OUTRO can be caught live from 6-9 PM.

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Thu, October 16

River Dan

Blue Mountain Beach
Live Music Live Music

River Dan's live performance is scheduled for 6 PM to 9 PM.

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Thu, October 16

The Zook & Von Syndicate

Rosemary Beach
Live Music Live Music

Every Thursday, The Zook & Von Syndicate performs live, featuring exciting acts and surprise guest appearances.

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Thu, October 16

Art Party

Santa Rosa Beach
Arts & Culture Arts & Culture

The furnace has been turned off and THIRDsdays are back online for an ART PARTY/Studio Stroll on Thursday, October 16th, from 6-9 PM. The event will take place on Hwy 393 S., about a mile south of Hwy 98, SRB. Attendees can eat, drink, enjoy art, and music. Open studios will feature Merry Beth Myrick, Allison Haley Wickey, Julia Dorminy (The Gypsy Garage), Brit Deslonde (Glass Deer), and Mary Ellen DiMauro. The event includes hashtags for Halloween, art party, and SaltCrustStudios.

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Thu, October 16

Kimberly Burke

Santa Rosa Beach
Live Music Live Music

A Nashville singer-songwriter, Kimberly Burke, will be performing free live music on the North Beach Social stage.

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Thu, October 16

Open Mic & Karaoke

Niceville
Live Music Live Music

Every Thursday, sign-ups for the event begin at 6:00 PM. Ren and Dan host the evening at LJ Schooners, where guests are encouraged to warm up their vocal cords and enjoy a fun time.

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Thu, October 16

Kimberly Burke

Santa Rosa Beach
Live Music Live Music

A Nashville singer-songwriter, Kimberly Burke, will be performing free live music on the North Beach Social stage.

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Thu, October 16

Open Mic & Karaoke

Niceville
Live Music Live Music

Every Thursday, sign-ups for the event begin at 6:00 PM. Ren and Dan host the evening at LJ Schooners, where guests are encouraged to warm up their vocal cords and enjoy a fun time.

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Thu, October 16

Redd Sings Dinner Show

Santa Rosa Beach
Food & Drink Food & Drink

Redd hosts a dinner show on Tuesdays, Thursdays, and Saturdays.

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Thu, October 16

Movies at the Park - Hocus Pocus

Santa Rosa Beach
Family Fun Family Fun

The Friends of Eden Gardens announce a series of family-friendly, spooky, classic films played on an outdoor screen under the oak trees at Eden Gardens State Park. This annual fundraiser, presented each October by the Friends of Eden Gardens, a Citizen Support Organization, assists the park with funding for various projects, events, and activities throughout the year. On October 16th, the film "Hocus Pocus" will be shown. The story follows a teenager who accidentally frees a coven of evil witches who once lived in the house. With the help of a magical cat, the children must steal the witches' book of spells to prevent them from becoming immortal. The film stars Bette Midler, Sarah Jessica Parker, and Kathy Najimy. The event is free with paid park admission. Films are shown on the lawn near the pavilion, and guests are encouraged to bring chairs, blankets, bug spray, and coolers. The park also offers concessions with popcorn, candy, soda, water, and other beverages available for donations to support the park.

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Thu, October 16

Trivia Thursdays

Fort Walton Beach
Sports & Games Sports & Games

Thursday night is now Trivia Night at AJ's on the Bayou. The event starts at 6:30 pm and is free to play. AJ's offers many prizes to the top teams, promising a night of fun on the Bayou with LiveTrivia.

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Thu, October 16

Brett & Jerod

Miramar Beach
Live Music Live Music

The World Famous Dueling Piano Show features Brett Hilbert and Jerod Daniels, who perform until 11 PM.

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Thu, October 16

NFL on the Jumbotron

Watersound
Sports & Games Sports & Games

The Big Chill hosts an NFL Watch Party every Thursday throughout the season. It is presented as an ideal location to experience every play, offering wall-to-wall football action on a 25-foot Jumbotron. The venue is equipped with multiple restaurants and bars, serving game day favorites, along with game day bites, full-service bars, a fan-friendly atmosphere, and outdoor viewing. This event is promoted as the ultimate NFL destination, whether attendees are supporting their preferred team or monitoring their fantasy lineup.

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Thu, October 16

Trivia

Santa Rosa Beach
Sports & Games Sports & Games

The event features trivia starting at 7 p.m. Participation is free, and there are over $100 in prizes to be won.

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Thu, October 16

Football

Miramar Beach
Sports & Games Sports & Games

Football Night!

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Thu, October 16

NFL Sunday Ticket

Blue Mountain Beach
Sports & Games Sports & Games

The NFL Sunday Ticket will be available on all screens throughout the season.

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Thu, October 16

Karaoke Night

Fort Walton Beach
Arts & Culture Arts & Culture

The Block Club has specific hours of operation. On Wednesday, karaoke opens at 6 p.m., while other areas open at 7 p.m., with line dance lessons starting at 7:30 p.m. On Thursday, both karaoke and other areas open at 8 p.m., with Latin Night dance lessons beginning at 8:30 p.m. On Friday and Saturday, karaoke opens at 6 p.m. On Friday, other areas open at 8 p.m. On Saturday, other areas open at 7 p.m., featuring a comedy night. The club is closed from Sunday through Tuesday. For special events held at The Block, the Karaoke Club opens at 6 p.m., and all other clubs open at 7 p.m.

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Thu, October 16

DJ Vladi

Grayton Beach
Live Music Live Music

The October 2025 live music lineup has been announced.

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Thu, October 16

Karaoke Night

Grayton Beach
Arts & Culture Arts & Culture

AJ's Grayton Beach hosts Karaoke Night every Thursday at 9 PM. This restaurant and bar offers indoor and outdoor seating and on-site parking in Grayton Beach, Florida. Known for its live music and unique atmosphere, it is a popular spot for families, music lovers, locals, and visitors, and it transforms into a late-night party scene after dinner hours.

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Fri, October 17

Ladies Tennis Team Challenge: Level 7.5 & Level 8.5

Miramar Beach
Sports & Games Sports & Games

The Team Challenge provides an excellent opportunity to combine high-quality tennis with a memorable beach vacation. This series of team tennis events is designed for women at various NTRP levels. Each Ladies Team Challenge weekend hosts at least six teams, with a minimum of six ladies per team (three doubles teams). The event follows a round-robin format, where teams compete against others throughout the weekend, featuring two matches on both Friday and Saturday, culminating in top qualifying matches on Sunday morning. Sandestin's Ladies Team Challenge Package includes participation for teams from across the Southeast, room accommodations, daily continental breakfast, a tournament luncheon on Friday, and exciting matches throughout the weekend. Participants also receive discounts at Sandestin’s Tennis Shop, team photos, and entry into the tournament raffle. Prizes and awards are given to winners and finalists, with the winning team receiving a complimentary 3-bedroom, 3-bath condo to defend their title the following year. The 2025 Ladies Team Challenge dates are as follows: April 25 – April 27 for Level 4.5 and Level 7.5 Combo Event (4.0 & 3.5); September 12 – September 14 for Level 4.0; October 3 – October 5 for Level 3.0 and Level 8.5 Combo Event (4.5 & 4.0); October 17 – October 19 for Level 7.5 Combo Event (4.0 & 3.5) and Level 8.5 Combo Event (4.5 & 4.0); and November 7 – November 9 for Level 3.5. Team spots are filling quickly, so interested parties are encouraged not to miss the opportunity to bring their team to Sandestin for a weekend of tennis, beach, and fun. For team sign-ups, individuals can contact David by calling (850) 267-7114 or emailing him to ensure participation before the event sells out.

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Fri, October 17

Motion Experience

Miramar Beach
Family Fun Family Fun

It is time for Motion Experience! This annual retreat is for 8th – 12th grade students, providing an opportunity to break away for a weekend and grow in their faith. This year’s theme is ALL IN! As it is written: “But just as he who called you is holy, so be holy in all you do; for it is written: ‘Be holy, because I am holy.’” (1 Peter 1:15-16). It can be difficult to be different and go against what the world considers “normal,” but God has chosen individuals to be Holy, set apart for His Glory. They are called to be different! During this weekend, students will spend time in small groups with other students and leaders, participate in powerful messages, experience life-changing worship moments, and compete in exciting Tribe Wars! They look forward to students joining them. Sign up Today! This event is for 8th – 12th grade students and will take place from October 17th- 19th, 2025, at Laguna Beach Christian Retreat – Panama City Beach, FL. The cost is $125, and this price will not increase.

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Fri, October 17

9th Annual Harvest Wine & Food Festival

Santa Rosa Beach
Food & Drink Food & Drink

The 9th Annual Harvest Wine & Food Festival invites attendees to WaterColor from October 16 to 19, 2025. This four-day event features wine dinners, a Grand Tasting, Harvest After Dark, and a selection of wine and cocktail experiences. The festival supports children in need across Northwest Florida. Hosted by the Destin Charity Wine Auction Foundation, this fall event combines world-class wines with renowned chefs to support local children's charities, having raised over $35 million. It is an event for wine enthusiasts, foodies, and those who enjoy a good time for a great cause.

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Fri, October 17

Joy of Art Club Coastal Library

Santa Rosa Beach
Arts & Culture Arts & Culture

The library invites individuals to join their Friday art meetings. Participants can bring their own art, exchange ideas, and foster artistic camaraderie. The library advises that these meetings may be subject to change due to holidays or scheduling alterations, and encourages calling them at 850-267-2809 for confirmation.

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Fri, October 17

Vendor Applications Due

Seaside
Markets & Shopping Markets & Shopping

Vendor applications for the 2025 SEASIDE® Holiday Market are open. Organizers are seeking artisans and vendors to display and sell holiday gift items on December 6-7. There is a $250 cost to participate, which includes a 10x10 tent and a 6’ table with linen. Applications are due October 17, 2025, with notification of involvement by October 31, 2025. SEASIDE® Merchants are encouraged to participate at no cost.

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Fri, October 17

Dion Jones

Grayton Beach
Live Music Live Music

Dion Jones will be performing live from 9:30 AM to 12:30 PM.

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Fri, October 17

Brewery Tours

Santa Rosa Beach
Food & Drink Food & Drink

Brewery tours are available.

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Fri, October 17

9th Annual Harvest Wine & Food Festival

Santa Rosa Beach
Food & Drink Food & Drink

This premier Southeast festival, held in WaterColor from October 16–19, offers four days of world-class wine, cuisine, and coastal charm. Attendees can experience elegant wine dinners, a lively cocktail brunch, and the renowned Grand Tasting, inviting them to sip and savor unforgettable flavors.

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Fri, October 17

Sidewalk Sessions feat. Shane Curle

Destin
Live Music Live Music

Every Friday from 2 PM to 5 PM, local musician Shane Curle performs acoustic classics at Camille’s downstairs cafe.

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Fri, October 17

Tween/Teen E-Sports Games

Santa Rosa Beach
Sports & Games Sports & Games

A tween and teen E-Sports (Electronic) League is held on Fridays, featuring Smash Brothers. Participants can join anytime from 3:30 PM to 4:30 PM to meet new friends. The league invites older elementary to high school students, who are expected to share playing time and assist other players when needed. For more information, Deanna can be contacted at Coastal Library at 850-267-2809.

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Fri, October 17

Ben Buzga

Destin
Live Music Live Music

Attendees are invited to enjoy a night of live music featuring the talented Ben Buzga. His captivating voice and engaging melodies are sure to make the evening at AJ's truly memorable.

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Fri, October 17

Harrison Prentice

Seaside
Live Music Live Music

Harrison Prentice will be performing live from 4-7 PM. This event coincides with the Seaside Homeowner’s Weekend.

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Fri, October 17

Jared Herzog

Seaside
Live Music Live Music

Jared Herzog will be performing live from 4-7 PM. This event is part of the Seaside Homeowner’s Weekend.

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Fri, October 17

Bubbly Baytowne

Miramar Beach
Markets & Shopping Markets & Shopping

An evening of complimentary champagne and shopping awaits at Bubbly Baytowne. Visitors can enjoy sipping and shopping throughout The Village of Baytowne Wharf, exploring various retail stores while sampling a selection of premium champagnes. This event is free and exclusively for those aged 21 and over, with the village remaining open to the public during the festivities.

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Fri, October 17

Austin Jennings – AJ’s Tiki Village

Destin
Live Music Live Music

Guests can enjoy an unforgettable evening of live music by Austin, who will play country/alternative music. The event encourages attendees to bring friends, enjoy delicious food, and soak in the amazing vibes.

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Fri, October 17

Face Paint & Crafts w/ Uniquely Clever

Watersound
Family Fun Family Fun

The event invites children for a creative and imaginative day with Uniquely Clever, a pop-up vendor specializing in face painting and DIY kids' crafts. From butterflies to superheroes, children's favorite looks will be brought to life through face painting. Additionally, make-and-take crafts will be available for all ages, encouraging creativity. This event is perfect for families and young artists who enjoy creating, playing, and showcasing their unique style. Fees apply for participation.

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Fri, October 17

Fall Lawn Games

Miramar Beach
Sports & Games Sports & Games

Grand Park invites families to Fall Lawn Games every Friday and Saturday from 5:00 PM to 8:00 PM, running August 15 through October 25. Attendees can enjoy friendly competitions with games like cornhole, giant lawn chess, and checkers. Guests are encouraged to get food and drinks from Grand Boulevard’s many restaurants before playing. It's an ideal opportunity to celebrate the season and create lasting memories with loved ones.

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Fri, October 17

Walton County Fair

DeFuniak Springs
Family Fun Family Fun

The Walton County Fair is set to celebrate 101 years of community, agriculture, and family-friendly fun from October 13-18, 2025. Attendees can look forward to live performances, livestock shows, arts and crafts exhibits, a variety of food vendors, and thrilling rides. Event hours are 5:00 p.m. to 9:00 p.m. from October 13-17, and 12:00 p.m. to 9:00 p.m. on Saturday, October 18. Key attractions include livestock shows featuring local youth and adults, exhibits showcasing handmade crafts and fine arts from local artisans, a diverse selection of food, live music and dance performances, and family-friendly games and rides.

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Fri, October 17

Trick-or-Treat Bags

Panama City
Workshops & Classes Workshops & Classes

The "Personalized Trick-or-Treat Bags" class will be held on October 17 from 5-7 pm. The cost is $40 for members and $45 for non-members. This is the last chance for participants to add personal touches to their trick-or-treat bags for the year. Jessica Wampler will lead the class in designing and painting a personalized candy bag for Halloween. Each student will receive one tote bag to design and paint using stencils, or they can choose to freehand their design. The class is scheduled for Friday, October 17, from 5-7 pm. It is intended for ages 9-15, with children under 9 requiring adult supervision. All supplies are included, and participants must sign up by Thursday, October 16. Regarding the refund policy, it is important to double-check schedules when signing up for a class, as all classes, workshops, and series offered by the Center for the Arts are non-refundable. Refunds are typically only issued in unforeseen circumstances involving the instructor or facility. If a participant is sick and has to cancel, they may receive a partial refund, excluding instructor fees, for the class sessions, at the discretion of the Center for the Arts. The Center for the Arts will contact participants if a refund is to be issued and provide any necessary further instructions. For questions about this policy, individuals can email the Center for the Arts.

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Fri, October 17

Jarred McConnell

Miramar Beach
Live Music Live Music

Jarred McConnell will be performing live from 5:00 PM to 8:00 PM.

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Fri, October 17

Slingo

Fort Walton Beach
Live Music Live Music

Music Duo Slingo is performing at AJ's on the Bayou. Attendees are invited to enjoy a lively evening of music and entertainment.

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Fri, October 17

Date Night Wheel Throwing

Panama City
Workshops & Classes Workshops & Classes

The event costs between $200.00 and $215.00. Participants can attend with a friend or partner to learn wheel throwing. Instructor Jaweria demonstrates how to center and pull clay to create ceramic pieces. Clay is provided, and each couple can keep 3-4 pieces. Couples share one wheel. The finished pieces will be ready for pickup 3-4 weeks after the class. The class is scheduled for Friday, October 17, from 5:30-7:30 pm. It is open to ages 18 and up. The cost is $200 per couple for members and $215 for non-members, with all supplies included. Attendees should dress appropriately as they will be working with wet clay on a wheel, which may get on their clothes and shoes. The sign-up deadline is Wednesday, October 15. Regarding the refund policy, all classes, workshops, and series offered by the Center for the Arts are non-refundable. Refunds are typically issued only for unforeseen circumstances involving the instructor or facility. If a participant cancels due to illness, they may receive a partial refund, excluding instructor fees, at the discretion of the Center for the Arts. The Center for the Arts will contact participants if a refund is to be issued with further instructions. For policy questions, individuals can email them.

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Fri, October 17

The Red Bar Jazz Band

Grayton Beach
Live Music Live Music

The Red Bar Jazz Band performs on stage during dinner Tuesday through Saturday from 5:30 p.m. to 9:00 p.m. A variety of local and visiting bands also perform on Sundays (brunch), Sunday nights, and Monday nights. The Red Bar is a lively restaurant and bar with a reputation as a local institution that should not be missed. Located in the heart of Grayton Beach, it is a place for fun with friends and family, offering eclectic decor, great live music, and excellent food and cocktails. The Red Bar is open daily, serving lunch and dinner with both indoor and outdoor seating.

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Fri, October 17

Barry Fish

Rosemary Beach
Live Music Live Music

Guests are invited to The Courtyard at Pescado for an evening of cocktails and live music from 6:00 p.m. to 10:00 p.m. in Rosemary Beach. Attendees can enjoy a sophisticated experience with small plates designed for sharing and a full-service bar featuring premium spirits and exclusive wines. Live music at The Courtyard at Pescado includes Barry Fish on Fridays and October 2, and The Sundown Strays on Saturdays.

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Fri, October 17

Dave Jordan Almost Acoustic

Blue Mountain Beach
Live Music Live Music

Dave Jordan is performing Almost Acoustic live from 6-9 PM.

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Fri, October 17

Dion Jones Trio

Santa Rosa Beach
Live Music Live Music

October at Papa Surf is packed with activities! They have live music, laughter, and good times throughout the month, from Sunday Strings with Black Creek String Band to weekly Trivia & Karaoke nights and the always-grooving Dion Jones. Plus, happy hour is available every weekday to maintain a high-energy atmosphere. They encourage everyone to mark their calendars, bring their friends, and make this October unforgettable at Papa Surf.

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Fri, October 17

DJ Dance Party

Watersound
Family Fun Family Fun

The ultimate family dance party is an event not to be missed. Attendees can hit the stage and dance to DJ Dan Davis, who will be spinning favorite hits from 6 to 9:30 PM. This is a high-energy night of fun, dancing, and family-friendly vibes for the whole crew.

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Fri, October 17

Free Bonfire

Miramar Beach
Family Fun Family Fun

A free bonfire is hosted every Friday and Monday at sunset at the beach bar. There is no entrance fee and free resort parking is available. Plenty of chairs are provided, and everyone is welcome. S’mores and drink specials, along with the full menu, are available. It is a great place to bring children and watch the sunset. Offsite food or beverages are not permitted.

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Fri, October 17

FWB Concerts: Jenna Mcclelland

Fort Walton Beach
Live Music Live Music

Concerts at The Landing are returning to downtown Fort Walton Beach this fall. The 2025 series will begin on September 15th with Block Eyed Blonde from 6-8 PM. A different band will perform every Friday from September 15th through October 24th. Attendees can bring a blanket or low-back chair to enjoy a night filled with music, fun, and good vibes. The full schedule is available below. The Landing is a sound-side park in Fort Walton Beach with stunning views, playgrounds, and various public amenities. Families can enjoy movies and live music at The Landing, as well as local events such as Billy Bowlegs, the Native American Festival, and a local farmer’s market selling fruits, vegetables, and honey.

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Fri, October 17

Jazz Nights with The Velvet Jazz Collective & The Midnight Muses

Rosemary Beach
Live Music Live Music

The Velvet Jazz Collective and The Midnight Muses offer soulful jazz performances throughout the season, embodying the vibrant live music culture of the Emerald Coast.

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Fri, October 17

Karaoke Night

Fort Walton Beach
Arts & Culture Arts & Culture

The Block Club has specific hours of operation. On Wednesdays, karaoke begins at 6 PM, with other areas opening at 7 PM and line dance lessons starting at 7:30 PM. Thursdays feature karaoke and other areas opening at 8 PM, followed by Latin Night dance lessons at 8:30 PM. On Fridays and Saturdays, karaoke starts at 6 PM; other areas open at 8 PM on Fridays and 7 PM on Saturdays, with Saturday evenings also featuring Comedy Night. The club is closed from Sunday through Tuesday. For special events, the Karaoke Club opens at 6 PM, and all other clubs open at 7 PM.

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Fri, October 17

Live Music: Jamah Terry

WaterColor
Live Music Live Music

Live entertainment is available on Friday evenings and during weekend brunch. The entertainment schedule can be found on their events page on Facebook.

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Fri, October 17

Movies on the Lawn Fall Edition

Destin
Family Fun Family Fun

HarborWalk Village presents its fall edition of Movies on the Lawn, inviting attendees to cozy up under the stars. The family-friendly event features a spooktacular lineup of Halloween and fall-themed movies. Screenings take place on Friday evenings in October on the HarborWalk Village main lawn, starting at 6 PM, right after sunset. Guests are encouraged to bring blankets and lawn chairs to find a comfortable spot for a magical movie night. Snacks and drinks are available for purchase from various vendors, including Salty Pop, the HarborWalk Marina, Crafty Siren, The Fudgery, and other waterfront restaurants. Event organizers announce weekly movie schedules on Instagram and Facebook (@HarborWalkVillage) stories. This is a free event; movies begin at 6 PM and are weather permitting. Free on-site parking is also available.

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Fri, October 17

Tanner Gray

Inlet Beach
Live Music Live Music

Tanner Gray is a Nashville and Gulf Coast-based singer-songwriter whose music bridges the best of both worlds. As both a solo artist and band member, he blends heartfelt storytelling with a versatile sound that resonates across genres and audiences.

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Fri, October 17

Salt Rock Revival

Santa Rosa Beach
Live Music Live Music

Free live music is brought by local artists, the classic rock and jams duo Salt Rock Revival.

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Fri, October 17

Wes Herndon

Miramar Beach
Live Music Live Music

Wes Herndon can be seen performing live from 6:00 PM to 9:00 PM.

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Fri, October 17

Max McCann

Santa Rosa Beach
Live Music Live Music

Redds Pub offers live performances on Friday nights, featuring an October lineup that includes Ed Wrann (Oct 3), Shenaniganza (Oct 10), Max McCann (Oct 17), Jon White (Oct 24), and the 12th Annual Rocky Horror Picture Show Halloween Party (Oct 31). Reservations for parties of four or more can be made by calling 850-325-0252.

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Fri, October 17

Mike B, Brett & Paul

Miramar Beach
Live Music Live Music

The World Famous Dueling Piano Show features Michael Bell, Brett Hilbert, and Paul Therrel, performing until midnight.

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Fri, October 17

Rhino Jockeys + Matt Miller

Dune Allen Beach
Live Music Live Music

Rhino Jockeys and Matt Miller performed live from 7 PM to 10 PM.

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Fri, October 17

Live Music

Miramar Beach
Live Music Live Music

Guests can enjoy handcrafted cocktails while a local artist performs original and cover songs. This event is open to the public and includes complimentary validated parking with any food and/or beverage purchase.

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Fri, October 17

Live Music on the Rooftop

Santa Rosa Beach
Live Music Live Music

Ara Rooftop Pool & Lounge offers live music under the stars every Friday and Saturday night from 7:30 PM to 10:30 PM.

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Fri, October 17

Central Square Cinema: E.T.

Seaside
Family Fun Family Fun

The Seaside Amphitheater hosts a family movie night under the stars, weather permitting, with screenings beginning at 8:00 PM. Attendees are encouraged to bring blankets and chairs. The October movie schedule includes Scoob! on October 3, Air Bud on October 10, E.T. on October 17, Halloweentown on October 24, and Wizard of Oz on October 31. Families can check movie reviews to determine suitability.

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Fri, October 17

DJ Vladi

Grayton Beach
Live Music Live Music

The October 2025 live music lineup has been announced.

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Fri, October 17

LATE NIGHT LIVE MUSIC: Dion Jones & The Neon Tears

Santa Rosa Beach
Live Music Live Music

Down Island hosts late-night live music every Friday from 10 PM to 1 AM, featuring a rotating selection of bands. "Hippie Hour" drink specials are available from 10 PM to 2 AM, and late-night bites are served until midnight.

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Sat, October 18

Farmers Market

DeFuniak Springs
Markets & Shopping Markets & Shopping

The Main Street Farmer's Market is a weekly event held every Saturday from March 15 to November 22, between 8:00 AM and noon. Vendors set up on Baldwin Avenue, and shoppers can browse local farmers, makers, and bakers while enjoying live music. Visitors are encouraged to bring reusable bags to fill with fresh produce, homemade jellies, baked goods, preserves, oils and herbs, local honey, and proteins. Other items available include photography art, body scrub, and custom hand-crafted jewelry.

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Sat, October 18

Ladies Tennis Team Challenge: Level 7.5 & Level 8.5

Miramar Beach
Sports & Games Sports & Games

The Team Challenge offers a unique blend of quality tennis and a memorable beach vacation, featuring a series of team tennis events for women at various levels, utilizing the NTRP system. Each Ladies Team Challenge weekend hosts at least six teams, with a minimum of six ladies per team (three doubles teams). The format is a round-robin, where teams compete against others throughout the weekend. The Team Challenge includes two matches on both Friday and Saturday, with the top qualifying matches held on Sunday morning. Sandestin's Ladies Team Challenge Package includes participation from teams across the Southeast, room accommodations, daily continental breakfast, and a tournament luncheon on Friday. Participants can expect exciting matches throughout the weekend, discounts at Sandestin’s Tennis Shop, team photos, and a tournament raffle. Prizes and awards are given to winners and finalists, and the winning team receives a complimentary 3-bedroom, 3-bath condo to defend their title the following year. The 2025 Ladies Team Challenge Dates are: April 25 – April 27 / Level 4.5 April 25 – April 27 / Level 7.5 Combo Event (4.0 & 3.5) September 12 – September 14 / Level 4.0 October 3 – October 5 / Level 3.0 October 3 – October 5 / Level 8.5 Combo Event (4.5 & 4.0) October 17 – October 19 / Level 7.5 Combo Event (4.0 & 3.5) October 17 – October 19 / Level 8.5 Combo Event (4.5 & 4.0) November 7 – November 9 / Level 3.5 Team spots are filling up, offering participants the chance to bring their team to Sandestin for a weekend of tennis, beach, and fun. Interested individuals can contact David at (850) 267-7114 or by email to sign up their team before it sells out.

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Sat, October 18

Motion Experience

Miramar Beach
Family Fun Family Fun

It is time for Motion Experience! This is an annual retreat for 8th – 12th grade students, providing an opportunity to break away for a weekend and grow in their faith. This year’s theme is ALL IN! "But just as he who called you is holy, so be holy in all you do; for it is written: ‘Be holy, because I am holy.’" (1 Peter 1:15-16) It can be difficult for students to be different and go against what the world considers "normal." However, God has chosen them to be holy, set apart for His glory. They are called to be different! During this weekend, students will engage in small group discussions with peers and leaders, participate in powerful messages, experience life-changing worship moments, and compete in exciting Tribe Wars! Attendees are encouraged to sign up today. The event is for 8th – 12th grade students and will take place from October 17th- 19th, 2025, at Laguna Beach Christian Retreat – Panama City Beach, FL. The cost is $125 and will not increase.

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Sat, October 18

Weekend Morning Rooftop Poolside Pilates

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Hotel guests can begin their Saturday and Sunday mornings with a complimentary Pilates-barre fusion class on the rooftop by the pool. From 8–9 a.m., certified instructor Riann leads a mindful flow of breathwork, assisted stretching, and functional movement designed to strengthen, balance, and uplift. This all-levels class is suitable for both beginners and those seeking a challenge, and it aims to leave participants feeling centered, empowered, and refreshed.

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Sat, October 18

Farmers Market

Rosemary Beach
Markets & Shopping Markets & Shopping

On Saturdays throughout the year, from 9 AM to 1 PM, an outdoor market showcases a variety of unique vendors primarily offering locally sourced food items. These include fresh produce, eggs, milk, butter, grass-fed beef, chicken, local honey, pickled vegetables, and gourmet jams. Additionally, prepared foods such as tomato pies, hummus, pasta, tuna dip, and crab cakes are available for purchase. The market also features vendors selling soap and lotions. This event, known as the Grand Boulevard Farmers’ Market, is held in Grand Park, situated between Cantina Laredo and Tommy Bahama. These lively gatherings are part of the Coastal Culture Calendar of Events, supported by the Grand Boulevard Arts and Entertainment Program.

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Sat, October 18

9th Annual Harvest Wine & Food Festival

Santa Rosa Beach
Food & Drink Food & Drink

The 9th Annual Harvest Wine & Food Festival will be held in WaterColor from October 16 to 19, 2025. This four-day event features wine dinners, a Grand Tasting, Harvest After Dark, and various wine and cocktail experiences. The festival supports children in need throughout Northwest Florida. Hosted by the Destin Charity Wine Auction Foundation, this fall event unites world-class wines and renowned chefs, all while contributing to a mission that has raised over $35 million for local children's charities. The Harvest festival is an event for wine enthusiasts and foodies, and those who enjoy supporting a great cause.

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Sat, October 18

Walton County Fore Her Peer Support Group

Santa Rosa Beach
Workshops & Classes Workshops & Classes

A peer support group for breast cancer patients and survivors meets on the third Saturday of each month at the Walton County Coastal Branch Library from 9-11 AM and is also offered via Zoom. The Fore Her Breast Cancer Support Group was founded by Amy Walsh a year ago to provide an environment for women to discuss their experiences, fears, concerns, and needs while Fore Her offers resources. The group is open to anyone affected by breast cancer. Amy Walsh, founder of Fore Her, initially stated that the goal was to bring breast cancer patients and survivors together to talk about their experiences, give advice, listen, and learn about more resources in the area that offer help and hope. The group continues to meet on the third Saturday of each month at the Coastal Branch Library in Santa Rosa Beach at 9:00 AM. Resource pamphlets and books, both autobiographical and self-help inspirational, are offered free of charge. Breast cancer patients share their stories of diagnosis with an empathetic audience, and treatments, from surgery to radiation to chemotherapy to long-term medications, are discussed. Friendships are formed through shared hugs and tears.

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Sat, October 18

Jared Herzog

Grayton Beach
Live Music Live Music

Jared Herzog performed live from 9:30 AM to 12:30 PM.

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Sat, October 18

Arlon Jay Staggs Book Signing “Leta Pearl’s Love Biscuits”

Seaside
Arts & Culture Arts & Culture

Santa Rosa Beach author Arlon Jay Staggs, known for his writing for the New York Times’ “Modern Love” column, has three upcoming local book signings for the release of his debut novel, a Southern romcom inspired by his mother’s actual meet-cute romance, “Leta Pearl’s Love Biscuits” (Koehler, October 7, 2025). He will be signing books on the porch at Sundog Books Seaside on Oct 11 and 18, and will be the featured storyteller at the Emerald Coast Storytellers event on Oct 16, both of which are in Santa Rosa Beach. Arlon’s novel is an ode to Southern food and football, and was inspired by real-life events: like his protagonist Trudy, Arlon’s mom was a teacher who fell in love with the football coach who taught across the hall. Arlon’s background growing up as a gay son of a football coach in Alabama influenced themes in his novel such as how small-town social politics influence how we present ourselves, what we hide, and how we relate to others. A laugh-out-loud romp with a smidge of Southern magic, Leta Pearl’s Love Biscuits confirms that true love—like the best biscuits—takes some heat to rise. It’s 1982 in Bailey Springs, Alabama, where secrets aren’t just whispered—they’re baked right into the biscuits. Trudy has kept her head down since high school, when her unexpected pregnancy and marriage to star-quarterback Jimmie Beaumont scandalized the town. A few years later, after Jimmie’s tragic demise, folks still haven’t forgiven her and blame her for his death. Now engaged to a blue-blood politician, Haskel Moody, Trudy’s back in the spotlight—especially after taking a job teaching chemistry to save his campaign for mayor. As Trudy encounters old high-school ghosts, she also confronts Coach Shug Meechum, whose laid-back charm and infuriating grin incite more than just her frustrations. Meanwhile, Trudy’s mother, Leta Pearl, has been giving some chemistry lessons of her own—slipping her mysterious love-inducing biscuits to men in town to advance her own agenda. In Bailey Springs, football, tradition, and appearances often mean more than truth. So, when secret recipes are uncovered, and new desires collide with a long-buried tragedy, Trudy must decide if she’ll play by the rules or risk everything for the life she wants.

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Sat, October 18

Arlon Jay Staggs Book Signing “Leta Pearl’s Love Biscuits”

Seaside
Arts & Culture Arts & Culture

Santa Rosa Beach author Arlon Jay Staggs, known for his writing for the New York Times’ “Modern Love” column, has three upcoming local book signings for the release of his debut novel, a Southern romcom inspired by his mother’s actual meet-cute romance, “Leta Pearl’s Love Biscuits” (Koehler, October 7, 2025). He will be signing books on the porch at Sundog Books Seaside on Oct 11 and 18, and will be the featured storyteller at the Emerald Coast Storytellers event on Oct 16, both of which are in Santa Rosa Beach. Arlon’s novel is an ode to Southern food and football, and was inspired by real-life events: like his protagonist Trudy, Arlon’s mom was a teacher who fell in love with the football coach who taught across the hall. Arlon’s background growing up as a gay son of a football coach in Alabama influenced themes in his novel such as how small-town social politics influence how we present ourselves, what we hide, and how we relate to others. A laugh-out-loud romp with a smidge of Southern magic, Leta Pearl’s Love Biscuits confirms that true love—like the best biscuits—takes some heat to rise. It’s 1982 in Bailey Springs, Alabama, where secrets aren’t just whispered—they’re baked right into the biscuits. Trudy has kept her head down since high school, when her unexpected pregnancy and marriage to star-quarterback Jimmie Beaumont scandalized the town. A few years later, after Jimmie’s tragic demise, folks still haven’t forgiven her and blame her for his death. Now engaged to a blue-blood politician, Haskel Moody, Trudy’s back in the spotlight—especially after taking a job teaching chemistry to save his campaign for mayor. As Trudy encounters old high-school ghosts, she also confronts Coach Shug Meechum, whose laid-back charm and infuriating grin incite more than just her frustrations. Meanwhile, Trudy’s mother, Leta Pearl, has been giving some chemistry lessons of her own—slipping her mysterious love-inducing biscuits to men in town to advance her own agenda. In Bailey Springs, football, tradition, and appearances often mean more than truth. So, when secret recipes are uncovered, and new desires collide with a long-buried tragedy, Trudy must decide if she’ll play by the rules or risk everything for the life she wants.

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Sat, October 18

Brunch

Santa Rosa Beach
Food & Drink Food & Drink

Every Saturday and Sunday, brunch is available from 11 AM to 2 PM. During brunch, the establishment offers $5 Bloody Marys, $5 mimosas, $5 Beach Camp Beers, and various food specials.

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Sat, October 18

Chef’s Weekend Brunch

WaterColor
Live Music Live Music

The venue offers traditional brunch items and seasonal specials. Local artists perform every Saturday, and a Jazz band plays every Sunday from 11 AM to 2 PM. An entertainment schedule can be found on their events page.

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Sat, October 18

College Football on the Jumbotron

Watersound
Sports & Games Sports & Games

The venue hosts a College Football Watch Party every Saturday throughout the season. Attendees can watch their favorite college football teams compete on a large 25-ft Jumbotron. The location offers multiple restaurants and bars, cold drinks, outdoor seating, and an electric atmosphere, ensuring all the big games are shown all day long. It's an ideal spot for fans to support their alma mater or enjoy rivalries. Guests are encouraged to bring friends, wear team colors, and get loud for a proper College Football Saturday experience. Specific games displayed on the Jumbotron are announced weekly by Wednesday. Other games are shown on TVs under a covered pavilion, with several TVs available for requests on a first-come, first-served basis. Guests can ask a manager at the bars for any requests.

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Sat, October 18

Game Day Streaming

Sandestin
Sports & Games Sports & Games

Marina Bar & Grill streams NCAA and NFL games on a waterfront Jumbotron, including select Monday and Thursday night games. They offer food and drink specials all season. Sound is on for the feature matchup, with additional games available inside on TVs. Seating is first-come, first-served. Weather and broadcast availability may affect programming. The venue is located at Baytowne Marina at Sandestin Golf & Beach Resort, providing a game day experience by the bay.

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Sat, October 18

Walton County Fair

DeFuniak Springs
Family Fun Family Fun

The Walton County Fair invites attendees from October 13-18, 2025, to commemorate 101 years of community spirit, agricultural heritage, and family-oriented entertainment. The event will feature live performances, livestock showcases, displays of arts and crafts, a variety of food vendors, and exhilarating rides for all ages. The fair's operating hours are 5:00 p.m. – 9:00 p.m. from October 13-17, and from 12:00 p.m. – 9:00 p.m. on Saturday, October 18. Key attractions will include livestock shows where local youth and adults present their animals, arts and crafts exhibits showcasing creations from local artisans, food vendors offering classic fair treats and gourmet options, and various entertainment acts such as live music and dance performances on the main stage. Family activities, including games and rides, will also be available for all ages.

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Sat, October 18

Brendon Preece

Fort Walton Beach
Live Music Live Music

An afternoon of live music and good times awaits attendees this Saturday, as Brendon Preece performs at AJ’s On The Bayou. He will bring his unique sound and energy to the beautiful bayou setting.

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Sat, October 18

Sunshine Wranglers

Santa Rosa Beach
Live Music Live Music

The event features live music with the Sunshine Wranglers.

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Sat, October 18

9th Annual Harvest Wine & Food Festival

Santa Rosa Beach
Family Fun Family Fun

The 9th Annual Harvest Wine & Food Festival offers four days of world-class wine, cuisine, and coastal charm in WaterColor from October 16–19. This premier Southeast festival features elegant wine dinners, a lively cocktail brunch, and the renowned Grand Tasting, inviting attendees to sip and savor unforgettable flavors.

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Sat, October 18

Sidewalk Sessions feat. Joshua Zook

Destin
Live Music Live Music

Every Saturday from 2 PM until 5 PM, Joshua Zook plays live beat creations, offering familiar songs in a new and unique way.

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Sat, October 18

Fall Lawn Games

Miramar Beach
Family Fun Family Fun

Grand Park hosts Fall Lawn Games every Friday and Saturday from 5:00 PM to 8:00 PM, between August 15 and October 25. Families can enjoy friendly competition with games like cornhole, giant lawn chess, and checkers, and can grab food and drinks from Grand Boulevard’s restaurants to make it a complete night out. It is an ideal way to celebrate the season and create lasting memories with loved ones.

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Sat, October 18

Rocktober Concert Series

Destin
Family Fun Family Fun

Attendees can enjoy Saturdays in October at HarborWalk Village, where they will find live music, free beverage samplings, and entertainment. Local bands will perform on the Main Stage each week. Free beverages will be available from event sponsors, and full-sized drinks can be purchased from participating waterfront restaurants. The night concludes with a fireworks display over the Destin Harbor at 8 PM, followed by a fire performance by Autumn Lyfe on the Main Stage. The event is free and runs from 5 PM to 8 PM every Saturday in October at HarborWalk Village, with free on-site parking.

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Sat, October 18

Almost Famous

Fort Walton Beach
Live Music Live Music

Get ready for an unforgettable night of live music as Almost Famous takes the stage at AJ’s On The Bayou! Guests can join for an evening filled with great tunes, delicious food, and refreshing drinks in a beautiful bayou setting. They won't want to miss a chance to dance, sing along, and enjoy the vibrant atmosphere with friends and family.

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Sat, October 18

Kevin Carson

Miramar Beach
Food & Drink Food & Drink

Kevin Carson will be performing live from 5:00 PM to 8:00 PM.

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Sat, October 18

Saturday Steak Nights

Niceville
Live Music Live Music

Every Saturday, from 5 PM to 9 PM, LJ Schooners Dockside Restaurant & Oyster Bar hosts Steak Night. The chef prepares his best steaks for this weekly event.

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Sat, October 18

The Red Bar Jazz Band

Grayton Beach
Live Music Live Music

The Red Bar Jazz Band performs Tuesday through Saturday from 5:30 PM to 9:00 PM. On Sundays, Sunday nights, and Monday nights, various local and visiting bands take the stage. The Red Bar is a lively restaurant and bar in Grayton Beach, known as a local institution. It offers live music, diverse decor, delicious food, and cocktails. The Red Bar is open daily for lunch and dinner, with both indoor and outdoor seating.

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Sat, October 18

Boukou Groove

Santa Rosa Beach
Live Music Live Music

October at Papa Surf is packed with events, from Sunday Strings featuring the Black Creek String Band to weekly Trivia and Karaoke nights. Dion Jones will also be performing his always grooving music. The venue will have live music, laughter, and good times all month long. Additionally, Happy Hour is available every weekday to maintain the high spirits. Papa Surf encourages marking calendars, bringing friends, and making this October unforgettable.

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Sat, October 18

Cadillac Willy

Inlet Beach
Live Music Live Music

Cadillac Willy, a band, has been performing along the Gulf Coast since 2000. They play music by artists such as Lynyrd Skynyrd, The Allman Brothers, and the Grateful Dead, as well as James Brown, Stevie Wonder, Curtis Mayfield, and Bill Withers.

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Sat, October 18

Front Porch Sessions feat. Bulleit Whiskey

Seaside
Food & Drink Food & Drink

Front Porch Sessions features Bulleit Whiskey.

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Sat, October 18

Jazz Nights with The Velvet Jazz Collective & The Midnight Muses

Rosemary Beach
Live Music Live Music

The Velvet Jazz Collective and The Midnight Muses perform soulful jazz on weekends, delivering full-season performances that capture the essence of the Emerald Coast’s live music scene.

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Sat, October 18

Karaoke Night

Fort Walton Beach
Arts & Culture Arts & Culture

The Block Club operates on a specific schedule throughout the week. On Wednesdays, karaoke begins at 6 PM, with other areas opening at 7 PM, followed by line dance lessons starting at 7:30 PM. Thursdays feature karaoke and other areas opening at 8 PM, with Latin Night dance lessons commencing at 8:30 PM. On Fridays and Saturdays, karaoke opens at 6 PM. On Fridays, other areas open at 8 PM, while on Saturdays, other areas open at 7 PM for Comedy Night. The club is closed from Sunday through Tuesday. For special events held at The Block, the Karaoke Club opens at 6 PM, and all other clubs open at 7 PM.

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Sat, October 18

Merryvale Hallo-Wine Dinner

Miramar Beach
Food & Drink Food & Drink

The Merryvale HalloWine Dinner is an elegant evening that celebrates the season with fall flavors and world-class wines. The event begins with a sparkling welcome toast, followed by a five-course menu expertly paired with selections from Merryvale Vineyards. Each dish, including savory starters like goat cheese-stuffed dates and roasted butternut squash arancini, and indulgent mains such as beet-cured salmon and beef tenderloin, is crafted to complement the wines. The night concludes with a festive pumpkin spice crème brûlée, served inside a miniature pumpkin and paired with Antigua Muscat for an ultimate autumn indulgence. This event is described as a refined culinary experience designed to showcase the best of food, wine, and the season. Seating is limited for this exclusive evening.

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Sat, October 18

Stevie Monce

Blue Mountain Beach
Live Music Live Music

Stevie Monce will be performing live from 6-9 PM.

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Sat, October 18

The Sundown Strays

Rosemary Beach
Live Music Live Music

The Courtyard at Pescado offers cocktails and live music from 6:00 p.m. to 10:00 p.m. in Rosemary Beach. Guests can enjoy small plates designed for sharing and a full-service bar featuring premium spirits and exclusive wines. Live music at The Courtyard at Pescado runs from 6-10 PM, with Barry Fish performing on Fridays and October 2, and The Sundown Strays on Saturdays.

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Sat, October 18

Redd Sings Dinner Show

Santa Rosa Beach
Live Music Live Music

Redd Sings Dinner Show is presented every Tuesday, Thursday, and Saturday.

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Sat, October 18

Rocky Horror Interactive Murder Mystery Dinner Show

Grayton Beach
Arts & Culture Arts & Culture

ICMT Murder Mystery Company and AJ’s Grayton Beach are hosting a Rocky Horror-themed interactive mystery dinner show. Attendees can become detectives for an evening filled with suspense, laughter, and a three-course meal as they work to solve a murder. The show, titled "Rocky Horror Murder Mystery Show," reunites favorite cast members for a special affair. The plot involves a murder that occurs after “a toast,” prompting attendees and Dr. Frank N. Furter to embark on a strange journey to find the culprit who has tasted blood and wants more. Guests are encouraged to come in their favorite Rocky Horror attire. Tickets are $65 per seat for general admission (plus taxes and fees). This price includes a three-course meal with a salad, a choice of three different entrees, and a specialty dessert. Bar service is also available for purchase at the venue. The show features actors in a live, interactive, and comedic experience. Audience members will work to solve the “murder” using physical clues, spoken dialogue, and inferred character motives. This show contains some adult themes, consistent with the Rocky Horror theme, and is rated PG-13. Seating is limited, and tickets can be purchased on Eventbrite. Attendees are invited to an unforgettable night of mystery, music, and mayhem.

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Sat, October 18

Beat the Heat

Destin
Live Music Live Music

Attendees can enjoy the breathtaking sunset over the Destin Harbor every Saturday. The event, "Rock the Docks," features live music and beverage samplings from various sponsors. The band lineup for June and July includes Shane Curl Trip (June 15th), Funky Lamp Shades (June 22nd), BRBs (June 29th), Almost Famous (July 6th), and Paris Avenue (July 13th). Bands for other dates in June, July, and August will be announced soon.

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Sat, October 18

Comedy Night

Fort Walton Beach
Arts & Culture Arts & Culture

The Block Club has specific hours of operation. On Wednesdays, karaoke begins at 6 pm, other areas open at 7 pm, and line dance lessons start at 7:30 pm. On Thursdays, karaoke and other areas open at 8 pm, with Latin Night dance lessons beginning at 8:30 pm. On Fridays, karaoke starts at 6 pm, and other areas open at 8 pm. On Saturdays, karaoke opens at 6 pm, and other areas open at 7 pm for Comedy Night. The club is closed from Sunday through Tuesday. For special events, the Karaoke Club opens at 6 pm, and all other clubs open at 7 pm.

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Sat, October 18

Dave Jordan Band

Dune Allen Beach
Live Music Live Music

The Dave Jordan Band is performing live from 7-10 PM.

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Sat, October 18

Live Music

Miramar Beach
Live Music Live Music

Guests can enjoy handcrafted cocktails and listen to a local artist perform original and cover songs. This event is open to the public, and complimentary validated parking is available with any food or beverage purchase.

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Sat, October 18

Live Music on the Rooftop

Santa Rosa Beach
Live Music Live Music

Live music is offered on the rooftop at Ara Rooftop Pool & Lounge every Friday and Saturday evening from 7:30 PM to 10:30 PM.

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Sat, October 18

DJ Vladi

Grayton Beach
Live Music Live Music

The October 2025 live music lineup has been announced.

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Sun, October 19

Ladies Tennis Team Challenge: Level 7.5 & Level 8.5

Miramar Beach
Sports & Games Sports & Games

The Team Challenge offers a unique blend of quality tennis and a memorable beach vacation. This series of team tennis events caters to women of various skill levels, using the NTRP system. Each Ladies Team Challenge weekend features a minimum of six teams, with each team consisting of at least six ladies, forming three doubles teams. The format is a round-robin, where teams compete against others throughout the weekend. The challenge includes two matches on both Friday and Saturday, culminating in top qualifying matches on Sunday morning. The Sandestin Ladies Team Challenge Package includes participation from teams across the Southeast, room accommodations, and a continental breakfast daily. Participants also enjoy a tournament luncheon on Friday, exciting matches throughout the weekend, and discounts at Sandestin’s Tennis Shop. The package also covers team photos, a tournament raffle, and prizes/awards for winners and finalists. Additionally, the winning team receives a complimentary three-bedroom, three-bath condo to defend their title the following year. The 2025 Ladies Team Challenge dates are as follows: April 25-27 for Level 4.5 and Level 7.5 Combo Event (4.0 & 3.5); September 12-14 for Level 4.0; October 3-5 for Level 3.0 and Level 8.5 Combo Event (4.5 & 4.0); October 17-19 for Level 7.5 Combo Event (4.0 & 3.5) and Level 8.5 Combo Event (4.5 & 4.0); and November 7-9 for Level 3.5. Team spots are filling up quickly. Interested participants are encouraged to call David at (850) 267-7114 or email him to sign up their team before the event sells out, ensuring they don't miss the chance for a weekend of tennis, beach, and fun at Sandestin.

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Sun, October 19

Motion Experience

Miramar Beach
Workshops & Classes Workshops & Classes

Motion Experience is an annual retreat for students in 8th through 12th grade, designed for them to grow in their faith. This year's theme is "ALL IN," inspired by 1 Peter 1:15-16, which encourages being holy and set apart for God's glory. The retreat aims to help students embrace being different and go against worldly norms. Throughout the weekend, students will engage in small group discussions with peers and leaders, attend powerful messages, participate in transformative worship, and compete in exciting Tribe Wars. The retreat is for 8th – 12th grade students and will take place from October 17th- 19th, 2025, at Laguna Beach Christian Retreat in Panama City Beach, Florida. The cost is $125 and will not increase.

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Sun, October 19

Weekend Morning Rooftop Poolside Pilates

Santa Rosa Beach
Workshops & Classes Workshops & Classes

A complimentary Pilates-barre fusion class is offered exclusively for hotel guests on Saturday and Sunday mornings from 8–9 a.m. on the rooftop by the pool. Certified instructor Riann leads this all-levels class, which focuses on breathwork, assisted stretching, and functional movement to strengthen, balance, and uplift participants. It is designed to leave guests feeling centered, empowered, and refreshed, whether they are beginners or seeking a challenge.

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Sun, October 19

Farmers Market

Miramar Beach
Markets & Shopping Markets & Shopping

The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.

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Sun, October 19

30A Farmers Market

Rosemary Beach
Markets & Shopping Markets & Shopping

The 30A Farmers Market takes place every Sunday throughout the year, from 9 AM to 1 PM.

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Sun, October 19

9th Annual Harvest Wine & Food Festival

Santa Rosa Beach
Food & Drink Food & Drink

The 9th Annual Harvest Wine & Food Festival invites attendees to WaterColor from October 16-19, 2025, for a four-day celebration. The event features wine dinners, a Grand Tasting, "Harvest After Dark," and a selection of wine and cocktail experiences. Hosted by the Destin Charity Wine Auction Foundation, this fall festival supports children in need across Northwest Florida, having raised over $35 million for local children's charities. It is described as a must-attend event for wine enthusiasts and food lovers, offering a good time for a great cause.

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Sun, October 19

Destin Community Farmers Market

Destin
Markets & Shopping Markets & Shopping

The Destin Community Sunday Morning Market is held from 9 AM to 2 PM in the Bealls parking lot in Destin, FL. This vibrant farmers market features local farmers, artists, crafters, and food vendors. It offers something for everyone, whether visitors are looking for fresh produce, handmade goods, or simply want to enjoy the community atmosphere. There is no admission fee, it is family-friendly, and it takes place rain or shine. Vendor inquiries are welcome.

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Sun, October 19

Hane McLeaish

Grayton Beach
Live Music Live Music

Hane McLeaish will be performing live from 9:30 AM to 12:30 PM.

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Sun, October 19

Sidewalk Sessions feat. Dean Sadowski

Destin
Live Music Live Music

Dean Sadowski plays beachy, country tunes every Thursday from 3pm until 5pm and Sunday from 10am until 12pm at Camille's downstairs cafe.

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Sun, October 19

Beats & Brunch

Santa Rosa Beach
Food & Drink Food & Drink

Guests are invited to a perfect Sunday featuring a delicious brunch and live music by Robbie Paytner. They can enjoy signature dishes and refreshing drinks while listening to great tunes. The event promises brunch, brews, and live beats that should not be missed.

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Sun, October 19

Brunch

Santa Rosa Beach
Food & Drink Food & Drink

The establishment offers brunch every Saturday and Sunday from 11 AM to 2 PM, featuring specials such as $5 Bloody Marys, $5 Mimosas, $5 Beach Camp Beers, and various food specials.

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Sun, October 19

Brunch with Bottomless Mimosas

Grayton Beach
Live Music Live Music

AJ's is the ultimate destination for celebrating Sunday Funday in Grayton Beach. Visitors can enjoy brunch, music, and dancing every Sunday from 11 AM to 3 PM. The brunch offers bottomless mimosas and a build-your-own Bloody Mary bar. The Christon Birge Duo performs at 12 PM on the Courtyard Stage, followed by the Pickled Pickers at 5 PM on the Main Stage, and an unannounced act at 8 PM on the Courtyard Stage.

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Sun, October 19

Chef’s Weekend Brunch

WaterColor
Food & Drink Food & Drink

The establishment offers traditional brunch items and seasonal specials. Guests can enjoy local artist performances every Saturday and a Jazz band every Sunday from 11 AM to 2 PM. An entertainment schedule is available.

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Sun, October 19

Brunch

Santa Rosa Beach
Food & Drink Food & Drink

The establishment offers brunch every Saturday and Sunday from 11 AM to 2 PM, featuring specials such as $5 Bloody Marys, $5 Mimosas, $5 Beach Camp Beers, and various food specials.

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Sun, October 19

Chef’s Weekend Brunch

WaterColor
Live Music Live Music

The establishment offers traditional brunch items and seasonal specials. Guests can enjoy local artist performances every Saturday and a Jazz band every Sunday from 11 AM to 2 PM. An entertainment schedule is available.

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Sun, October 19

Steenos + John Reinlie

Dune Allen Beach
Live Music Live Music

Steenos and John Reinlie will be performing live at brunch from 11 AM to 2 PM.

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Sun, October 19

Live Music

WaterColor
Live Music Live Music

Live entertainment is available on Friday evenings from 6 PM to 9 PM and during weekend brunch on Sundays from 11 AM to 2 PM. Updates on the entertainment schedule are available on the events page.

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Sun, October 19

Christon Birge Duo

Grayton Beach
Live Music Live Music

AJ's in Grayton Beach is the ultimate destination for Sunday Funday. Visitors can enjoy brunch, music, and dancing every Sunday from 11 AM to 3 PM. The brunch experience is enhanced with mimosas or their famous Build Your Own Bloody Mary bar. Sundays at AJ's Grayton Beach also feature live music, with the Christon Birge Duo at 12 PM on the Courtyard Stage, the Pickled Pickers at 5 PM on the Main Stage, and a TBA act at 8 PM on the Courtyard Stage.

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Sun, October 19

Game Day Streaming

Sandestin
Sports & Games Sports & Games

Marina Bar & Grill streams NCAA Saturdays and NFL Sundays, as well as select Monday and Thursday night games, on a waterfront Jumbotron. Food and drink specials are available all season. Sound is provided for the feature matchup, with additional games inside on TVs. Seating is first-come, first-served; guests are encouraged to arrive early. Programming may be affected by weather and broadcast availability. Marina Bar & Grill is located at Baytowne Marina at Sandestin Golf & Beach Resort.

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Sun, October 19

NFL on the Jumbotron

Watersound
Sports & Games Sports & Games

The Big Chill hosts an NFL Watch Party every Sunday throughout the season, offering an ideal setting to catch every play. Attendees can enjoy wall-to-wall football action on a 25-foot Jumbotron, surrounded by multiple restaurants and bars serving game-day favorites. The venue provides game day bites from various eateries, full-service bars, a fan-friendly atmosphere, and outdoor viewing options. Whether cheering for a home team or tracking a fantasy lineup, guests will find this to be their ultimate NFL destination. Specific games shown on the Jumbotron are posted weekly by Wednesday. All other games are shown on TVs under a covered pavilion, with several TVs available for requests on a first-come, first-served basis. Guests can ask a manager at the bars for any requests.

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Sun, October 19

Sunday Brunch: Blue Mother Tupelo

Grayton Beach
Live Music Live Music

The live music lineup for October 2025 has been announced.

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Sun, October 19

Sunday Strings

Santa Rosa Beach
Live Music Live Music

October at Papa Surf is packed with events, including Sunday Strings with the Black Creek String Band, weekly trivia and karaoke nights, and performances by Dion Jones. Papa Surf offers live music, laughter, and good times throughout the month. Additionally, Happy Hour is available every weekday to maintain a lively atmosphere. Visitors are encouraged to mark their calendars, bring their friends, and make this October memorable at Papa Surf.

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Sun, October 19

9th Annual Harvest Wine & Food Festival

Santa Rosa Beach
Food & Drink Food & Drink

The 9th Annual Harvest Wine and Food Festival in WaterColor, Florida, offers four days of world-class wine, cuisine, and coastal charm from October 16–19. This premier Southeast festival features elegant wine dinners, a lively cocktail brunch, and the renowned Grand Tasting, inviting attendees to savor unforgettable flavors.

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Sun, October 19

Bingo Nights

Dune Allen Beach
Sports & Games Sports & Games

Attendees are invited to join the event every Sunday from 4:00 PM to 6:00 PM for a fun-filled evening of free Bingo. Participants can enjoy five exciting rounds with chances to win and share the fun with friends and family. This is the perfect way for individuals to spend their Sunday night.

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Sun, October 19

Jones & Company

Destin
Live Music Live Music

Join AJ's Seafood & Oyster Bar on Sunday afternoons at 4 PM for a live performance by their favorite band, Jones & Company, playing upstairs. It is presented as the perfect way to conclude the weekend with great music, delicious food, and good company. Do not miss out on the fun.

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Sun, October 19

Sunday Pickin’ with Mike Whitty & Friends

Santa Rosa Beach
Live Music Live Music

Sunday Pickin’ at The Bay with Mike Whitty and Friends occurs every Sunday from 4-8 PM. Mike introduces new musicians each week. Information about who is playing is posted by Saturday on The Bay’s social media pages, which can be checked for details before the event.

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Sun, October 19

Pickled Pickers

Grayton Beach
Food & Drink Food & Drink

AJ's in Grayton Beach is the perfect place to celebrate Sunday Funday. Visitors can enjoy brunch, music, and dancing every Sunday from 11 AM to 3 PM. The brunch offers bottomless mimosas and a Build Your Own Bloody Mary bar. The Christon Birge Duo performs at 12 PM on the Courtyard Stage, followed by the Pickled Pickers at 5 PM on the Main Stage, and another performance at 8 PM on the Courtyard Stage.

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Sun, October 19

Sunday Supper

Miramar Beach
Food & Drink Food & Drink

Ovide, the signature restaurant at Hotel Effie Sandestin, invites guests to a timeless Southern tradition of Sunday Supper from 5-9 p.m. weekly. This family-style feast is crafted with heart and meant to be shared with loved ones. Sunday Supper costs $36 per person (plus tax & gratuity) and features Crispy Skillet Fried Chicken, Mashed Golden Potatoes with Black Pepper Gravy, Country Ham Braised Pole Beans, Effie Biscuits, and House-Made Banana Cream Pie. Reservations are recommended.

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Sun, October 19

Catalyst Dance Band

Blue Mountain Beach
Live Music Live Music

Catalyst Dance Band performs live from 6-9 PM.

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Sun, October 19

Groove Theory: Open Jazz Session

Rosemary Beach
Live Music Live Music

Sunday's Groove Theory is an open jazz session designed for collaboration, improvisation, and a relaxed atmosphere, allowing participants to conclude their weekend in a leisurely manner.

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Sun, October 19

Sunday Dinner: Cosmic Robots

Grayton Beach
Live Music Live Music

The live music lineup for October 2025 has been announced.

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Sun, October 19

NFL Sunday Ticket

Blue Mountain Beach
Sports & Games Sports & Games

NFL Sunday Ticket is available on every screen all season long.

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Mon, October 20

Guided Plant Walk

Destin
Outdoor Activities Outdoor Activities

Topsail Hill Preserve State Park and Master Gardener Bill Kuenstler host a Guided Plant Stroll on the third Monday of each month from 9:00 a.m. to 11:00 a.m. The stroll begins at Tram Stop #2 and is free with regular park admission. Park programs are made possible by Friends of Topsail Hill Preserve State Park.

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Mon, October 20

Christon Birge

Grayton Beach
Live Music Live Music

Christon Birge will be performing live from 9:30 AM to 12:30 PM.

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Mon, October 20

Coastal Zumba Gold with Lily 10:30 am

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Zumba Gold with certified Zumba instructor Lily Hubbard holds a community-based class meeting at 10:30 am on Mondays in the meeting space at Coastal Library. Class size is limited to a first-come, first-served basis. Lily encourages participants to shake it at their own pace and get active with great people at the dance party workout for the young at heart. The event is subject to change following holidays and the school calendar. Those interested in learning more about the event can call Linda at the Coastal library at (850) 267-2809.

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Mon, October 20

Zach Renzi

Destin
Live Music Live Music

Join the team at AJ's Seafood & Oyster Bar for great food and live music with Zach Renzi. Attendees can enjoy excellent tunes and delicious meals every Monday at sunset, which is a perfect way to start the week.

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Mon, October 20

Camp SEASIDE®: Tennis and Pickleball Games

Seaside
Sports & Games Sports & Games

This event is for children aged 5 to 12 and offers an exciting afternoon of tennis and pickleball. Participants can enjoy skill-building games, fun drills, and friendly play with assistance from professional instructors. The cost is $15 per child, and a parent must be present, as drop-offs are not allowed. Attendees should bring tennis shoes, a water bottle, and plenty of energy. They may also bring their own paddles or rackets if desired, but it is not required. This event is part of Camp SEASIDE®, presented by SEASIDE® Swim & Tennis.

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Mon, October 20

Wing Night

Santa Rosa Beach
Food & Drink Food & Drink

Wing Night offers a 50% discount on the establishment's renowned smoked wings.

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Mon, October 20

Dion Jones & The Neon Tears

Dune Allen Beach
Live Music Live Music

Dion Jones and The Neon Tears are performing live from 6-9 PM.

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Mon, October 20

Free Bonfire

Miramar Beach
Family Fun Family Fun

Every Friday and Monday at sunset, a free bonfire is hosted at their beach bar. There is no entrance fee, and resort parking is free. Plenty of chairs are provided, and everyone is welcome. S'mores and drink specials, along with the full menu, are available. It is a great place to bring children and watch the sunset. No offsite food or beverages are permitted.

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Mon, October 20

Game Night Streaming

Sandestin
Sports & Games Sports & Games

Marina Bar & Grill streams NCAA and NFL games on a waterfront Jumbotron on Saturdays and Sundays, with select Monday and Thursday night games also available. They offer food and drink specials all season, with sound on for the feature matchup and additional games inside on TVs. Seating is first-come, first-served; programming may be affected by weather and broadcast availability. The Marina Bar & Grill is located at Baytowne Marina at Sandestin Golf & Beach Resort.

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Mon, October 20

Monday Dinner: Dave Jordan

Grayton Beach
Live Music Live Music

The October 2025 live music lineup has been announced.

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Mon, October 20

Brett Stafford Smith

Blue Mountain Beach
Live Music Live Music

Brett Stafford Smith will be performing live from 6:30 PM to 9:00 PM.

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Mon, October 20

Trivia Night

Santa Rosa Beach
Live Music Live Music

October at Papa Surf features a packed schedule, including Sunday Strings with Black Creek String Band, weekly trivia and karaoke nights, and the always grooving Dion Jones. The venue offers live music, laughs, and good times throughout the month. Additionally, Happy Hour is available every weekday to maintain a lively atmosphere. Papa Surf encourages guests to mark their calendars, gather their friends, and make this October memorable.

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Mon, October 20

NFL on the Jumbotron

Watersound
Sports & Games Sports & Games

The Big Chill hosts an NFL Watch Party every Monday, all season long. It is the ideal location to watch every play, featuring wall-to-wall football action on a 25-foot Jumbotron. Multiple restaurants and bars are available, serving game-day favorites. Guests can enjoy game-day bites from various eateries, full-service bars, a fan-friendly atmosphere, and outdoor viewing. Whether cheering for a home team or tracking a fantasy lineup, The Big Chill is the ultimate NFL destination.

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Mon, October 20

NFL Sunday Ticket

Blue Mountain Beach
Sports & Games Sports & Games

NFL Sunday Ticket is available on every screen for the entire season.

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Mon, October 20

Live Music

Miramar Beach
Live Music Live Music

Guests can enjoy hand-crafted cocktails while a local artist performs original and cover songs. The event is open to the public and includes complimentary validated parking with any food and/or beverage purchase.

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Mon, October 20

Black Eyed Blonde

Destin
Live Music Live Music

The event offers an unforgettable night of electrifying beats, great music, and an energetic atmosphere. Attendees can dance the night away or simply enjoy the vibe with friends. BEB, AJ’s house band, keeps the fun going all night long.

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Tue, October 21

Casey Kearney

Grayton Beach
Live Music Live Music

Casey Kearney will perform live from 9:30 AM to 12:30 PM.

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Tue, October 21

Coastal Library, Music and Movement Toddler Time Tuesdays

Santa Rosa Beach
Family Fun Family Fun

Coastal Branch Library offers toddler time with Ms. Deanna and Ms. Shirles every Tuesday at 10:00 am. This event may be subject to change due to library holiday closures and staffing adjustments. Confirming the event by calling Coastal Library at 850-267-2809 is recommended.

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Tue, October 21

Taco Tuesday

Santa Rosa Beach
Food & Drink Food & Drink

The restaurant offers Taco Tuesday, featuring margarita and taco specials throughout the day.

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Tue, October 21

Create Starfish Characters Workshop

Watersound
Arts & Culture Arts & Culture

An event invites participants to meet artist and author John Hollan at The Big Chill for a creative afternoon. Attendees can design their own unique starfish character from the Starfish Family, choosing outfits, colors, and accessories. The event also offers the opportunity to meet John Hollan and get a signed copy of his book. All necessary supplies are provided, and the activity is suitable for kids, families, and creative individuals. Fees apply, with each character costing $20.

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Tue, October 21

Chess Tuesday

Santa Rosa Beach
Sports & Games Sports & Games

Chess with Mr. Owens is held every Tuesday at 3:30 p.m. at the Coastal Branch Library. The event welcomes participants of all ages and skill levels, offering an opportunity to learn about chess openings, endings, and special moves. For additional details, individuals can call the provided phone number.

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Tue, October 21

Wine & Song

Alys Beach
Food & Drink Food & Drink

NEAT hosts "Wine & Song Tuesdays," featuring tableside wine tastings and live music from 5 to 7 p.m. Each Tuesday, information about the four wines, which cost $30 per person, is posted on Facebook and Instagram.

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Tue, October 21

Intro to Wheel Throwing

Panama City
Workshops & Classes Workshops & Classes

The pottery instructor, Jaweria Rizvi, is offering a five-week course focusing on the foundational skills of wheel throwing. Participants will learn how to wedge clay, the basics of throwing, glazing tips and techniques, and how to use various studio tools. A 25 lb bag of clay is included in the class. Upon completion of the course, participants will be eligible to use the open studio for wheel throwing. Further details on open studio access are available upon request. The course consists of six classes total, each running from 5:30 PM to 7:30 PM. The first week includes two back-to-back classes on Tuesday, September 23, and Wednesday, September 24. Subsequent weekly classes will be held only on Tuesdays: September 30, October 7, October 14, and October 21. The sign-up deadline is Sunday, September 21. This course is open to individuals aged 18 and up. The cost is $290 for members and $300 for non-members. Regarding the refund policy, the Center for the Arts states that all classes, workshops, and series are non-refundable. Refunds are typically issued only in cases of unforeseen circumstances involving the instructor or facility. If a participant cancels due to illness, a partial refund, excluding instructor fees for the missed sessions, may be provided at the discretion of the Center for the Arts. The Center for the Arts will contact participants if a refund is to be issued and provide any necessary instructions. For questions about this policy, individuals can contact the Center for the Arts via email.

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Tue, October 21

Paella Night!

Seaside
Food & Drink Food & Drink

Orders start at 5:30 PM CST, with service beginning at 7 PM CST on a first-come, first-served basis. Chef Joyce developed her renowned paella recipe in Spain, and she has refined it over the years to infuse it with a distinctive panhandle flavor. Her innovative use of chorizo instead of traditional sausage provides an extra spicy kick, making this dish particularly suitable for those who appreciate bold flavors. North Beach Social customers can place their paella orders at the counter and receive a ticket. When service commences, customers can collect their plates at the designated paella stand. Farm & Fire patrons have the option to order at their table or at the bar, with the paella being delivered directly to their table.

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Tue, October 21

The Red Bar Jazz Band

Grayton Beach
Live Music Live Music

The Red Bar Jazz Band performs on stage during dinner from Tuesday through Saturday, 5:30 PM to 9:00 PM. On Sundays, a variety of local and visiting bands play during brunch, and on Sunday and Monday nights. The Red Bar is a popular local restaurant and bar in Grayton Beach, known for its fun atmosphere, eclectic decor, live music, and good food and cocktails. It is open daily for lunch and dinner, with both indoor and outdoor seating options.

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Tue, October 21

Casey Kearney Band

Blue Mountain Beach
Live Music Live Music

The Casey Kearney Band will be performing live from 6-9 PM.

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Tue, October 21

Free Bingo

Seaside
Sports & Games Sports & Games

The event invites individuals to join a free bingo game every Tuesday.

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Tue, October 21

Karaoke Night

Santa Rosa Beach
Live Music Live Music

October at Papa Surf is packed with activities. From Sunday Strings featuring the Black Creek String Band, to weekly Trivia and Karaoke nights, and performances by the always-grooving Dion Jones, the venue offers live music, laughter, and enjoyable times throughout the month. Additionally, Happy Hour is available every weekday to maintain a high-spirited atmosphere. Guests are encouraged to mark their calendars, bring their friends, and make this October memorable at Papa Surf.

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Tue, October 21

MECO

Dune Allen Beach
Live Music Live Music

MECO will be performing live from 6-9 PM.

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Tue, October 21

Pre/Post Dinner Vibes: Live Music & Karaoke

Rosemary Beach
Live Music Live Music

Every Tuesday, guests can enjoy lively evenings of live music and karaoke, offering an ideal mix of dinner, drinks, and entertainment.

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Tue, October 21

Tuesday Trivia

Inlet Beach
Sports & Games Sports & Games

A trivia event tests knowledge of music, pop culture, history, and other topics. Gift cards are awarded to the winning teams. The trivia will be on a spring break from March 11th to April 8th and will return on April 15th.

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Tue, October 21

Redd Sings Dinner Show

Santa Rosa Beach
Food & Drink Food & Drink

Redd performs a dinner show every Tuesday, Thursday, and Saturday.

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Tue, October 21

Live Music

Miramar Beach
Live Music Live Music

Guests can enjoy hand-crafted cocktails while listening to a local artist perform original and cover songs. The event is open to the public, and complimentary validated parking is available with any food and/or beverage purchase.

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Tue, October 21

Black Eyed Blonde Duo

Destin
Live Music Live Music

Attendees are invited to an unforgettable night of electrifying beats, great music, and an energetic atmosphere. Whether they wish to dance the night away or simply enjoy the vibe with friends, BEB Duo will keep the fun going all night long.

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Wed, October 22

Line Dance Lessons

Fort Walton Beach
Arts & Culture Arts & Culture

The Block Club has specific hours of operation and event schedules. On Wednesdays, karaoke starts at 6 PM, with other areas opening at 7 PM, and line dance lessons beginning at 7:30 PM. Thursdays feature karaoke and other areas opening at 8 PM, followed by Latin Night dance lessons at 8:30 PM. On Fridays, karaoke starts at 6 PM and other areas open at 8 PM. Saturdays include karaoke at 6 PM and other areas opening at 7 PM for Comedy Night. The club is closed from Sunday through Tuesday. For special events, the Karaoke Club opens at 6 PM, and all other clubs open at 7 PM.

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Wed, October 22

Coastal Nature Immersion and Kids Yoga Wednesdays

Santa Rosa Beach
Family Fun Family Fun

In the Garden offers Kids Yoga at Coastal Library, taught by Ms. Sierra. She is a certified yoga instructor with level 1 forest school and Wilderness First Aid certifications, and a Bachelor's degree in physical education and health. The sessions are held on Wednesdays at 9:30 am and include story time, guided nature play, child-led learning, art, sensory exploration, movement, and yoga, all focused on connecting with nature and each other. Participants should bring a mat.

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Wed, October 22

Kristi Leann

Grayton Beach
Live Music Live Music

Kristi Leann will perform live from 9:30 AM to 12:30 PM.

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Wed, October 22

Yappy Hour

Santa Rosa Beach
Food & Drink Food & Drink

Guests can bring their dogs to receive happy hour pricing throughout the day on the patio and in the beer garden.

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Wed, October 22

Coastal Tai Chi Wednesdays

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Tai Chi is a gentle exercise that enhances balance, flexibility, and strength. People of all ages are invited. Classes will be held on Wednesdays, beginning at noon. For additional details and to verify scheduled dates, individuals should contact the library at 850-267-2809.

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Wed, October 22

Lego Club Wednesdays

Santa Rosa Beach
Family Fun Family Fun

The Lego Club holds meetings every Wednesday from 3:30 p.m. to 4:30 p.m. in the community meeting room. Participants can construct their own Lego creations and socialize with others.

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Wed, October 22

Bonfire ft. The Sunshine Wranglers

Santa Rosa Beach
Live Music Live Music

Guests can get ready to cozy up by bonfires from 5-8 PM, as the night will be lit up with warmth and good vibes. Friends can grab delicious bites and sip on their favorite drinks while soaking in the beachside atmosphere. Plus, live music featuring The Sunshine Wranglers will set the perfect mood, making it the ultimate way for guests to unwind and make the most of their evening.

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Wed, October 22

Kids Eat Free

Santa Rosa Beach
Food & Drink Food & Drink

Kids eat free after 5 PM. October at Papa Surf features a variety of entertainment, including Sunday Strings with Black Creek String Band, weekly Trivia and Karaoke nights, and live music with Dion Jones. Additionally, happy hour is available every weekday. Visitors are encouraged to mark their calendars and bring their friends for an unforgettable October at Papa Surf.

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Wed, October 22

The Red Bar Jazz Band

Grayton Beach
Live Music Live Music

The Red Bar is a lively establishment known for its local institution status. It offers dinner from Tuesday to Saturday with the Red Bar Jazz Band on stage from 5:30 PM to 9:00 PM. On Sundays, a variety of local and visiting bands play during brunch and Sunday nights, with more bands on Monday nights. Located in Grayton Beach, The Red Bar provides a fun atmosphere with eclectic decor, live music, food, and cocktails. It is open daily for lunch and dinner, offering both indoor and outdoor seating.

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Wed, October 22

Free Bingo

Seaside
Sports & Games Sports & Games

The event invites individuals to participate in free bingo games every Tuesday.

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Wed, October 22

Free Comedy Night

Dune Allen Beach
Arts & Culture Arts & Culture

Free Comedy Night featuring Max Mccann will be performing live from 6-9 PM.

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Wed, October 22

Karaoke Night

Fort Walton Beach
Arts & Culture Arts & Culture

The Block Club operates on specific hours throughout the week, with closures from Sunday through Tuesday. On Wednesdays, karaoke begins at 6 pm, with other areas opening at 7 pm, followed by Line Dance Lessons starting at 7:30 pm. Thursdays feature karaoke and other areas opening at 8 pm, with Latin Night Dance Lessons commencing at 8:30 pm. Fridays see karaoke opening at 6 pm and other areas at 8 pm. On Saturdays, karaoke opens at 6 pm, and other areas open at 7 pm for Comedy Night. For special events held at The Block, the Karaoke Club opens at 6 pm, and all other clubs open at 7 pm.

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Wed, October 22

Paella with Chef Joyce

Santa Rosa Beach
Food & Drink Food & Drink

Orders begin at 6 PM CST, with service starting at 7 PM CST, available on a first-come, first-served basis. Chef Joyce's renowned recipe, refined over years since its Spanish origin, now incorporates a panhandle influence. Her use of chorizo instead of traditional sausage provides an extra spicy kick, making the dish unsuitable for those with a mild palate. North Beach Social patrons can order paella at the counter and receive a ticket for plate collection at the paella stand when service commences. Farm & Fire customers, however, can place their orders at their table or at the bar, with delivery provided tableside.

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Wed, October 22

Sounds of Seaside: MECO

Seaside
Live Music Live Music

Attendees are invited to bring blankets and chairs to enjoy an afternoon of live music from local musicians at the Seaside Amphitheater. Performances for October include Roman Street on the 1st, Fred Domulot on the 8th, Boukou Groove on the 15th, MECO on the 22nd, and Max McCann on the 29th.

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Wed, October 22

Steve’s Music Bingo

Santa Rosa Beach
Sports & Games Sports & Games

Wild Olives is introducing a new event, Steve's Music Bingo, starting Wednesday, October 15th. This free-to-play event offers prizes for winners and features delicious wine, craft cocktails, and bistro favorites. Attendees are encouraged to bring friends to test their music knowledge, sing along, and enjoy a perfect midweek vibe. Everyone is invited to mark their calendars and join for the first night of Music Bingo at Wild Olives.

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Wed, October 22

Trivia Wednesday

Santa Rosa Beach
Sports & Games Sports & Games

Attendees are invited to participate in free trivia hosted by Super Good Trivia every Wednesday at Down Island. Participants have the opportunity to win Down Island gift cards. This family-friendly event features general trivia and music questions.

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Wed, October 22

Will Thompson Band

Blue Mountain Beach
Live Music Live Music

The Will Thompson Band will be performing live from 6-9 PM.

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Wed, October 22

The Wednesday Night Concert Series: Modern Eldorado’s

Miramar Beach
Live Music Live Music

The Wednesday Night Concert Series at The Village of Baytowe Wharf offers cool fall evenings and live music in October. Each week, the Events Plaza Stage features performances by talented regional artists, including upbeat rock, soulful country, lively covers, and original sounds. Concerts are free to the public and begin at 7 p.m. The October lineup includes High Tide Band on October 1, Jarred McConnell and The High Aces on October 9, Six Piece Suits on October 15, Modern Eldorado's on October 22, and Forrest Williams Band on October 29. Attendees are encouraged to arrive early, find a spot on the lawn, and enjoy the music under the stars for a perfect midweek escape.

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Wed, October 22

Wednesday's Dirty Bingo

Santa Rosa Beach
Sports & Games Sports & Games

Wednesdays offer a dirty bingo event for adults aged 18 and over.

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Wed, October 22

The Wednesday Night Concert Series: Modern Eldorado’s

Miramar Beach
Live Music Live Music

The Wednesday Night Concert Series at The Village of Baytowe Wharf offers cool fall evenings and live music in October. Each week, the Events Plaza Stage features performances by talented regional artists, including upbeat rock, soulful country, lively covers, and original sounds. Concerts are free to the public and begin at 7 p.m. The October lineup includes High Tide Band on October 1, Jarred McConnell and The High Aces on October 9, Six Piece Suits on October 15, Modern Eldorado's on October 22, and Forrest Williams Band on October 29. Attendees are encouraged to arrive early, find a spot on the lawn, and enjoy the music under the stars for a perfect midweek escape.

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Wed, October 22

Live Music

Miramar Beach
Live Music Live Music

Guests can enjoy hand-crafted cocktails while a local artist performs original and cover songs. The event is open to the public and includes complimentary validated parking with any food and/or beverage purchase.

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Wed, October 22

Live Music

Miramar Beach
Live Music Live Music

Guests can enjoy hand-crafted cocktails while a local artist performs original and cover songs. The event is open to the public and includes complimentary validated parking with any food and/or beverage purchase.

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Wed, October 22

Karaoke

Santa Rosa Beach
Arts & Culture Arts & Culture

It is believed that individuals have the potential to entertain a large audience. Local Cantina 30A hosts Karaoke Night every Wednesday at 8 PM, where locals and tourists compete.

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Wed, October 22

DJ Vladi

Grayton Beach
Live Music Live Music

The October 2025 live music lineup has been announced.

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Thu, October 23

Grayton Locals Market

Grayton Beach
Markets & Shopping Markets & Shopping

The Grayton Locals Market is back in Grayton Beach, Florida, offering a diverse selection of fresh food products and artisanal goods. This market takes place every Thursday from 8 AM to 12 PM at the Backyard of Love, located within Hibiscus Coffee and Guest House. For market dates and updates, individuals can follow Graytonlocalsmarket on social media.

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Thu, October 23

Latin Night

Fort Walton Beach
Arts & Culture Arts & Culture

The Block Club's hours are as follows: On Wednesdays, karaoke opens at 6 pm, other areas open at 7 pm, and line dance lessons start at 7:30 pm. On Thursdays, karaoke and other areas open at 8 pm, with Latin Night dance lessons starting at 8:30 pm. On Fridays, karaoke opens at 6 pm and other areas open at 8 pm. On Saturdays, karaoke opens at 6 pm and other areas open at 7 pm for Comedy Night. The club is closed from Sunday through Tuesday. For special events, the Karaoke Club opens at 6 pm, and all other clubs open at 7 pm.

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Thu, October 23

Water Aerobics

Seaside
Workshops & Classes Workshops & Classes

This low-impact water aerobics class aims to improve cardiovascular fitness, strength, and flexibility by utilizing the natural resistance of water. It offers a full-body workout that is gentle on the joints, making it suitable for individuals with arthritis, joint pain, or those seeking an effective, softer alternative to land-based exercises. The class is ideal for improving fitness, recovering from injuries, or enjoying a refreshing workout at The West Side Pool. Fees apply for this class.

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Thu, October 23

Christy Larsen

Grayton Beach
Live Music Live Music

Christy Larsen will be performing live from 9:30 AM to 12:30 PM.

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Thu, October 23

Coastal Library Preschool Story Time

Santa Rosa Beach
Family Fun Family Fun

The Coastal Branch Library invites children to Preschool Story Time on Thursday mornings at 10:00 am for stories, songs, crafts, and social time with friends and families. After the stories, parents and caretakers are encouraged to visit from 11:00 am to noon while the children explore various blocks, connecting magnet blocks, and engaging with code and go robots. No registration is required.

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Thu, October 23

Camp SEASIDE®: Scavenger Hunt

Seaside
Family Fun Family Fun

The Camp Seaside Scavenger Hunt is an exciting journey through a vibrant beach town, filled with clues, local landmarks, and hidden surprises. Kids will team up, follow a custom clue sheet, and race to find special spots and treasures while learning about Seaside’s coolest corners. The scavenger hunt offers a fun, kid-friendly clue sheet and prizes for completed cards and extra spirit. Participants should bring comfy shoes, a water bottle, and eagle eyes. It is described as part treasure hunt, part town tour, and 100% Camp Seaside fun.

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Thu, October 23

Coastal Library Game Day for Adults

Santa Rosa Beach
Sports & Games Sports & Games

Game Day for adults is hosted by the library. Attendees are encouraged to bring card table games to share with other community members on Thursdays from noon until 4:00 pm. The library's meeting space is available for family-friendly games that individuals bring to share with those interested in playing or learning a new game. For more information, interested individuals can call the library.

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Thu, October 23

Sidewalk Sessions feat. Dean Sadowski

Destin
Live Music Live Music

Dean Sadowski performs beachy, country tunes at Camille's downstairs cafe every Thursday from 3 PM to 5 PM and Sunday from 10 AM to 12 PM.

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Thu, October 23

Ben Buzga

Destin
Live Music Live Music

An evening of live music with Ben Buzga is scheduled to take place at AJ's. Ben Buzga, known for his captivating voice and engaging melodies, is expected to deliver a memorable performance this Thursday night.

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Thu, October 23

Trick-or-Treat

Alys Beach
Family Fun Family Fun

A Halloween trick-or-treating event is scheduled for Thursday, October 23, 2025, from 4–6 p.m. at the Alys Beach Town Center. Attendees can enjoy festive music, sweet treats, and a spirited Halloween atmosphere. Costumes are encouraged but not mandatory, and the trick-or-treating is complimentary, courtesy of the Merchants of Alys Beach. The event is designed for families to enjoy a community gathering.

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Thu, October 23

Foam Roller Stretch Class

Miramar Beach
Workshops & Classes Workshops & Classes

The community is invited to participate in a Foam Roller Stretch class held every Thursday from 5 to 6 PM. This session, designed for relaxation and release, takes place in the meeting hall of the Coastal Library Branch.

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Thu, October 23

Bingo Nights

Santa Rosa Beach
Sports & Games Sports & Games

It's not their grandma's Bingo. Every Thursday, guests can enjoy Bingo with a view, featuring free games, tasty cocktails, delicious bites, and breathtaking rooftop vibes. Winners take home prizes each round, so attendees can bring their friends, press their luck, and shout BINGO under the evening sky.

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Thu, October 23

Clay for a Cause: Mugs for Jugs Benefit at PWMC

Santa Rosa Beach
Arts & Culture Arts & Culture

The Cultural Arts Association invites guests to "Clay for a Cause: Mugs for Jugs," an evening of art and community on Thursday, October 23, from 5-7 p.m. at Point Washington Medical Clinic. Attendees will choose a handmade mug, cup, or stein crafted by local artists and enjoy drinks and food from partner restaurants. Tickets for "Mugs for Jugs" are currently available for purchase. Individuals or businesses interested in supporting the event can contact Gabby Callaway for details. This event, held in honor of National Breast Cancer Awareness Month and inspired by the success of "Bowls of Love" in March 2025, aims to raise awareness and funds for the Point Washington Medical Clinic (PWMC). The PWMC provides high-quality primary healthcare to underserved individuals in Walton County and beyond, regardless of their financial situation. The event also supports year-round programming at the CAA Pottery Studio. The Point Washington Medical Clinic shares updates, events, and volunteer opportunities on its Facebook page.

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Thu, October 23

Paella Night!

Seaside
Food & Drink Food & Drink

Orders start at 5:30 PM CST, with service beginning at 7 PM CST, on a first-come, first-serve basis. Chef Joyce developed her renowned paella recipe in Spain and has since refined it to include a panhandle twist. Her inclusion of chorizo, rather than traditional sausage, adds a spicy kick, making it unsuitable for those who prefer milder flavors. North Beach Social patrons can place their paella orders at the counter and receive a ticket for pickup at the paella stand when service commences. Farm & Fire patrons have the option to order at their table or at the bar, with the dish being delivered directly to their table.

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Thu, October 23

The Red Bar Jazz Band

Grayton Beach
Live Music Live Music

The Red Bar Jazz Band performs Tuesday through Saturday from 5:30 PM to 9:00 PM. Local and visiting bands play on Sundays for brunch, Sunday nights, and Monday nights. The Red Bar is a renowned restaurant and bar in Grayton Beach, known for its eclectic decor, live music, great food, and cocktails. It is open daily for lunch and dinner, offering both indoor and outdoor seating.

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Thu, October 23

Game Night Streaming

Sandestin
Sports & Games Sports & Games

Marina Bar & Grill streams NCAA and NFL games on a waterfront Jumbotron on Saturdays and Sundays, as well as select Monday and Thursday night games. Food and drink specials are available all season. Sound will be on for the main matchup, with additional games shown on TVs inside. Seating is first-come, first-served, and guests are encouraged to arrive early. Weather and broadcast availability may impact programming. The venue is located at Baytowne Marina at Sandestin Golf & Beach Resort, offering a game day experience by the bay.

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Thu, October 23

Luke Combs Bootleggers Bonfire

Miramar Beach
Live Music Live Music

Luke Combs Bootleggers Bonfire is available to catch live.

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Thu, October 23

OUTRO

Dune Allen Beach
Live Music Live Music

OUTRO will perform live from 6-9 PM.

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Thu, October 23

The Kennedys

Blue Mountain Beach
Live Music Live Music

The Kennedys are performing live from 6-9 PM.

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Thu, October 23

The Zook & Von Syndicate

Rosemary Beach
Live Music Live Music

Every Thursday, The Zook & Von Syndicate performs electrifying shows and features surprise guest appearances.

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Thu, October 23

The Zook & Von Syndicate

Rosemary Beach
Live Music Live Music

Every Thursday, The Zook & Von Syndicate performs electrifying shows and features surprise guest appearances.

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Thu, October 23

Redd Sings Dinner Show

Santa Rosa Beach
Live Music Live Music

The Redd Sings Dinner Show is available every Tuesday, Thursday, and Saturday.

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Thu, October 23

NFL on the Jumbotron

Watersound
Sports & Games Sports & Games

The Big Chill hosts an NFL Watch Party every Thursday throughout the season, offering a prime location to catch every play. The venue features a 25-foot Jumbotron, multiple restaurants, and bars serving game-day favorites. Attendees can enjoy game day bites, full-service bars, and a fan-friendly atmosphere with outdoor viewing. It is presented as the ultimate NFL destination for fans, whether they are cheering for their favorite team or managing a fantasy lineup.

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Thu, October 23

The Glass Menagerie

Miramar Beach
Arts & Culture Arts & Culture

Emerald Coast Theatre Company (ECTC) continues its 13th season with Tennessee Williams’ The Glass Menagerie, running from October 23 to November 2 at ECTC’s stage in Grand Boulevard Town Center. This acclaimed play features Amanda Wingfield, a former Southern belle who grapples with her past while striving for a better future for her children, Tom and Laura. Tom longs for freedom, while Laura is shy and seeks connection. The arrival of a “gentleman caller” destabilizes their lives. ECTC Producing Artistic Director Nathanael Fisher notes that The Glass Menagerie remains relevant due to its universal themes of family, memory, and the pursuit of dreams. Performances are scheduled for Thursdays-Saturdays at 7:00 p.m., and Sundays and Wednesdays at 2:00 p.m., at ECTC’s intimate theatre on 560 Grand Boulevard, Suite 200. Patrons can enjoy pre-show drinks and local artwork in the lobby. Nathanael Fisher directs the production, with Rebeca Lake handling Set & Lighting Design, Taylor Walker on Costume Design, Cailey Mize for Sound Design/Engineering/Stage Management, Carl Hendin for Set Carpentry, Ora Wolfgram as Properties & Assistant Stage Manager, and Bella Fisher as Production Assistant. The cast includes Anita ‘Jo’ Lenhart as Amanda Wingfield, Cara Chesney as Laura Wingfield, Tommy Thams as Tom Wingfield, and Logon Polson as Jim O’Connor. Tickets and season subscription packages are available by calling the box office at (850) 684-0323. ECTC also offers VIP Memberships, which provide premium seats, complimentary drinks, and access to exclusive events. The 2025–2026 season is supported by Grand Boulevard Town Center, St. Joe Community Foundation, Howard Group, and Jerry and Alice Zich. For more information on donations, volunteering, or ECTC, contact (850) 684-0323. ECTC is also present on Facebook, Instagram, and YouTube.

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Thu, October 23

Trivia

Santa Rosa Beach
Sports & Games Sports & Games

Trivia is held at 7 PM. It is free to play, and over $100 in prizes can be won.

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Thu, October 23

NFL Sunday Ticket

Blue Mountain Beach
Sports & Games Sports & Games

The NFL Sunday Ticket is available on every screen all season long.

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Thu, October 23

Karaoke Night

Fort Walton Beach
Workshops & Classes Workshops & Classes

The Block Club has specific operating hours and events. On Wednesdays, karaoke begins at 6 pm, other areas open at 7 pm, and line dance lessons start at 7:30 pm. Thursdays feature karaoke and other areas opening at 8 pm, with Latin Night dance lessons starting at 8:30 pm. On Fridays and Saturdays, karaoke opens at 6 pm. Other areas on Fridays open at 8 pm, while on Saturdays, they open at 7 pm for Comedy Night. The club is closed from Sunday through Tuesday. For special events, the Karaoke Club opens at 6 pm, and all other clubs open at 7 pm.

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Thu, October 23

DJ Vladi

Grayton Beach
Live Music Live Music

The live music lineup for October 2025 has been announced.

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Thu, October 23

Karaoke Night

Grayton Beach
Live Music Live Music

Karaoke Night starts at 9 PM every Thursday at AJ's Grayton Beach. This restaurant and bar, located in the heart of Grayton Beach, Florida, offers indoor and outdoor seating with onsite parking. Known for its live music and eclectic atmosphere, AJ's Grayton Beach is a popular spot for families, music lovers, locals, and visitors, and it transforms into a late-night party scene after dinner hours.

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Fri, October 24

Discover Watersound Weekend

Watersound
Outdoor Activities Outdoor Activities

The Watersound community is hosting an immersive experience from October 24–26, blending exploration, relaxation, and a sense of place. This weekend offers guided community tours, lifestyle events, and exclusive access to local amenities, designed to help guests determine if Watersound feels like home. A detailed schedule will be provided before the event, but a sample itinerary includes a beachfront bonfire at the Watersound Beach Club on Friday evening, where guests can mingle with ambassadors. Saturday morning features the RUN WATERSOUND 5K & 10K race, followed by guided tours of Watersound communities such as Watersound Origins, Watersound Camp Creek, Latitude Margaritaville Watersound, Watersound Club, and Watersound Fountains, showcasing available homes, club amenities, and natural beauty. The evening concludes with a poolside happy hour at the Camp Creek Inn. On Sunday, the Watersound Block Party at The Pavilion in Watersound Town Center will feature live music, local food trucks, fun activities, and the welcoming energy of the growing community.

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Fri, October 24

30th Annual Festival of the Arts

Destin
Arts & Culture Arts & Culture

The organization is featured in Volume 3 of The Scout Guide 30A & Destin, coinciding with the start of its 30th-anniversary season. This significant year commemorates three decades of advocating for arts for all abilities in Northwest Florida, highlighted by events such as ArtsReach, the Festival of the Arts, and Concerts in the Village.

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Fri, October 24

Joy of Art Club Coastal Library

Santa Rosa Beach
Arts & Culture Arts & Culture

The library invites individuals to join them on Fridays to experience the joy of art with fellow artists. Participants can bring their own art, share ideas, and engage in artistic camaraderie. Meetings may be subject to change due to holidays or scheduling alterations. The library can be contacted at 850-267-2809 for more information.

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Fri, October 24

Dion Jones

Grayton Beach
Live Music Live Music

Dion Jones can be seen live from 9:30 AM to 12:30 PM.

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Fri, October 24

Brewery Tours

Santa Rosa Beach
Food & Drink Food & Drink

The event features brewery tours.

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Fri, October 24

Coastal Emerald Coast Book Club

Santa Rosa Beach
Arts & Culture Arts & Culture

The Emerald Coast Ladies Book Club invites men to their meetings, which are held at the Coastal Library from 12:30 to 2:00 in the meeting room. No registration is required. Upcoming book selections include "Reader's Choice" on June 27th, "Remarkably Bright Creatures" by Shelby Van Pelt on July 25th, "The Housemaid" by Freida McFadden on August 22nd, "The Wager" by David Grann on September 26th, "The Underground Library" by Jennifer Ryan on October 24th, and "A Road Running Southward" by Dan Chapman on November 28th. A Christmas party is scheduled for December.

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Fri, October 24

Sidewalk Sessions feat. Shane Curle

Destin
Live Music Live Music

An event is held every Friday from 2 PM to 5 PM, where Shane Curle, a local musician, performs acoustic classics at Camille's downstairs cafe.

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Fri, October 24

Tween/Teen E-Sports Games

Santa Rosa Beach
Sports & Games Sports & Games

A Tween and Teen E-Sports (Electronic) League plays Smash Brothers on Fridays from 3:30 to 4:30. Older elementary to high school students are invited to pop in, meet new friends, share playing time, and help other players when requested. Deanna can be contacted at Coastal Library at 850-267-2809.

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Fri, October 24

Ben Buzga

Destin
Live Music Live Music

The event content features live music by Ben Buzga. He is known for his captivating voice and engaging melodies. Ben Buzga is expected to make the Thursday night at AJ's a memorable one.

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Fri, October 24

Harrison Prentice

Seaside
Live Music Live Music

Harrison Prentice will be performing live from 4-7 PM.

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Fri, October 24

Jared Herzog

Seaside
Live Music Live Music

Jared Herzog performs live from 4-7 PM.

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Fri, October 24

Austin Jennings – AJ’s Tiki Village

Destin
Live Music Live Music

Guests can enjoy an evening of live country/alternative music performed by Austin. Attendees are encouraged to bring friends, enjoy delicious food, and experience the amazing atmosphere.

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Fri, October 24

Fall Lawn Games

Miramar Beach
Outdoor Activities Outdoor Activities

Grand Park hosts Fall Lawn Games every Friday and Saturday from 5:00 PM to 8:00 PM, running from August 15 through October 25. Attendees can enjoy friendly competition with games like cornhole, giant lawn chess, and checkers. Visitors are encouraged to make it a full night by getting food and drinks from Grand Boulevard's restaurants before playing the games. It's an ideal way to celebrate the season and create lasting memories with family and friends.

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Fri, October 24

The Red Bar Jazz Band

Grayton Beach
Live Music Live Music

The Red Bar Jazz Band performs Tuesday through Saturday from 5:30 PM to 9:00 PM. On Sundays, a variety of local and visiting bands take the stage for brunch and Sunday nights, as well as on Monday nights. The Red Bar is a lively restaurant and bar with a reputation as a local institution in Grayton Beach. It offers a fun experience with eclectic decor, live music, and good food and cocktails. The Red Bar is open daily for lunch and dinner, with both indoor and outdoor seating available.

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Sat, October 25

Farmers Market

Rosemary Beach
Markets & Shopping Markets & Shopping

On Saturdays throughout the year, from 9 AM to 1 PM, an outdoor market showcases a variety of unique vendors primarily offering locally sourced food items. These include fresh produce, eggs, milk, butter, grass-fed beef, chicken, local honey, pickled vegetables, and gourmet jams. Additionally, prepared foods such as tomato pies, hummus, pasta, tuna dip, and crab cakes are available for purchase. The market also features vendors selling soap and lotions. This event, known as the Grand Boulevard Farmers’ Market, is held in Grand Park, situated between Cantina Laredo and Tommy Bahama. These lively gatherings are part of the Coastal Culture Calendar of Events, supported by the Grand Boulevard Arts and Entertainment Program.

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Sun, October 26

Farmers Market

Miramar Beach
Markets & Shopping Markets & Shopping

The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.

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Sun, October 26

Farmers Market

Miramar Beach
Markets & Shopping Markets & Shopping

The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.

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Thu, October 30

Foam Roller Stretch Class

Grayton Beach
Workshops & Classes Workshops & Classes

The community is invited to participate in a Foam Roller Stretch class held every Thursday from 5 to 6 PM. This session, designed for relaxation and release, takes place in the meeting hall of the Coastal Library Branch.

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Fri, October 31

Trick or Treat Street

Miramar Beach
Family Fun Family Fun

The Village of Baytowne Wharf invites all ghouls, ghosts, and goblins to a spectacular Halloween event. Participants can trick or treat along the village streets, visiting various merchants for their favorite treats. The evening will feature thrilling music performances on the main stage, culminating in a spooky fireworks display to conclude the night.

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Sat, November 1

Farmers Market

Rosemary Beach
Markets & Shopping Markets & Shopping

On Saturdays throughout the year, from 9 AM to 1 PM, an outdoor market showcases a variety of unique vendors primarily offering locally sourced food items. These include fresh produce, eggs, milk, butter, grass-fed beef, chicken, local honey, pickled vegetables, and gourmet jams. Additionally, prepared foods such as tomato pies, hummus, pasta, tuna dip, and crab cakes are available for purchase. The market also features vendors selling soap and lotions. This event, known as the Grand Boulevard Farmers’ Market, is held in Grand Park, situated between Cantina Laredo and Tommy Bahama. These lively gatherings are part of the Coastal Culture Calendar of Events, supported by the Grand Boulevard Arts and Entertainment Program.

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Sun, November 2

Farmers Market

Rosemary Beach
Markets & Shopping Markets & Shopping

The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.

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Thu, November 6

Foam Roller Stretch Class

Miramar Beach
Workshops & Classes Workshops & Classes

The community is invited to participate in a Foam Roller Stretch class held every Thursday from 5 to 6 PM. This session, designed for relaxation and release, takes place in the meeting hall of the Coastal Library Branch.

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Sat, November 8

Farmers Market

Miramar Beach
Markets & Shopping Markets & Shopping

On Saturdays throughout the year, from 9 AM to 1 PM, an outdoor market showcases a variety of unique vendors primarily offering locally sourced food items. These include fresh produce, eggs, milk, butter, grass-fed beef, chicken, local honey, pickled vegetables, and gourmet jams. Additionally, prepared foods such as tomato pies, hummus, pasta, tuna dip, and crab cakes are available for purchase. The market also features vendors selling soap and lotions. This event, known as the Grand Boulevard Farmers’ Market, is held in Grand Park, situated between Cantina Laredo and Tommy Bahama. These lively gatherings are part of the Coastal Culture Calendar of Events, supported by the Grand Boulevard Arts and Entertainment Program.

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Sat, November 8

Shard Shop Locals' Weekend

Grayton Beach
Workshops & Classes Workshops & Classes

The monthly local's weekend offers a special opportunity for both residents and seasonal visitors to enjoy a 20% discount on classes. This promotion is available on the second Saturday and Sunday of each month. Interested individuals are encouraged to call 850-231-0544 to reserve their spot.

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Sun, November 9

Farmers Market

Rosemary Beach
Markets & Shopping Markets & Shopping

The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.

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Thu, November 13

Foam Roller Stretch Class

Miramar Beach
Workshops & Classes Workshops & Classes

The community is invited to participate in a Foam Roller Stretch class held every Thursday from 5 to 6 PM. This session, designed for relaxation and release, takes place in the meeting hall of the Coastal Library Branch.

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Sat, November 15

Farmers Market

Miramar Beach
Markets & Shopping Markets & Shopping

On Saturdays throughout the year, from 9 AM to 1 PM, an outdoor market showcases a variety of unique vendors primarily offering locally sourced food items. These include fresh produce, eggs, milk, butter, grass-fed beef, chicken, local honey, pickled vegetables, and gourmet jams. Additionally, prepared foods such as tomato pies, hummus, pasta, tuna dip, and crab cakes are available for purchase. The market also features vendors selling soap and lotions. This event, known as the Grand Boulevard Farmers’ Market, is held in Grand Park, situated between Cantina Laredo and Tommy Bahama. These lively gatherings are part of the Coastal Culture Calendar of Events, supported by the Grand Boulevard Arts and Entertainment Program.

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Sun, November 16

Farmers Market

Rosemary Beach
Markets & Shopping Markets & Shopping

The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.

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Thu, November 20

Foam Roller Stretch Class

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The community is invited to participate in a Foam Roller Stretch class held every Thursday from 5 to 6 PM. This session, designed for relaxation and release, takes place in the meeting hall of the Coastal Library Branch.

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Sat, November 22

Farmers Market

Miramar Beach
Markets & Shopping Markets & Shopping

On Saturdays throughout the year, from 9 AM to 1 PM, an outdoor market showcases a variety of unique vendors primarily offering locally sourced food items. These include fresh produce, eggs, milk, butter, grass-fed beef, chicken, local honey, pickled vegetables, and gourmet jams. Additionally, prepared foods such as tomato pies, hummus, pasta, tuna dip, and crab cakes are available for purchase. The market also features vendors selling soap and lotions. This event, known as the Grand Boulevard Farmers’ Market, is held in Grand Park, situated between Cantina Laredo and Tommy Bahama. These lively gatherings are part of the Coastal Culture Calendar of Events, supported by the Grand Boulevard Arts and Entertainment Program.

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Sun, November 23

Farmers Market

Rosemary Beach
Markets & Shopping Markets & Shopping

The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.

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Thu, November 27

Foam Roller Stretch Class

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The community is invited to participate in a Foam Roller Stretch class held every Thursday from 5 to 6 PM. This session, designed for relaxation and release, takes place in the meeting hall of the Coastal Library Branch.

Learn More
Sat, November 29

Farmers Market

Miramar Beach
Markets & Shopping Markets & Shopping

On Saturdays throughout the year, from 9 AM to 1 PM, an outdoor market showcases a variety of unique vendors primarily offering locally sourced food items. These include fresh produce, eggs, milk, butter, grass-fed beef, chicken, local honey, pickled vegetables, and gourmet jams. Additionally, prepared foods such as tomato pies, hummus, pasta, tuna dip, and crab cakes are available for purchase. The market also features vendors selling soap and lotions. This event, known as the Grand Boulevard Farmers’ Market, is held in Grand Park, situated between Cantina Laredo and Tommy Bahama. These lively gatherings are part of the Coastal Culture Calendar of Events, supported by the Grand Boulevard Arts and Entertainment Program.

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Sat, November 29

Here Comes Santa Claus

Sandestin
Family Fun Family Fun

Santa Claus will be arriving down Baytowne Lane on November 30th. Attendees are invited to gather and cheer as he proceeds to the Event Plaza Lawn to illuminate the Village Christmas Tree. The event will feature face-painting, crafts for children, and a stunning fireworks display.

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Sun, November 30

Farmers Market

Rosemary Beach
Markets & Shopping Markets & Shopping

The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.

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Sun, November 30

Polar Express Movie Night

Sandestin
Family Fun Family Fun

Attendees are invited to enjoy a beloved holiday film with a special screening of "The Polar Express" at 6:00 PM in the Events Plaza. They are reminded to bring their lawn chairs and blankets for comfort.

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Thu, December 4

Foam Roller Stretch Class

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The community is invited to participate in a Foam Roller Stretch class held every Thursday from 5 to 6 PM. This session, designed for relaxation and release, takes place in the meeting hall of the Coastal Library Branch.

Learn More
Sat, December 6

Farmers Market

Miramar Beach
Markets & Shopping Markets & Shopping

On Saturdays throughout the year, from 9 AM to 1 PM, an outdoor market showcases a variety of unique vendors primarily offering locally sourced food items. These include fresh produce, eggs, milk, butter, grass-fed beef, chicken, local honey, pickled vegetables, and gourmet jams. Additionally, prepared foods such as tomato pies, hummus, pasta, tuna dip, and crab cakes are available for purchase. The market also features vendors selling soap and lotions. This event, known as the Grand Boulevard Farmers’ Market, is held in Grand Park, situated between Cantina Laredo and Tommy Bahama. These lively gatherings are part of the Coastal Culture Calendar of Events, supported by the Grand Boulevard Arts and Entertainment Program.

Learn More
Sun, December 7

Farmers Market

Rosemary Beach
Markets & Shopping Markets & Shopping

The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.

Learn More
Thu, December 11

Foam Roller Stretch Class

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The community is invited to participate in a Foam Roller Stretch class held every Thursday from 5 to 6 PM. This session, designed for relaxation and release, takes place in the meeting hall of the Coastal Library Branch.

Learn More
Sat, December 13

Farmers Market

Miramar Beach
Markets & Shopping Markets & Shopping

On Saturdays throughout the year, from 9 AM to 1 PM, an outdoor market showcases a variety of unique vendors primarily offering locally sourced food items. These include fresh produce, eggs, milk, butter, grass-fed beef, chicken, local honey, pickled vegetables, and gourmet jams. Additionally, prepared foods such as tomato pies, hummus, pasta, tuna dip, and crab cakes are available for purchase. The market also features vendors selling soap and lotions. This event, known as the Grand Boulevard Farmers’ Market, is held in Grand Park, situated between Cantina Laredo and Tommy Bahama. These lively gatherings are part of the Coastal Culture Calendar of Events, supported by the Grand Boulevard Arts and Entertainment Program.

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Sat, December 13

Shard Shop Locals' Weekend

Grayton Beach
Workshops & Classes Workshops & Classes

The monthly local's weekend offers a special opportunity for both residents and seasonal visitors to enjoy a 20% discount on classes. This promotion is available on the second Saturday and Sunday of each month. Interested individuals are encouraged to call 850-231-0544 to reserve their spot.

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Sun, December 14

Farmers Market

Rosemary Beach
Markets & Shopping Markets & Shopping

The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.

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Wed, December 17

Wednesday Night Concert Series – Holiday Edition

Sandestin
Live Music Live Music

Readers are invited to embrace the winter spirit by enjoying beloved holiday classics. This December, the Holiday edition of the Wednesday Night Concert Series offers a delightful experience. Each concert will include a festive choreographed light show and opportunities to meet Santa.

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Thu, December 18

Foam Roller Stretch Class

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The community is invited to participate in a Foam Roller Stretch class held every Thursday from 5 to 6 PM. This session, designed for relaxation and release, takes place in the meeting hall of the Coastal Library Branch.

Learn More
Sat, December 20

Farmers Market

Miramar Beach
Markets & Shopping Markets & Shopping

On Saturdays throughout the year, from 9 AM to 1 PM, an outdoor market showcases a variety of unique vendors primarily offering locally sourced food items. These include fresh produce, eggs, milk, butter, grass-fed beef, chicken, local honey, pickled vegetables, and gourmet jams. Additionally, prepared foods such as tomato pies, hummus, pasta, tuna dip, and crab cakes are available for purchase. The market also features vendors selling soap and lotions. This event, known as the Grand Boulevard Farmers’ Market, is held in Grand Park, situated between Cantina Laredo and Tommy Bahama. These lively gatherings are part of the Coastal Culture Calendar of Events, supported by the Grand Boulevard Arts and Entertainment Program.

Learn More
Sun, December 21

Farmers Market

Rosemary Beach
Markets & Shopping Markets & Shopping

The Farmers Market takes place every Sunday from 9 a.m. to 1 p.m. in the picturesque setting of Rosemary Beach.

Learn More

Reviews - 17

chris
Shelbyville, KY
Jul 2025 Google

Absolutely beautiful home in a very peaceful area within walking distance of shops, restaurants, and most importantly the ocean. The home was a lot bigger than we thought was very accommodating for multiple families. Absolutely love this location. We will be back.

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brian
Reidsville, NC
Jul 2025 Google

We had a fantastic week in the house we rented. It was perfect for our family of 11. We would stay at this house again. Oversee was also very easy to work with.

kristi
, MO
Apr 2025 Vrbo
yvonne
, WI
Mar 2025 Vrbo
ryan
Aug 2024 Google

We will definitely be back! The location, the house, and the service from Oversee were all amazing! We had a fabulous time staying here. The short bike ride or golf cart ride to the beach was so convenient. The house was well-stocked with plenty of beach chairs and toys, which was a fantastic bonus. Thanks, Oversee, for the detailed communication and the welcoming gifts

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jimmy
Nov 2024 Airbnb
memorie
, GA
Sep 2024 Vrbo
chris & brittany
South Lyon
May 2024 Vrbo

We loved our stay at Southern Comfort! We had 4 adults and 3 kids and had more than ample space for all of us to spread out. The kids loved the pool and having a golf cart to drive the short drive back and forth to the beach and restaurants is so convenient! The place was super clean and stocked with anything you could need. Kids loved the pool! We love staying in this area but this is by far our favorite place we’ve stayed so far!

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chris and kiri
Aug 2023 Airbnb

The house was very clean and came with everything in the description. The hosts were very nice.

james
Hoschton, GA
Jul 2023 Vrbo

Beautiful home, loved the decor, cozy, & comfortable!
We loved the pool, enjoyed BBQ outside on the deck.
Beautiful & spacious kitchen, awesome stove & appliances! We enjoyed everything & especially the golf cart! Wish we could stay longer!
Highly recommend this gorgeous place!

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teresa
Jacksonville, AL
Oct 2022 Oversee

We enjoyed our stay and loved having our own private pool and all the amenities with this home. The beach was easy access and able to walk, ride bikes, or drive the golf cart esp if carrying chairs. The house had chairs and beach toys in the garage which was an added bonus for all of us. We loved the area. We were a total of 9 people aged 10- 60. We couldn’tHave easily had another family with us. I also loved the app that the managing property sent us with locations of restaurants and things to do. The teenagers were ableTo drive the golf cart to Seasode and loved doing that .

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isabelle
Columbia, SC
Jul 2022 Oversee

This is our second time renting through Oversee and the house was even nicer than we expected. The kitchen was well equipped for a large group, especially the huge refrigerator and all the counter space and the island for dining which left the actual dining table free for games. It’s a lovely house with plenty of space to spread out and everything was in great condition. We knew the pool was small but the grandkids loved it and it was so convenient to have it right there. The golf cart was also very convenient, although the beach is in walking distance if you’re not carrying a lot of gear. Staffing for housekeeping is still a problem but this year the house was ready by 5. Oversee responded right away to a minor problem and we would definitely rent from them again.

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annette
Wilsonville, AL
May 2022 Oversee

Wow! This home is beautifully designed and was surprisingly spacious. We appreciate the attention to detail like soft close drawers and cabinets, shower wands and tons of storage. The pool is a bit smaller than expected but that was easily offset by the unexpected high ceiling and spacious layout. The house is clean, the beds and furniture are comfortable. I was overjoyed to find a powerful vacuum tucked away into a closet for those times when the kids bring too much sand back from the beach. Oh and the chef’s kitchen is amazing! The property managers responded QUICKLY to any concerns or questions I had and even sent DirectTV out to troubleshoot an issue with the outdoor TV remote. The location is perfect, close to everything but secluded enough to avoid 30a’s traffic. The neighborhood is quiet (even with ongoing construction) and plenty of parking available. We fit 4 vehicles (3 suvs, 1 coupe) easily. We’re definitely adding this house to our “revisit” list of beach homes.

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kathy
O'fallon , MO
Jul 2021 Oversee

The kitchen was fantastic. Close to ocean the gulf cart made it do easy to get to the ocean. Plenty of room!!!

rayshawn
Douglasville, GA
May 2021 Oversee

This place is absolutely beautiful. The location is perfect to get to the beach, grocery store, and restaurants in less than 5 minutes. The kitchen is a chefs dream not to mention the large refrigerator that’s large enough to store food for a month! The beds were amazing, the pool was heated ( extra charge), the place was very clean with lots of towels. We will be back next year.

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jeffrey
Lagrange, GA
May 2021 Oversee

The property was incredible, great place for a couple families with small children, and would definitely stay again!! You’re in for a great experience staying here!

steve
San Antonio, TX
Mar 2021 Oversee

We were honored to be the first renters of this fabulous property and I can’t say enough good things. The location is quiet and the beach is just a few minutes away by golf cart. There was room for our entire party to spread out or come together as we liked. The house is stunning and well appointed. It is a design magazine come to life. The owners provided a book with instructions on all of the amenities, recommendations on local restaurants, and even menus. Oversee was excellent and I wouldn’t rent from anywhere else. Can’t imagine staying anywhere else in the future.

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Host Family

Grayton Office

Summer McKeon
Heather Silva
Gloria Cruz
Charles McTear
Crystal	Becktel
Triston Luke
Danny West
Ryan Pearson
Right in the heart of Grayton Beach, the Grayton Office lets us offer quick, thoughtful support whenever you need a hand.

Office location:

Grayton Office, Florida

Contact Grayton Office
Guests

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