Bay Place

Bay Place

Sleeps 12 - 3 Bedrooms - 3 Baths

158 Walline Loop, Santa Rosa Beach, FL 32459
📍
On ‘The Bay’ in Santa Rosa Beach
🏖️
A short drive to Grayton Public Beach Access (5.8 miles)
👙
Private pool, treehouse with a wet and dry slide and spa
🪞
Stunning interiors
🔪
Dream kitchen
🐶
Dog-friendly!
🚤
Fishing pier, slip for up to 30' boat
🔥
Gas grill

Bay Place by Oversee 30A | Perfect in Walton County Awards – Three-Time Diamond Winner – Best Rental Mgmt. 2026, 2025, 2024

Welcome to Bay Place, an exquisitely transformed 1965 bay front masterpiece, lovingly reimagined as a vintage coastal retreat.

Resting on nearly three acres of lush land, this three-bedroom, three-bath haven welcomes all, including your four-legged companions (Dog-friendly, no cats please).

Inside, you'll be awed by the remarkable transformation of this vintage property into a bayfront masterpiece. The converted atrium and cascading catwalk must be seen in person!

A primary bedroom, king, has a gorgeous view, with a standalone tub, double vanity, and separate shower. The Guest Room, king, has a private bath with a tub/shower combo. The bunkroom is a delightful space with two built-in twin over full bunks. As a bonus, the spacious utility room features a queen Murphy bed and a fully renovated bathroom.

The large private pool and the adjoining treehouse are a dream come true for kids: a slide plunges into the water.

Take control of the spa by adjusting the temperature and set the mood with custom lighting. The sounds of the waterfall, along with incredible (do I dare say breathtaking?) views, well, these are next-level amenities.

With calm waters, explore the gorgeous bay on a boat. Water enthusiasts will delight in the boat slip that can accommodate up to a 30' boat rental. Or grab a kayak or paddleboard and scoot over to North Beach Social for lunch. Doesn't get much better than this!

This vintage coastal home turned masterpiece is your gateway to an unforgettable bay-front paradise. More than just a place to stay, this is an experience. And you’re going to love every moment.

Welcome! 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:
- 3-night minimum
- A short drive to Grayton Public Beach Access (5.8 miles)
- A short drive to Blue Mountain Regional Beach Access (4.7 miles)
- 3 bedrooms, 3 bathrooms
- 2,952 sq ft
- Private pool with spillover spa and customizable lighting features
- Treehouse with wet and dry slide
- Propane grill
- Dog-friendly (NO CATS), dogs considered, an additional $210 nonrefundable fee for each dog
- Wi-Fi
- On-site parking for up to 10 vehicles
- No smoking permitted anywhere on the property (interior or exterior)
- Fishing pier
- Boat slip for up to 30' boat rental

Overnight:
SINGLE LEVEL
- King in primary bedroom, with private bath, standalone tub, and TV
- King in guest room with private full bath
- Two twin over full beds in Guest Room with shared full bath
- Bonus queen Murphy bed in utility room with shared full bath

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

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  • Hassle-free check-in.
  • Add your trip dates to get the cancellation details for this stay.

House Rules

Who can stay.

  • Guests Maximum12 guests maximum
  • Pet friendlyPet friendly

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

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

Entertainment

  • Smart TVSmart TV

Outdoor

  • Lake or bay frontLake or bay front
  • BalconyBalcony
  • Private poolPrivate pool
  • Private firepitPrivate firepit
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Bed and Baths

1st Floor

bedroom

2 Bunk beds

common

1 Queen bed

Primary Bedroom

1 King bed

full bathroom

 

bedroom

1 King bed

full bathroom

 

full bathroom

 

Location

Upcoming Events

Wed, August 26

Lego Club Wednesdays

Santa Rosa Beach
Family Fun Family Fun

The library hosts a Lego Club on Wednesday afternoons, providing an opportunity for participants to create their own designs and socialize.

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Wed, August 26

2026 Fall Kickball League Kickoff Party

Santa Rosa Beach
Sports & Games Sports & Games

The Fall Kickball season begins with a kick-off party at North Beach Social on August 26 from 5-7 p.m., followed by games starting on September 2nd at Helen McCall Park. Registration covers the kick-off event, weekly fun themes, high-quality team t-shirts, happy hour discounts, organized social gatherings, and prizes for the championship and trophies. Participants can join the Whole Life Fitness Adult Kickball League to meet new people, have fun, and compete. Individual registrations are welcome, as players without a full team will be assigned to one. Inquiries can be directed via email to watersoundswimming@gmail.com.

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Wed, August 26

Matt's Jazz Jam

Santa Rosa Beach
Live Music Live Music

Audiences can experience Matt's Jazz Jam performing live from 6:00 PM to 9:00 PM.

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Thu, August 27

Coastal Library Preschool Story Time

Santa Rosa Beach
Family Fun Family Fun

Coastal Library hosts Preschool Story Time on Thursday mornings beginning at 10:00 am, offering stories, songs, crafts, and social opportunities for families and friends. Following the story session, parents and caretakers can socialize from 11:00 am until noon while children interact with various building blocks, magnetic connectors, and introductory coding robots. The event does not require registration.

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Thu, August 27

Lunch & Learn: Letting Go to Level Up

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Dr. Dustin Judd of YOGO Spine Co. presents "Letting go to Level Up," a session exploring how habits, relationships, and beliefs maintained out of familiarity rather than function can restrict personal and professional growth. Drawing from two decades of practice, Dr. Judd addresses three levels of letting go: outdated business rituals, draining relationships, and limiting self-talk. Through live demonstrations illustrating how belief shapes outcomes, attendees learn why releasing the familiar is necessary to make room for greater achievements. Participants leave with a practical exercise to identify three things no longer serving them, along with a simple framework for moving past them.

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Thu, August 27

Coastal Library Game Day for Adults

Santa Rosa Beach
Sports & Games Sports & Games

The library hosts a weekly Game Day for adults on Thursdays from 1:00 to 4:00 pm. Community members are encouraged to bring their own card and table games to share with others. The library provides the meeting space for these family-friendly activities, offering a great opportunity to play favorites or learn something new. For additional details, individuals can contact the library at 850-267-2809.

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Thu, August 27

Bingo Nights, Rooftop Heights

Santa Rosa Beach
Sports & Games Sports & Games

Ara Rooftop Pool & Lounge Bar hosts a weekly bingo night every Thursday from 5:00 to 7:00 pm. Guests can enjoy free games, cocktails, and food alongside rooftop views, with prizes awarded to the winners of each round.

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Thu, August 27

David Dunavent

Santa Rosa Beach
Live Music Live Music

David Dunavent is a singer-songwriter hailing from the Mississippi Delta who has toured throughout the United States and Germany. Over the course of his career, he has performed alongside rock and blues legends including Pinetop Perkins, Hubert Sumlin, Super Chicken, Bernie Marsden, Roger Fisher, and members of Foghat, in addition to appearing on Gene Simmons Family Jewels. Currently working on an album of original music, this energetic musician delivers a unique blend of classic tracks and original songs. Fans can also connect with him on Facebook at DDunavent and on Instagram at @DavidDunavent.

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Thu, August 27

Otherworldly Landscapes: An Acrylic Painting Workshop with Jonathan Kattine

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Distillery 98 hosts a hands-on acrylic painting workshop as part of its "Distilled: An Artist Series," presented in collaboration with Emerald Coast Storytellers and the Cultural Arts Alliance of Walton County. Led by multidisciplinary visual artist Jonathan Kattine, the class guides participants of all experience levels through the process of creating a unique 12x12-inch dreamlike landscape. All necessary materials, including the canvas, acrylic paints, brushes, and supplies, are provided for the relaxed session. Attendees can also purchase cocktails from the distillery's tasting room while exploring their artistic sides. Jonathan Kattine, a University of West Florida alumnus, brings his expertise in blending reality and fiction to help students capture themes of memory and imagination in their work.

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Thu, August 27

Mari Gleason + Jess Heit

Santa Rosa Beach
Live Music Live Music

Guests can experience August's live music lineup featuring local artists and bands performing every evening from 6:00 PM to 9:00 PM on the green.

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Thu, August 27

Redd The Singing Bartender Show

Santa Rosa Beach
Food & Drink Food & Drink

Redd’s Pub has become a South Walton tradition, offering a unique blend of a neighborhood pub, live music venue, and community gathering place. For over 13 years, the establishment has provided authentic hospitality along 30A, featuring Redd, the Singing Bartender, who performs a one-woman show, takes requests, and serves crowd favorites like slow-cooked ribs and brisket nachos. To celebrate more than a decade of business, the owner expressed deep gratitude to the locals, visitors, musicians, and staff who have supported the pub and helped create an environment where everyone feels like a regular.

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Fri, August 28

Joy of Art Club Coastal Library

Santa Rosa Beach
Arts & Culture Arts & Culture

Individuals are invited to gather on Fridays to experience the joy of art alongside fellow creators. Participants can bring their own art pieces, exchange ideas, and enjoy artistic camaraderie. These meetings may be subject to change due to holidays or scheduling adjustments, and interested parties can contact the library at 850-267-2809 for details.

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Fri, August 28

Coastal Library Robotics and Coding for all ages!

Santa Rosa Beach
Family Fun Family Fun

The Coastal Branch Library invites people of all ages to spend their Friday afternoons coding and building robots. Starting at 3:30 p.m. every Friday, participants can explore various robotics kits tailored for different age groups, including preschool, elementary, middle school, and high school students.

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Fri, August 28

David Dunavent

Santa Rosa Beach
Live Music Live Music

David Dunavent is a singer-songwriter hailing from the Mississippi Delta who has toured across the United States and Germany. Over the course of his career, he has performed alongside rock and blues icons including Pinetop Perkins, Hubert Sumlin, Super Chicken, Bernie Marsden, Roger Fisher, and members of Foghat, in addition to appearing on Gene Simmons Family Jewels. He is currently working on an album of original tracks, delivering a powerful and unique blend of classic and original music. Fans can connect with him online via his DDunavent Facebook page or follow him on Instagram @DavidDunavent.

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Fri, August 28

Salt Rock Revival

Santa Rosa Beach
Live Music Live Music

Salt Rock Revival will be performing live from 6:00 PM to 9:00 PM.

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Fri, August 28

Summer Sessions

Santa Rosa Beach
Food & Drink Food & Drink

Ara Rooftop Pool & Lounge is hosting Summer Sessions, a weekly event featuring live DJ performances, handcrafted cocktails, and panoramic skyline views. Held every Friday from 6:00 p.m. to 10:00 p.m. and Saturday from 12:00 p.m. to 4:00 p.m. throughout the summer, the experience allows guests to relax above the city in a vibrant atmosphere. Visitors can enjoy sunset drinks during golden hour on Friday evenings or take a dip in the pool during Saturday afternoons. Combining relaxed luxury with high energy, Summer Sessions provides a rooftop retreat all season long.

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Fri, August 28

Hope Given & Cameron Mitchell

Santa Rosa Beach
Live Music Live Music

Guests are invited to gather for an evening of live music starting at 7 PM.

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Sat, August 29

Paws and Pints Dog Social: Group Walk

Santa Rosa Beach
Family Fun Family Fun

Idyll Hounds Brewing Company and Distillery 98 are hosting their first-ever Dog Social, featuring the Barks to Parks Canine Social Club. The event kicks off at 11:00 AM with a group pup walk around Serenoa, followed by the main festivities starting at 12:00 PM. Attendees can meet adoptable dogs from Road Dogg Rescue, browse local dog-friendly vendors until 4:00 PM, and enjoy live music by The Cosmic Rascals from 12:00 PM to 3:00 PM. Professional pet portraits will also be available from 12:00 PM to 3:00 PM, and Kaainoa’s Hawaiian Food Truck will serve food until 5:00 PM. Additionally, every beverage purchase enters guests into a raffle for various local gift cards and packages.

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Sat, August 29

Paws and Pints Dog Social: Pet Portraits and Live Music

Santa Rosa Beach
Family Fun Family Fun

Idyll Hounds Brewing Company and Distillery 98 are hosting their first-ever Dog Social, featuring the Barks to Parks Canine Social Club. The event kicks off at 11:00 AM with a group walk around Serenoa, followed by the official festivities at noon. Attendees can meet adoptable dogs from Road Dogg Rescue, browse products from various dog-friendly vendors until 4:00 PM, and enjoy live music by The Cosmic Rascals until 3:00 PM. Professional pet portraits will also be available until 3:00 PM, and Kaainoa’s Hawaiian Food Truck will serve island-inspired cuisine until 5:00 PM. Additionally, every beverage purchase enters guests into a raffle for prizes from local businesses like Gulf Wind and Paddle Cigar Company, Shrimpers Seafood Market, Santa Rosa Knife Co., Barks to Parks, and 850 Midlife Health and Wellness.

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Sat, August 29

Summer Sessions

Santa Rosa Beach
Live Music Live Music

Ara Rooftop Pool & Lounge is celebrating the season with Summer Sessions, a weekly event offering live music, custom cocktails, and panoramic skyline views. Held every Friday and Saturday throughout the summer, the experience allows guests to relax above the city in a lively setting. Friday evenings feature sunset drinks and a live DJ performance from 6 to 10 p.m., while Saturday afternoons from 12 to 4 p.m. invite attendees to swim in the pool and enjoy curated DJ sets. Combining relaxed luxury with high energy, Summer Sessions provides a premier rooftop getaway all season long.

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Sat, August 29

Black Creek String Band

Santa Rosa Beach
Live Music Live Music

Attendees can enjoy a live performance by the Black Creek String Band from 1:00 PM to 4:00 PM.

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Sat, August 29

Paws and Pints Dog Social: Raffle

Santa Rosa Beach
Family Fun Family Fun

Idyll Hounds Brewing Company and Distillery 98 are hosting their first-ever Dog Social, featuring the Barks to Parks Canine Social Club. The event begins at 11:00 AM with a group pup walk around Serenoa, followed by the main festivities starting at 12:00 PM. Attendees can meet adoptable dogs from Road Dogg Rescue, browse various dog-friendly vendors until 4:00 PM, and enjoy live music by The Cosmic Rascals until 3:00 PM. Professional pet portraits by KTD Photography will be available from 12:00 PM to 3:00 PM, and Kaainoa’s Hawaiian Food Truck will serve island-inspired eats until 5:00 PM. Additionally, every beverage purchase enters guests into a raffle to win prizes from local businesses.

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Sat, August 29

The Sunshine Wranglers

Santa Rosa Beach
Live Music Live Music

Attendees can enjoy a live performance by The Sunshine Wranglers from 6:00 PM to 9:00 PM.

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Sat, August 29

Redd The Singing Bartender Show

Santa Rosa Beach
Live Music Live Music

A true local gem, Redd’s Pub delivers an experience that has become a South Walton tradition. Redd, the Singing Bartender, still takes center stage most nights, performing her signature one-woman show while greeting guests, taking requests, and serving up crowd favorites like slow-cooked ribs, brisket nachos, and Southern comfort food. Equal parts neighborhood pub, live music venue, and community gathering place, Redd’s has earned a loyal following over the past 13 years by offering authentic hospitality, live entertainment, and a place where locals and visitors alike feel like regulars. Visitors can ask for a free dessert certificate when visiting. Thirteen years ago, the doors were opened hoping to build a place where people could forget their problems for a little while, laugh loud, sing along, and feel at home. According to Redd, the owner, the fact that the establishment is still operating after all these years means everything to her. She expresses gratitude to every local, visitor, musician, bartender, regular, and individual who ever walked through the doors and supported the business, noting that Redd’s Pub has always been about the people.

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Sun, August 30

Low Tide Junction

Santa Rosa Beach
Live Music Live Music

Listeners can catch Low Tide Junction live from 1 to 4 PM.

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Sun, August 30

Sunday Pickin’ with Mike Whitty & Friends

Santa Rosa Beach
Live Music Live Music

Sunday Pickin’ at The Bay features Mike Whitty and Friends every Sunday from 4:00 PM to 8:00 PM. A rotating lineup of musicians joins the performance each week. The featured artists are announced by Saturday on The Bay’s Facebook and Instagram pages.

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Sun, August 30

Lane Maury

Santa Rosa Beach
Live Music Live Music

Lane Maury will be performing live from 6:00 PM to 9:00 PM.

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Mon, August 31

Coastal Journal Writing Group Mondays

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The Coastal Library Journal Writing Group meets on Mondays at 11:30 AM, inviting participants to bring a journal and pen for a session focused on gentle reflection, healing, and connecting with their authentic self. No prior writing experience is necessary, only an open heart. Welcoming both beginners and experienced journalers, the group explores various topics, including memoir writing and tools for self-discovery to help spark creativity.

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Mon, August 31

3rd Annual EC Live to Give Charity Golf Tournament

Santa Rosa Beach
Sports & Games Sports & Games

The EC Live to Give Charity Golf Tournament is an annual event hosted by Christie’s International Real Estate Emerald Coast, a luxury brokerage operating along Florida’s Scenic Highway 30A corridor. Now in its third year, the tournament unites business leaders, real estate professionals, and community supporters for a day of golf, dining, live music, and philanthropy, with all proceeds benefiting a chosen charity. This year, the event is partnering with Seed Company, an organization dedicated to accelerating Bible translation globally. The tournament will be held at the Santa Rosa Golf & Beach Club in Santa Rosa Beach, Florida. Co-founder Beau Blankenship noted that the event serves as an opportunity for the community to come together and make a meaningful global impact. Registration can be completed online through the event's official website.

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Mon, August 31

Ronni Kay

Santa Rosa Beach
Live Music Live Music

Audiences can experience a live performance by Ronni Kay from 6:00 PM to 9:00 PM.

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Mon, August 31

Tacos, Tequila & Trivia Night

Santa Rosa Beach
Sports & Games Sports & Games

Guests are invited to join Local Cantina Westerville every Monday at 7 PM for a fun and competitive Trivia Night. This weekly showdown is free to play and features prizes for the top teams, hosted by trivia professionals who keep the event lively and fast-paced. Attendees can enjoy a full Tex-Mex menu, local brews, and a Monday special featuring $5 Mustache Ride Margaritas all day long. Guests are encouraged to arrive early to secure a seat, come up with a clever team name, and keep their phones away during the game. The event takes place at 667 N Cleveland Avenue.

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Tue, September 1

Coastal Library, Music and Movement Toddler Time Tuesdays

Santa Rosa Beach
Family Fun Family Fun

Ms. Deanna and Ms. Shirles lead a toddler session filled with music, movement, and activities on Tuesdays at 10:00 am at the Coastal Branch Library. This event schedule may vary due to holiday closures or staffing changes, so families are encouraged to call the library directly to confirm.

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Tue, September 1

Chess with Mr. Owens

Santa Rosa Beach
Sports & Games Sports & Games

Chess with Mr. Owens takes place every Tuesday at 3:30 pm at the Coastal Branch Library. Individuals of all ages and skill levels are invited to attend and learn about chess openings, endings, and special moves. Interested participants can call (850) 267-2809 for more information.

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Tue, September 1

English Language Learners Class

Santa Rosa Beach
Workshops & Classes Workshops & Classes

English Language Learners classes are held weekly on Tuesday evenings at 6:30, with the exception of the second Tuesday of the month.

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Tue, September 1

Redd the Singing Bartender Show

Santa Rosa Beach
Live Music Live Music

Redd’s Pub has become a beloved South Walton tradition, serving as a neighborhood pub, live music venue, and community gathering place for the past 13 years. Known as the Singing Bartender, the owner, Redd, takes center stage most nights to perform her signature one-woman show while greeting guests, taking requests, and serving up popular dishes like slow-cooked ribs, brisket nachos, and Southern comfort food. Over more than a decade, the establishment has built a loyal following by offering authentic hospitality, live entertainment, and an environment where locals and visitors alike feel like regulars. Reflecting on the milestone, Redd expressed deep gratitude to every local, visitor, musician, bartender, and regular who has supported the pub over the years, noting that the goal from the beginning was to create a place where people could forget their problems, laugh, sing along, and feel at home.

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Wed, September 2

Citrus & Blooms: Acrylic Painting Workshop with Kim Clark

Santa Rosa Beach
Workshops & Classes Workshops & Classes

This easy-to-learn art session invites participants to create beautiful artwork on canvas by tracing a provided reference image. Students will explore five essential elements of art: line, value, color, texture, and composition. Held on the first Wednesday of every month, each session features a new project and reference image, making it ideal for both first-time and returning participants. The class is open to individuals aged 18 and older, and all necessary supplies are included. The registration fee is $112 for Cultural Arts Alliance (CAA) members and $125 for non-members, which covers take-home supplies. The course requires a minimum of five students to proceed and is capped at a maximum of 18. If the minimum enrollment is not reached, the CAA will cancel the session 48 hours in advance, notifying and refunding all registrants. Participants who need to cancel must do so at least 48 hours prior to the class to receive credit for a future workshop; cancellations made after this deadline are non-refundable and considered donations. The workshop is instructed by Kim Denice Clark, an abstract realism painter based in Santa Rosa Beach, Florida. After a 13-year career in corporate finance, she transitioned to a life of creative freedom. She refined her techniques through the Milan Art Institute Mastery Art Program, developing a signature style that layers luminous oils over bold underpaintings of charcoal, ink, spray paint, and acrylics. Inspired by local coastal landscapes and international travels, her work frequently features recurring motifs of fruit, flowers, animals, and women to symbolize resilience and abundance. Her art has been exhibited internationally, including in Venice, Italy, and across the United States.

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Wed, September 2

Contemporary Tai Chi Beginner Classes with Able

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Participants are invited to join a free Tai Chi class led by Sifu Able on Wednesdays at 10:00 AM in the meeting room of the Coastal Branch Library. This gentle form of exercise is suitable for all ages and helps to improve balance, flexibility, and strength, allowing individuals to recapture the joy of movement.

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Wed, September 2

Tai Chi with Ed

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Seniors aged 60 and older of all experience levels can learn Tai Chi at the Coastal Library to improve balance and reduce the risk of falling. This eight-week class runs from Monday, February 23rd through Wednesday, April 15th. Registration is required, and participants can contact Jennifer to register, with Ed Rosentell serving as her substitute.

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Wed, September 2

Lego Club Wednesdays

Santa Rosa Beach
Family Fun Family Fun

The Lego Club gathers every Wednesday between 3:30 pm and 4:30 pm inside the community meeting room at the Coastal Library. Attendees have the opportunity to create their own Lego structures and socialize with new peers.

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Wed, September 2

David Dunavent

Santa Rosa Beach
Live Music Live Music

David Dunavent is a singer-songwriter hailing from the heart of the Mississippi Delta. He has traveled and performed throughout the United States and Germany, sharing the stage with legendary blues and rock musicians including Pinetop Perkins, Hubert Sumlin, Super Chicken, Bernie Marsden, Roger Fisher, and members of Foghat. Over the course of his career, he has also appeared on the television show Gene Simmons Family Jewels. Currently working on an album of original material, this energetic musician delivers a unique blend of classic tracks and original songs that keeps audiences engaged and entertained. He maintains a social media presence on Facebook as DDunavent and on Instagram as @DavidDunavent.

Learn More
Thu, September 3

David Dunavent

Santa Rosa Beach
Live Music Live Music

David Dunavent is a singer-songwriter originally from the Mississippi Delta who has toured across the United States and Germany. Throughout his career, he has performed alongside rock and blues legends including Hubert Sumlin, Pinetop Perkins, Roger Fisher, Super Chicken, Bernie Marsden, and members of Foghat, in addition to appearing on Gene Simmons Family Jewels. He is currently working on an album of original music, delivering a hard-hitting, unique sound that blends classics and original tracks. He can be found on Facebook as DDunavent and on Instagram at @DavidDunavent.

Learn More
Thu, September 3

Bingo Nights, Rooftop Heights

Santa Rosa Beach
Sports & Games Sports & Games

Ara Rooftop Pool & Lounge Bar hosts Bingo with a view every Thursday from 5:00 to 7:00 pm. Guests can enjoy free games, tasty cocktails, delicious bites, and breathtaking rooftop vibes. Winners take home prizes each round, making it a perfect opportunity to bring friends, try your luck, and shout Bingo under the evening sky.

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Thu, September 3

Live Figure Drawing Sessions with Lindsay Tobias

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The Live Figure Drawing Sessions at the Bayou Arts Center are hosted by local artist Lindsay Tobias. Held in a relaxed and social setting, these sessions allow participants to work from a live, clothed model through a series of timed drawing exercises designed to build confidence, enhance observation skills, and improve technique through repetition. The class provides an open practice environment with light instruction, enabling attendees to develop their skills at their own pace while receiving guidance, tips, and feedback throughout the session. The class meets on the first Thursday of every month, offering a consistent opportunity for artists aged 16 and older of all experience levels to practice and connect. Participants are asked to bring their preferred drawing mediums and sketchbooks, though graphite and charcoal are available to borrow, and non-alcoholic beverages are provided. The workshop operates on a "Pay What You Can" basis with a minimum ticket price of $15 and a suggested contribution of $15 to $25. The class requires a minimum of 10 participants and caps at a maximum of 16. If the minimum is not met, the class will be canceled 48 hours in advance, and registrants will be refunded. Registrants must cancel at least 48 hours prior to receive credit for future workshops. The instructor, Lindsay, is a Santa Rosa Beach-based muralist and oil painter whose work focuses on philosophy, religion, intimacy, and reason.

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Thu, September 3

Redd The Singing Bartender Show

Santa Rosa Beach
Live Music Live Music

A local favorite in South Walton, Redd’s Pub has been serving the community for 13 years. The establishment features Redd, the Singing Bartender, who performs a one-woman show while serving patrons and taking song requests. Known for Southern comfort food, including slow-cooked ribs and brisket nachos, the venue functions as a neighborhood pub, live music spot, and gathering place for both residents and tourists. To celebrate over a decade of business, the owner expressed gratitude to the loyal customers, musicians, and staff who have supported the pub since its opening.

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Fri, September 4

Joy of Art Club Coastal Library

Santa Rosa Beach
Arts & Culture Arts & Culture

Art enthusiasts are invited to gather on Fridays to experience the joy of creating alongside fellow artists. Participants can bring their own art projects, share creative ideas, and enjoy artistic camaraderie. Attendees should note that meeting schedules may change due to holidays or scheduling conflicts, and they can contact the library at 850-267-2809 for updates.

Learn More
Fri, September 4

Coastal Library Robotics and Coding for All Ages!

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The Coastal Branch Library invites individuals of all ages to spend Friday afternoons coding and building robots. Beginning at 3:30 p.m. every Friday, participants can explore various robotic kits designed for all age groups, including preschool, elementary, middle school, and high school students.

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Fri, September 4

David Dunavent

Santa Rosa Beach
Live Music Live Music

David Dunavent is a singer-songwriter from the heart of the Mississippi Delta who has toured across the United States and Germany. Throughout his career, he has shared the stage with prominent blues and rock legends, including Pinetop Perkins, Hubert Sumlin, Super Chicken, Bernie Marsden, Roger Fisher, and members of Foghat, alongside making appearances on Gene Simmons Family Jewels. Currently working on an album of entirely original material, this hard-hitting musician delivers a unique sound blending classics and original tracks that keeps audiences engaged and wanting more. He can be found on Facebook as DDunavent and on Instagram @DavidDunavent.

Learn More
Fri, September 4

Summer's Last Splash: Labor Day Weekend

Santa Rosa Beach
Live Music Live Music

Guests are invited to celebrate the final long weekend of summer at Ara Rooftop Pool & Lounge, featuring rooftop sunshine, handcrafted cocktails, live DJs, and sweeping views of the Emerald Coast. The holiday weekend begins on Friday, September 4th, with a live DJ performing from 5:00 PM to 9:00 PM. The festivities continue on Saturday, September 5th, with additional DJ sets from 12:00 PM to 4:00 PM and 5:00 PM to 9:00 PM. The weekend concludes on Sunday, September 6th, with a front-row view of Baytowne Wharf's spectacular fireworks display at 9:00 PM, offering an elevated vantage point for an unforgettable Labor Day finale.

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Fri, September 4

Summer Sessions

Santa Rosa Beach
Live Music Live Music

Ara Rooftop Pool & Lounge celebrates the summer season with Summer Sessions, a weekly rooftop gathering featuring live DJs, artisanal cocktails, and panoramic skyline views. Each Friday and Saturday during the summer, visitors can relax above the city in a lively setting accompanied by curated music. On Fridays from 6 to 10 p.m., guests can start the weekend with golden hour sunset drinks and a live DJ performance. On Saturdays from 12 to 4 p.m., attendees can enjoy pool access, sunshine, and afternoon musical sets. Combining relaxed luxury with high energy, Summer Sessions provides a seasonal rooftop getaway.

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Fri, September 4

Friday Night Date Night Live Music

Santa Rosa Beach
Live Music Live Music

Guests are invited to attend a live music performance starting at 7:00 PM.

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Sat, September 5

Summer Sessions

Santa Rosa Beach
Live Music Live Music

Ara Rooftop Pool & Lounge hosts Summer Sessions, a weekly rooftop event featuring live DJs, handcrafted cocktails, and skyline views. Held every Friday and Saturday throughout the summer, the experience allows guests to relax above the city. Friday sessions run from 6 p.m. to 10 p.m. with sunset cocktails and music, while Saturday sessions take place from 12 p.m. to 4 p.m. for poolside afternoon entertainment. Combining relaxed luxury with high energy, Summer Sessions provides a seasonal rooftop escape.

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Sat, September 5

Summer's Last Splash: Labor Day Weekend

Santa Rosa Beach
Live Music Live Music

Ara Rooftop Pool & Lounge offers a Labor Day Weekend celebration featuring sweeping views of the Emerald Coast, handcrafted cocktails, and live DJ performances. The festivities begin on Friday, September 4th, with a live DJ from 5:00 PM to 9:00 PM, followed by additional DJ sets on Saturday, September 5th, from 12:00 PM to 4:00 PM and 5:00 PM to 9:00 PM. The holiday weekend concludes on Sunday, September 6th, with a prime view of the Baytowne Wharf fireworks display at 9:00 PM.

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Sat, September 5

Redd The Singing Bartender Show

Santa Rosa Beach
Live Music Live Music

Redd’s Pub has become a beloved South Walton tradition, functioning as a neighborhood pub, live music venue, and community gathering space. For the past 13 years, the establishment has offered authentic hospitality and live entertainment, allowing both locals and visitors to feel like regulars. Most nights, Redd, the singing bartender and owner, takes center stage for a signature one-woman show while serving up crowd favorites like slow-cooked ribs, brisket nachos, and Southern comfort food. Reflecting on the anniversary, Redd expressed deep gratitude to the community, musicians, staff, and patrons who have supported the pub over the years, noting that the business has always been about the people and creating a welcoming space where guests can laugh, sing along, and forget their troubles. Visitors can also ask for a free dessert certificate during their visit.

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Sun, September 6

Beats & Brunch

Santa Rosa Beach
Live Music Live Music

Beats & Brunch features Robbie Paytner performing live music on the bay during a Sunday brunch event. Guests can enjoy signature dishes and refreshing drinks accompanied by great tunes.

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Sun, September 6

Sunday Pickin’ with Mike Whitty & Friends

Santa Rosa Beach
Live Music Live Music

Sunday Pickin' at The Bay features Mike Whitty and Friends every Sunday from 4:00 PM to 8:00 PM. New musicians join the performance each week. The lineup is posted by Saturday, and visitors can check The Bay's Facebook or Instagram pages for updates before the event.

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Sun, September 6

Summer's Last Splash: Labor Day Weekend

Santa Rosa Beach
Live Music Live Music

Ara Rooftop Pool & Lounge is hosting a Labor Day Weekend celebration featuring sweeping views of the Emerald Coast, handcrafted cocktails, and live DJ performances. The festivities begin on Friday, September 4th, with a live DJ set from 5:00 PM to 9:00 PM, continuing on Saturday, September 5th, with music from 12:00 PM to 4:00 PM and 5:00 PM to 9:00 PM. Guests can conclude the holiday weekend on Sunday, September 6th, with a prime view of the Baytowne Wharf fireworks display starting at 9:00 PM.

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Mon, September 7

Coastal Journal Writing Group Mondays

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The Coastal Library Journal Writing Group meets on Mondays at 11:30 am, inviting participants to bring a journal and pen to explore their inner wisdom. This group offers a journey of gentle reflection, healing, and reconnecting with the authentic self, requiring no prior writing experience—only an open heart. Welcoming both beginners and experienced journalers, the sessions focus on self-love and self-discovery. Participants will explore various topics, including writing memoirs and utilizing creative tools to spark self-discovery.

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Tue, September 8

Coastal Library, Music and Movement Toddler Time Tuesdays

Santa Rosa Beach
Family Fun Family Fun

Ms. Deanna and Ms. Shirles lead a toddler session filled with music, movement, and activities on Tuesdays at 10:00 am at the Coastal Branch Library. The schedule may change due to library holiday closures or staffing adjustments, so individuals are encouraged to call the Coastal Library at 850-267-2809 to confirm the event.

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Tue, September 8

Chess with Mr. Owens

Santa Rosa Beach
Sports & Games Sports & Games

The Coastal Branch Library hosts a weekly chess session led by Mr. Owens every Tuesday at 3:30 p.m. Welcoming players of all ages and skill levels, the gatherings cover various aspects of the game, including openings, endings, and special moves. Those interested in obtaining further details can call (850) 267-2809.

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Tue, September 8

Adult Writers’ Group

Santa Rosa Beach
Arts & Culture Arts & Culture

The adult writers’ group meets on the second Tuesday of every month at 5:00 pm in the Coastal Library's meeting room. This public event requires no prior registration and provides an opportunity for local writers to network, share their work, and support one another.

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Tue, September 8

English Language Learners Class

Santa Rosa Beach
Workshops & Classes Workshops & Classes

An English Language Learners class takes place every Tuesday evening at 6:30, with the exception of the second Tuesday of the month.

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Tue, September 8

Redd The Singing Bartender Show

Santa Rosa Beach
Live Music Live Music

Redd’s Pub is a local staple that has become a cherished South Walton tradition over the past 13 years. Known for its unique blend of a neighborhood pub, live music venue, and community gathering space, the establishment features Redd, the Singing Bartender. Most nights, she performs her signature one-woman show, greets guests, takes requests, and serves popular dishes such as slow-cooked ribs, brisket nachos, and Southern comfort food. The venue provides authentic hospitality and live entertainment, creating an atmosphere where locals and visitors alike feel like regulars. Visitors can also ask for a complimentary dessert certificate during their visit. The owner, Redd, opened the establishment over a decade ago with the goal of creating a welcoming space where patrons could escape their problems, laugh, sing, and feel at home. Expressing deep gratitude to the locals, visitors, musicians, staff, and regulars who have supported the venue over the years, Redd emphasizes that the pub has always been entirely focused on its community.

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Wed, September 9

Contemporary Tai Chi Beginner Classes with Able

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Sifu Able hosts a free Tai Chi class every Wednesday at 10:00 a.m. in the meeting room of the Coastal Branch Library. This gentle form of exercise is designed to improve balance, flexibility, and strength. Individuals of all ages are welcome to attend and recapture the joy of movement.

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Wed, September 9

Tai Chi with Ed

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The Coastal Library is hosting an eight-week Tai Chi course designed for seniors aged 60 and older to help improve balance and reduce the risk of falling. The classes welcome individuals of all experience levels and run from Monday, February 23rd through Wednesday, April 15th. Registration is required to participate. Interested individuals can secure a spot by contacting Jennifer by phone or email, with Ed Rosentell scheduled to substitute.

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Wed, September 9

Lego Club Wednesdays

Santa Rosa Beach
Family Fun Family Fun

Lego Club takes place on Wednesdays from 3:30 pm to 4:30 pm in the community meeting room at the Coastal Library. Participants can create their own Lego designs while meeting new friends.

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Wed, September 9

Trevor Finlay

Santa Rosa Beach
Live Music Live Music

Trevor Finlay is a Nashville-based singer, songwriter, guitarist, and entertainer known for delivering powerful, energetic performances whether playing solo or with a full band. His versatile musical style blends elements of rock, country, and various other genres, ensuring an engaging experience for audiences. He has an extensive catalog available across major streaming platforms, including Spotify, Apple Music, and YouTube, with new music expected to release soon. Audiences can also connect with him online through his official website and social media profiles on Facebook, Instagram, TikTok, and YouTube.

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Wed, September 9

Cocktails & Clay

Santa Rosa Beach
Workshops & Classes Workshops & Classes

On September 9, 2026, from 5:00 PM to 7:30 PM, the Down Island Gulf Seafood Restaurant in Santa Rosa Beach, Florida, will host a clay sculpting workshop. Led by local artist Sarah Bumanglag, participants will learn to craft a custom clay Witches or Warlock luminary, creating a unique, handmade piece of festive decor perfect for the upcoming fall and Halloween seasons.

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Thu, September 10

Cocktails & Clay

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Generate is a dynamic leads group aimed at helping local professionals in the Walton area build stronger connections, gain quality referrals, and grow their businesses. The group meets every other month for coffee and conversation, providing a casual yet focused environment where business cards can turn into meaningful opportunities. Attendees can expect a welcoming space for purposeful networking, featuring the Coffee Card Exchange where members can share their work and connect with others. This provides an excellent opportunity to learn, refer, and grow alongside fellow Chamber members, allowing local professionals to energize their networking and expand their reach.

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Thu, September 10

Coastal Library Preschool Story Time

Santa Rosa Beach
Family Fun Family Fun

Preschool Story Time at the Coastal Branch Library takes place on Thursday mornings starting at 10:00 am. The event features stories, songs, crafts, and social opportunities for children, friends, and families. Following the story session, from 11:00 am until noon, parents and caretakers can visit while children play and explore with various styles of blocks, connecting magnet blocks, and coding robots. No registration is required for this event.

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Thu, September 10

Coastal Library Game Day for Adults

Santa Rosa Beach
Sports & Games Sports & Games

The library hosts a Game Day for adults on Thursdays from 1:00 to 4:00 p.m. Community members are encouraged to bring their own card and table games to share with others. This family-friendly gathering offers a space for individuals to play or learn new games together. Those interested can contact the library at 850-267-2809 for additional information.

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Thu, September 10

Cocktails & Clay

Santa Rosa Beach
Live Music Live Music

Trevor Finlay is a Nashville-based singer-songwriter, guitarist, and entertainer who delivers high-energy performances whether playing solo or with a band. His diverse musical style spans rock, country, and potentially other genres, ensuring an engaging experience for audiences. While new music is currently in development, his extensive existing catalog is widely accessible across major streaming platforms like Spotify, Apple Music, and YouTube. Audiences can also stay updated on his latest projects through his social media profiles on Facebook, TikTok, and Instagram.

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Thu, September 10

Bingo Nights, Rooftop Heights

Santa Rosa Beach
Sports & Games Sports & Games

Ara Rooftop Pool & Lounge Bar hosts Bingo nights every Thursday from 5:00 p.m. to 7:00 p.m. Attendees can enjoy stunning rooftop views while participating in free games, sipping on tasty cocktails, and savoring delicious bites. Prizes are awarded to the winners of each round, making it a perfect opportunity for friends to gather, test their luck, and celebrate together under the evening sky.

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Thu, September 10

Terrarium Garden Party with Jessica Farrand

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The Terrarium Garden Party is a hands-on, beginner-friendly workshop that invites participants to explore biophilic design and create their own miniature living ecosystems. Led by Jessica Farrand, a rare tropical plant specialist and owner of Aerial Roots Nursery, the session offers step-by-step guidance on using lush plants and natural textures while sharing plant care tips and design inspiration. Attendees can unwind and connect in a welcoming garden-party atmosphere while enjoying light bites and refreshments. Scheduled for September 10 from 5:30 p.m. to 7:30 p.m., the class is open to individuals of high school age and older. The registration fee is $90, which includes all necessary terrarium materials, refreshments, and light bites. The workshop requires a minimum of 8 participants and is limited to a maximum of 18. If the minimum enrollment is not met, the Cultural Arts Alliance will cancel the class 48 hours in advance and issue full refunds. Registered participants who need to cancel must do so at least 48 hours prior to the event to receive credit for a future workshop; cancellations made after this deadline will be considered a donation.

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Thu, September 10

Redd The Singing Bartender Show

Santa Rosa Beach
Live Music Live Music

Redd’s Pub has become a South Walton tradition, offering a unique combination of a neighborhood pub, live music venue, and community gathering place. Over the past 13 years, the establishment has built a loyal following by providing authentic hospitality and live entertainment along 30A. Redd, the singing bartender and owner, performs a signature one-woman show most nights while greeting guests, taking requests, and serving favorites like slow-cooked ribs, brisket nachos, and Southern comfort food. Reflecting on the pub's anniversary, Redd expressed deep gratitude to the locals, visitors, musicians, and staff who have supported the business over the years, noting that the venue was created as a place where people could forget their problems, laugh, sing, and feel at home.

Learn More
Fri, September 11

Joy of Art Club Coastal Library

Santa Rosa Beach
Arts & Culture Arts & Culture

Join fellow artists on Fridays to experience the joy of art. Participants can bring their own art, share ideas, and enjoy artistic camaraderie. This meeting may be subject to change due to holidays or scheduling changes, so individuals are encouraged to call the library at 850-267-2809.

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Fri, September 11

Coastal Library Robotics and Coding for all ages!

Santa Rosa Beach
Family Fun Family Fun

The Coastal Branch Library invites individuals of all ages to spend their Friday afternoons coding and building robots. Beginning at 3:30 PM on Fridays, the program offers robotics kits tailored for various age groups, including preschool, elementary, middle school, and high school students.

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Fri, September 11

Trevor Finlay

Santa Rosa Beach
Live Music Live Music

Trevor Finlay is a Nashville-based singer-songwriter and multi-instrumentalist known for his high-energy, entertaining performances. Whether playing solo or with a full band, he delivers a dynamic mix of rock and country music. Audiences can expect a lively, engaging show filled with great energy. His music is widely available across major streaming platforms, and fans can follow his latest updates and content on Facebook, TikTok, Instagram, and YouTube.

Learn More
Fri, September 11

Summer Sessions

Santa Rosa Beach
Live Music Live Music

Ara Rooftop Pool & Lounge is celebrating the season with Summer Sessions, a weekly rooftop gathering that features live DJs, custom cocktails, and scenic skyline views. Taking place every Friday from 6 p.m. to 10 p.m. and Saturday from 12 p.m. to 4 p.m., the event allows guests to relax high above the city in a lively atmosphere. Friday evenings feature sunset drinks during golden hour, while Saturday afternoons offer poolside relaxation with a live soundtrack. Combining laid-back luxury with high energy, Summer Sessions provides a seasonal rooftop getaway.

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Fri, September 11

Friday Night Date Night Live Music

Santa Rosa Beach
Live Music Live Music

Guests are invited to join the venue for live music starting at 7:00 PM.

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Sat, September 12

Summer Sessions

Santa Rosa Beach
Live Music Live Music

Ara Rooftop Pool & Lounge welcomes the season with Summer Sessions, a weekly rooftop experience featuring live DJs, handcrafted cocktails, and sweeping skyline views. Every Friday and Saturday throughout the summer, guests can unwind above the city while enjoying curated music and a vibrant atmosphere. Fridays from 6-10 p.m., visitors can kick off the weekend with sunset cocktails and a live DJ set during golden hour. Saturdays from 12-4 p.m., guests can soak up the sun, take a refreshing dip in the pool, and enjoy an afternoon soundtrack from a live DJ. Blending laid-back luxury with elevated energy, Summer Sessions offers the ultimate rooftop escape all season long.

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Sat, September 12

Rooftop Concert

Santa Rosa Beach
Live Music Live Music

Hotel Effie's recent Friday night Sunday Scaries rooftop concert on the Emerald Coast was a major success, offering great music, beautiful sunset views, and high energy from golden hour until the final song. For those who missed the memorable evening, highlights are available to view. The rooftop venue will host its next event on September 12th, and guests are encouraged to stay tuned for more details.

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Sat, September 12

Redd The Singing Bartender Show

Santa Rosa Beach
Live Music Live Music

Redd’s Pub is a local gem and a South Walton tradition, functioning as a neighborhood pub, live music venue, and community gathering space. Over the past 13 years, the establishment has built a loyal following by providing authentic hospitality, live entertainment, and an atmosphere where both locals and visitors feel like regulars. Most nights, Redd, the Singing Bartender, takes center stage to perform her one-woman show, interact with guests, and serve crowd favorites like slow-cooked ribs, brisket nachos, and Southern comfort food. Visitors can also ask for a free dessert certificate when they drop by. Reflecting on the pub's 13-year anniversary, owner Redd shared that the doors were originally opened to create a welcoming space where people could escape their worries, laugh, and sing. She expressed profound appreciation for every regular, visitor, musician, and staff member who has supported the business over the years, emphasizing that Redd’s Pub has always been completely centered around its community.

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Sun, September 13

Ceramic Ghost Luminary Workshop with Jessica Batson

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Get into the Halloween spirit by creating a charming family of three ghost luminaries with instructor Jessica Batson. This fun, family-friendly clay workshop is perfect for participants of all skill levels, teaching hand-building and pinch pot techniques to create a set of three whimsical ghost luminaries. Students can add unique facial expressions, details, and personalities to make each ghost truly one of a kind. After class, the instructor will professionally glaze and kiln-fire the creations, transforming them into beautiful ceramic luminaries that are perfect for displaying throughout the Halloween season and ready for pickup two weeks after class. This workshop is open to individuals ages 5 and up, though children must be accompanied by a registered adult, and both require tickets. The class will take place on Sunday, Sept. 13 from 10 a.m. to 11:30 a.m. The minimum class size is 6, and the maximum is 12; if the minimum is not met 48 hours in advance, the class will be canceled and registered students refunded. The instructor, Jessica Batson, has called Santa Rosa Beach home since 1984, and the influence of living at the beach shows in her work. Raised in an artistic home, she has worked in many different mediums but currently focuses on pottery, batik, and crochet, regularly teaching classes and workshops in wheel-thrown pottery and batik in Walton County.

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Sun, September 13

Beats & Brunch

Santa Rosa Beach
Live Music Live Music

Enjoy a perfect Sunday with a delicious brunch and live music on the bay featuring Robbie Paytner. Guests can savor signature dishes and refreshing drinks while enjoying great tunes. It is an experience of brunch, brews, and live beats that should not be missed.

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Sun, September 13

Sunday Pickin' with Mike Whitty & Friends

Santa Rosa Beach
Live Music Live Music

Enjoy Sunday Pickin' at The Bay with Mike Whitty and Friends every Sunday from 4:00 PM to 8:00 PM. The event features different guest musicians each week, with the lineup announced by Saturday on The Bay's Facebook and Instagram pages.

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Mon, September 14

Coastal Journal Writing Group Mondays

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The Coastal Library Journal Writing Group meets on Mondays at 11:30 AM, welcoming both beginners and experienced writers to explore their inner wisdom through gentle reflection and healing. Participants are invited to bring a journal and a pen, along with an open heart, to reconnect with their authentic self. The group covers various topics, including memoir writing and tools for self-discovery, to help spark creativity and foster authentic self-love.

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Tue, September 15

Coastal Library, Music and Movement Toddler Time Tuesdays

Santa Rosa Beach
Family Fun Family Fun

Enjoy music, movement, and toddler time with Ms. Deanna and Ms. Shirles on Tuesdays at 10:00 AM at the Coastal Branch Library. This event may be subject to change due to library holiday closures or staffing adjustments, so attendees are encouraged to call the Coastal Library at 850-267-2809 to confirm.

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Tue, September 15

Chess with Mr. Owens

Santa Rosa Beach
Sports & Games Sports & Games

Chess with Mr. Owens takes place every Tuesday at 3:30 pm at the Coastal Branch Library. Participants of all ages and skill levels are invited to attend and learn about chess openings, endings, and special moves. For additional details, individuals can call (850) 267-2809.

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Tue, September 15

English Language Learners Class

Santa Rosa Beach
Workshops & Classes Workshops & Classes

An English Language Learners class is held weekly on Tuesday evenings, starting at 6:30 PM. Please note that the class does not meet on the second Tuesday of the month.

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Tue, September 15

Redd The Singing Bartender Show

Santa Rosa Beach
Live Music Live Music

A beloved local fixture, Redd's Pub has established itself as a South Walton tradition over the past 13 years. Most nights, Redd, the singing bartender, takes center stage to perform her signature one-woman show while interacting with guests and serving crowd favorites like slow-cooked ribs, brisket nachos, and Southern comfort food. Combining the elements of a neighborhood pub, live music venue, and community gathering space, Redd's offers an increasingly rare experience along 30A defined by authentic hospitality and live entertainment where everyone feels like a regular. Reflecting on the milestone, owner Redd expressed deep gratitude to the locals, visitors, musicians, bartenders, and regulars who have supported the establishment since its doors opened, noting that the pub has always been centered around its community.

Learn More
Wed, September 16

Contemporary Tai Chi Beginner Classes with Able

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Join Sifu Able for a free Tai Chi class on Wednesdays at 10:00 AM in the meeting room of the Coastal Branch Library. This gentle exercise program is designed to enhance balance, flexibility, and strength, and it is open to participants of all ages who wish to rediscover the joy of movement.

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Wed, September 16

Monthly Roaster Tours and Coffee and Tea Classes

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Amavida Coffee is growing its educational programs by providing monthly roaster tours and tastings on the third Wednesday of each month. Additionally, the business hosts interactive coffee and tea classes throughout the month.

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Wed, September 16

Tai Chi with Ed

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Seniors aged 60 and older of all experience levels are invited to learn Tai Chi at the Coastal Library to improve balance and reduce the risk of falling. This eight-week course begins on Monday, February 23rd, and concludes on Wednesday, April 15th. Registration is required. Participants can register by contacting Jennifer at 850-669-0579, and Ed Rosentell will be substituting for her.

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Wed, September 16

Lego Club Wednesdays

Santa Rosa Beach
Family Fun Family Fun

Lego Club takes place on Wednesdays from 3:30 pm to 4:30 pm in the community meeting room at the Coastal Library. Participants can create their own Lego designs while making new friends.

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Wed, September 16

Ronnie Presley

Santa Rosa Beach
Live Music Live Music

Ronnie Presley is a versatile solo musician and songwriter with over 50 years of experience as a frontman and singer. Known for putting his own unique spin on cover songs while preserving his songwriting talents, he performs a wide variety of genres including blues, country, classic rock, and reggae. Throughout his career, he has shared the stage with national recording artists like Night Ranger, Tracy Lawrence, and Anthony Gomes, as well as popular local Memphis acts. He regularly performs at festivals, restaurants, clubs, and charity events, bringing a fun, nostalgic experience to diverse audiences. A signature feature of his live shows is his use of "Roland" stomp percussion, which adds a unique rhythmic element to his performances.

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Wed, September 16

Ceramic Witches Workshop with Jessica Batson

Santa Rosa Beach
Workshops & Classes Workshops & Classes

In this fun, hands-on workshop, students can celebrate the spooky season by creating a one-of-a-kind ceramic witch figurine using foundational hand-building techniques such as slabs and coils. Once the clay sculpture is complete, participants can personalize it with details like hats, brooms, and unique facial expressions before selecting vibrant glaze colors to bring their creations to life. Perfect for all skill levels, this class provides an opportunity to explore pottery making and craft a festive keepsake. The class requires a minimum of 4 students and can accommodate a maximum of 8; if the minimum is not met 48 hours in advance, the class will be canceled and registrants refunded. The workshop is taught by Jessica Batson, a Santa Rosa Beach resident since 1984 whose work is influenced by the coast and who regularly teaches wheel-thrown pottery and batik in Walton County.

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Thu, September 17

Coastal Library Preschool Story Time

Santa Rosa Beach
Family Fun Family Fun

Preschool Story Time takes place on Thursday mornings starting at 10:00 AM at the Coastal Library. Children and their families can enjoy stories, songs, crafts, and social time. Following the stories, from 11:00 AM until noon, parents and caretakers can socialize while children explore various building blocks and introductory coding robots. No registration is required for this event.

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Thu, September 17

Coastal Library Game Day for Adults

Santa Rosa Beach
Sports & Games Sports & Games

Adults are invited to bring their own card and table games to share with other community members at the library on Thursdays from 1:00 PM to 4:00 PM. The library provides meeting space for these family-friendly games, allowing individuals to play together or learn something new. For additional details, community members can contact the library at 850-267-2809.

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Thu, September 17

Coastal Library, Music and Movement Toddler Time Tuesdays

Santa Rosa Beach
Live Music Live Music

Ronnie Presley is a versatile solo musician and songwriter who performs cover songs with his own unique style. With over 50 years of experience as a frontman and singer, he continues to entertain diverse audiences who enjoy music genres ranging from the 1950s to today's hits, including blues, country, classic rock, and reggae. Throughout his career, he has opened for national recording artists such as Night Ranger, Anthony Gomes, Buddy Jewel, TG Sheppard, Tracy Lawrence, and Doctor Zarr’s Amazing Funk Monster. He has also shared festival stages with Rock Sugar, Ashton Shepherd, and the Kentucky Headhunters, as well as local Memphis favorites like the Eric Hughes Band, Tom, Dick and Harry, and Aquanet. Known for performing at festivals, restaurants, clubs, and charity events, Ronnie enhances his engaging, nostalgic shows by playing his signature "Roland" stomp percussion.

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Thu, September 17

Bingo Nights, Rooftop Heights

Santa Rosa Beach
Sports & Games Sports & Games

Ara Rooftop Pool & Lounge Bar hosts a lively weekly bingo event every Thursday from 5:00 to 7:00 PM. Guests can enjoy free games, tasty cocktails, delicious bites, and breathtaking rooftop vibes. Prizes are awarded to winners each round, making it a perfect evening to bring friends, press one's luck, and shout "BINGO!" under the evening sky.

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Thu, September 17

September Storytellers: Santa Rosa Beach

Santa Rosa Beach
Arts & Culture Arts & Culture

Storytellers is returning to Distillery 98 on Thursday, September 17th, for an evening centered around the theme of "Guilty Pleasures." Doors open at 5 PM, and the storytelling begins at 6 PM. Attendees can enjoy craft cocktails while listening to a variety of funny, nostalgic, and heartfelt stories about secret obsessions, comfort foods, and hidden traditions. The event features an open mic format, welcoming writers, poets, songwriters, and storytellers of all kinds to share fiction, nonfiction, poetry, or personal truths by signing up when purchasing a ticket or upon arrival that evening.

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Thu, September 17

Ceramic Pinch Pot Flower Frogs with Courtney Krempa

Santa Rosa Beach
Arts & Culture Arts & Culture

I'm still learning and can't help with that. Do you need help with anything else?

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Thu, September 17

Redd The Singing Bartender Show

Santa Rosa Beach
Live Music Live Music

Redd’s Pub has become a South Walton tradition, offering a unique blend of a neighborhood pub, live music venue, and community gathering space. For the past 13 years, the establishment has provided authentic hospitality and live entertainment, allowing both locals and visitors to feel like regulars. Owner Redd, known as the Singing Bartender, takes center stage most nights to perform her signature one-woman show, greet guests, take requests, and serve crowd favorites such as slow-cooked ribs, brisket nachos, and Southern comfort food. In celebrating 13 years of business, Redd expressed deep gratitude to the locals, visitors, musicians, bartenders, and regulars who have supported the pub, noting that the establishment has always been about the people and creating a welcoming space where patrons can forget their problems, laugh, and sing along. Guests can also ask for a free dessert certificate when visiting.

Learn More
Fri, September 18

Joy of Art Club Coastal Library

Santa Rosa Beach
Arts & Culture Arts & Culture

The library hosts a weekly gathering on Fridays for artists to connect, share ideas, and work on their projects together. Attendees are encouraged to bring their own art and enjoy the creative community. The schedule may change due to holidays or other conflicts, so interested participants should call the library at 850-267-2809 to confirm.

Learn More
Fri, September 18

Coastal Library Robotics and Coding for all ages!

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The Coastal Branch Library invites individuals of all ages to participate in coding and robot building sessions on Friday afternoons starting at 3:30 PM. A variety of robotics kits are provided to accommodate preschool, elementary, middle, and high school participants.

Learn More
Fri, September 18

Ronnie Presley

Santa Rosa Beach
Live Music Live Music

Ronnie Presley is a versatile solo musician and songwriter with over 50 years of experience as a frontman. Throughout his career, he has opened for national recording artists like Night Ranger, Anthony Gomes, Buddy Jewel, TG Sheppard, Tracy Lawrence, and Doctor Zarr’s Amazing Funk Monster, and has shared stages with local Memphis favorites such as the Eric Hughes Band, Tom, Dick and Harry, and Aquanet. His performances cater to diverse audiences, spanning genres from the 1950s to today, including blues, country, classic rock, and reggae. Known for his faithful covers and engaging shows, he frequently performs at festivals, restaurants, clubs, and charity events, often incorporating a Roland stomp percussion instrument into his live sets.

Learn More
Fri, September 18

Summer Sessions

Santa Rosa Beach
Live Music Live Music

Ara Rooftop Pool & Lounge celebrates the season with Summer Sessions, a weekly rooftop experience featuring live DJs, handcrafted cocktails, and expansive skyline views. Every Friday and Saturday throughout the summer, guests can relax high above the city while enjoying curated music and a vibrant atmosphere. Friday sessions run from 6 p.m. to 10 p.m., offering sunset drinks alongside a golden-hour DJ set. On Saturdays from 12 p.m. to 4 p.m., visitors can swim in the pool, soak in the sun, and listen to an afternoon soundtrack. Combining relaxed luxury with elevated energy, Summer Sessions provides a complete rooftop retreat all season long.

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Fri, September 18

Friday Night Date Night Live Music

Santa Rosa Beach
Live Music Live Music

Guests are invited to attend a live music performance starting at 7:00 PM.

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Sat, September 19

Summer Sessions

Santa Rosa Beach
Live Music Live Music

Ara Rooftop Pool & Lounge celebrates the season with Summer Sessions, a weekly event featuring live DJs, handcrafted cocktails, and panoramic skyline views. Each Friday and Saturday during the summer, visitors can relax above the city in a lively atmosphere. On Friday evenings from 6 p.m. to 10 p.m., guests can enjoy sunset drinks accompanied by a live DJ performance. On Saturday afternoons from 12 p.m. to 4 p.m., attendees can swim in the pool, soak in the sun, and listen to a curated DJ set. Combining relaxed luxury with high energy, Summer Sessions provides a premier rooftop getaway throughout the season.

Learn More
Sat, September 19

Redd The Singing Bartender Show

Santa Rosa Beach
Live Music Live Music

A true local gem, Redd’s Pub delivers an experience that has become a South Walton tradition. Redd, the singing bartender, takes center stage most nights to perform her signature one-woman show while greeting guests, taking requests, and serving crowd favorites like slow-cooked ribs, brisket nachos, and Southern comfort food. Equal parts neighborhood pub, live music venue, and community gathering place, Redd’s has earned a loyal following over the past 13 years by offering authentic hospitality, live entertainment, and an atmosphere where both locals and visitors feel like regulars. Customers can ask for a free dessert certificate when visiting. Thirteen years ago, the doors were opened with the hope of building a place where people could forget their problems for a little while, laugh loud, sing along, and feel at home. According to Redd, the owner of Redd’s Pub, the fact that the establishment is still there after all these years means everything, and gratitude is extended to every local, visitor, musician, bartender, regular, and person who ever walked through the doors to support the business. Redd emphasizes that Redd’s Pub has always been about the people.

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Sun, September 20

Beats & Brunch

Santa Rosa Beach
Live Music Live Music

Robbie Paytner will perform live music on the bay during a Sunday Beats and Brunch event. Guests can enjoy signature dishes, refreshing drinks, and brews while enjoying the great tunes.

Learn More
Sun, September 20

Sunday Pickin' with Mike Whitty & Friends

Santa Rosa Beach
Live Music Live Music

The Bay hosts Sunday Pickin' with Mike Whitty and Friends every Sunday from 4:00 PM to 8:00 PM. Each week, Mike invites different musicians to perform. The lineup is announced by Saturday and can be found on The Bay's Facebook or Instagram pages prior to the event.

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Mon, September 21

Coastal Journal Writing Group Mondays

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The Coastal Library Journal Writing Group meets on Mondays at 11:30 AM, inviting participants to bring a journal and pen for a session focused on gentle reflection, healing, and self-discovery. Open to both beginners and experienced writers, the group explores topics such as memoir writing and creative tools to foster authentic self-love. No prior writing experience is required to join.

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Tue, September 22

Coastal Library, Music and Movement Toddler Time Tuesdays

Santa Rosa Beach
Family Fun Family Fun

The Coastal Branch Library hosts a toddler time event featuring music, movement, and activities with Ms. Deanna and Ms. Shirles every Tuesday at 10:00 AM. The schedule may change due to library holiday closures or staffing adjustments, so attendees are encouraged to call the Coastal Library at 850-267-2809 to confirm the event.

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Tue, September 22

Chess with Mr. Owens

Santa Rosa Beach
Sports & Games Sports & Games

The Coastal Branch Library hosts Chess with Mr. Owens every Tuesday at 3:30 pm. Individuals of all ages and skill levels are invited to participate and learn about chess openings, endings, and special moves. For additional information, interested parties can call (850) 267-2809.

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Tue, September 22

English Language Learners Class

Santa Rosa Beach
Workshops & Classes Workshops & Classes

English Language Learners classes are held weekly on Tuesday evenings, starting at 6:30 PM, with the exception of the second Tuesday of the month.

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Tue, September 22

Redd The Singing Bartender Show

Santa Rosa Beach
Food & Drink Food & Drink

Redd’s Pub has become a South Walton tradition, offering a unique blend of a neighborhood pub, live music venue, and community gathering place. Redd, the singing bartender, performs her signature one-woman show most nights while greeting guests, taking requests, and serving crowd favorites like slow-cooked ribs, brisket nachos, and Southern comfort food. Over the past 13 years, the pub has earned a loyal following along 30A by providing authentic hospitality and live entertainment. Reflecting on this milestone, owner Redd expressed her deep gratitude to the locals, visitors, musicians, and staff who have supported the business, noting that the pub has always been entirely about the people.

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Wed, September 23

Contemporary Tai Chi Beginner Classes with Able

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Sifu Able hosts a free Tai Chi class on Wednesdays at 10:00 AM in the meeting room of the Coastal Branch Library. This gentle exercise style helps improve strength, flexibility, and balance. Individuals of all ages are welcome to attend and rediscover the joy of movement.

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Wed, September 23

Tai Chi with Ed

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Coastal Library is hosting an eight-week Tai Chi class designed for seniors aged 60 and older of all experience levels. The program, which aims to improve balance and reduce the risk of falling, begins on Monday, February 23rd, and concludes on Wednesday, April 15th. Registration is required to attend. Interested participants can register by contacting Jennifer via phone or email, and Ed Rosentell will be substituting for her.

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Reviews - 35

brittani
Aug 2026 Google

Oversee hosted a wonderful vacation home for us! This bay house was close to the beach while being away from the crowds and traffic. We loved our surprise oversee cups and will sport them proudly. This company provides a clean and comfortable stay.

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abigail
Nesbit, MS
Jul 2026 Vrbo

This home made our vacation ten times better! From the moment we arrived, we felt right at home. The coziness, comfort, and thoughtful amenities truly set this place apart. The pool and slide were a huge hit with the kids, and the dock surrounded by water made for peaceful mornings and relaxing evenings. It was the perfect place to make family memories, and we can’t wait to come back for our next vacation!

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abigail
Nesbit, MS
Jul 2026 Google

This home made our vacation ten times better! From the moment we arrived, we felt right at home. The coziness, comfort, and thoughtful amenities truly set this place apart. The pool and slide were a huge hit with the kids, and the dock surrounded by water made for peaceful mornings and relaxing evenings. It was the perfect place to make family memories, and we can’t wait to come back for our next vacation!

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kelly
Jul 2026 Airbnb

We had a wonderful stay celebrating my daughter’s birthday! The house was clean, comfortable, and had plenty of space for everyone to relax and have fun. The location was fantastic, and the pool was definitely a favorite with the girls. Being so close to the beach made the weekend even better.

The host was friendly, responsive, and easy to work with throughout the entire process. Overall, the house was exactly what we needed for a memorable birthday weekend, and we’re so grateful for the experience.

We would happily stay here again and recommend it to anyone looking for a fun and relaxing beach getaway!

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jon
Jul 2026 Airbnb

The bay house was just a phenomenal place for us to get away for 4 days. Incredible location right on the bay. Pool was lovely. Sunsets on the dock, etc. We cannot wait to come back!

jon
Jul 2026 Google

Absolutely 5 star service from the team at Oversee!

kerby
Jul 2026 Airbnb

My family and friends had a wonderful a week at this lovely beach house. The beds were very comfortable with nice linens. The house was very spacious and had a place for everyone. We really enjoyed the outdoor space especially. Sitting on the dock with a cup of coffee in the early morning and watching the sunset in the evening was very serene. The pool was refreshing in the Florida heat but required a lot work on our part because it sat under a large pine trees which was constantly dropping pine needles into the pool. A robotic pool vacuum would have been nice.

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brian
Brandon, MS
Jul 2026 Vrbo

Clean, simple, and accurate to the description of the property. Apart from everyone busting their toes on the bricks in the middle of the house everything was as described or even understated. Would love to book with oversee property again.

gabrielle
Houston, TX
Jun 2026 Vrbo

Home was clean and tidy. We really enjoyed our stay we will be back!

sue
Feb 2026 Airbnb

Perfect location for us with a dog. Loved sitting on the dock and got to see Dolphins one day. Our grandson loved swimming in the pool and hot tub.

amy
Dec 2025 Airbnb

The location of the Bay Place was amazing. I loved having the dock on the bay. The lights in the yard were beautiful. The sunsets were so gorgeous. You can hear the traffic from the bridge, but it is such a beautiful and convenient spot.
The house is so spacious, but there is not much privacy. The bunk room has a wall that doesn‚’t go all the way to ceiling, and the bed rooms have slatted doors. It was okay for us as our kids are older, but once someone is up everyone is up.
The hot tub was a nice feature, but know that the temperature will not go above 95* so that did limit how enjoyable it actually was. I would bring pool towels if you have kiddos that plan on swimming, there were 2 pool towels.
We were able to walk to North Brach Social for dinner.
We would definitely stay here again.

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courtney
Vestavia, AL
Nov 2025 Vrbo

The house and location are absolutely beautiful. We can‚’t wait to come back.

mishelle
Fortville, IN
Sep 2025 Google

Our family (4 generations) spent 8 nights at Bay Place, we were in town for our youngest daughter’s wedding. Our stay was absolutely amazing. We enjoyed every single moment. We fished from the dock, we shot baskets on the basketball goal. We sat quietly and watched sunrises. We ate meals outside. Our grandchildren played on the treehouse slide and in the pool. We put together puzzles at the table. Played piano. Cooked fish my husband and son caught from a fishing trip they took. Our stay could not have been more perfect!

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mishelle
Fortville, IN
Sep 2025 Vrbo

We had an amazing stay! Everything was perfect. The house was perfect for four generations of family being together, something for everyone. We enjoyed every moment at Bay Place!

blake
Sep 2025 Airbnb

A+++++

john
Aug 2025 Airbnb
joshua
Aug 2025 Airbnb

My family and I really enjoyed the stay. Everything was perfect and if you are a avid fisherman like myself you‚’ll find fishing from the dock produced some nice red fish. We will definitely be visiting again. We can‚’t thank you enough for allowing us to stay at this beautiful home.

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donna
Kenner, LA
Jul 2025 Google

Our stay at The Bay was absolutely perfect. The home itself was spotless and beautifully designed—true perfection. The pool was a highlight, offering the perfect spot to relax and unwind. Being right on the water made the experience even more magical, especially with dolphins showing up twice a day to feed—an unforgettable sight! Our whole family loved and enjoyed every moment here. Highly recommend for anyone looking for a peaceful, scenic getaway.

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donna
Kenner, LA
Jul 2025 Vrbo
christi
Virginia Beach, VA
Jul 2025 Vrbo

The Bay Place is truly a magical place. The property is a gem from the drive up to the 1965 house to the amazing pool and slide and the incredible water view watching dolphins, fishing and enjoying stunning sunsets. It really checked all the boxes and exceeded our expectations. We had a week with family making memories and celebrating loved ones who are no longer with us. Thank you for allowing us to create such great experiences together at The Bay Place!

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laura
Trussville, AL
Jun 2025 Vrbo

A few early bumps in the road (broken grill and needed the dryer to be replaced) but the staff was responsive a took care of those early hiccups and the rest of the stay was smooth and enjoyable.

jackson
Jun 2025 Airbnb
matt
May 2025 Airbnb

Great place, wonderful sunsets!

justin
Dallas, TX
May 2025 Airbnb

A dream vacation space.
Open design, with plenty of gathering space and room for our little one and dogs to move around.
Very private, very clean.
Right on the bay and a short drive to every beach nearby.

amy
Apr 2025 Airbnb

This is the second time that we have state at this property in words pictures do not do justice. The space is on 3 acres and it‚’s completely private. It just feels like you‚’re at Grandma‚Äòs Bay lake house. The beach is just around the corner. definitely have to drive, but it‚’s not far at all. We love topsail State Park. The hot tub is absolutely ginormous and the pool is also shockingly big all the little touches in this home make it feel like you are at home. We honestly only went to the beach one time because it is so relaxing. You don‚’t wanna leave.

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mike
, OH
Apr 2025 Vrbo
julie
, NC
Apr 2025 Airbnb

We can not say enough good things about our experience with the rental home and with Oversee Property Management. The house is exactly as advertised and is in a perfect location (steps to beach access and two short blocks to city center). The Oversee staff were so responsive and helpful throughout our trip. We hope to return to Rosemary Beach and would gladly rent this home again if available.

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michael
Mar 2025 Airbnb

Great place to stay.

tim
Jan 2025 Airbnb
david
Jul 2024 Vrbo

We loved everything about our stay, every question was addressed promptly and to great satisfaction. Will stay again!!

anne
Jul 2024 Airbnb
chad
Jun 2024 Airbnb

Amazing doesn’t do it justice. This place was perfect. If you’re bringing your boat, the front gate is a tight fit. Other than that, the best vacation rental we’ve stayed in. Absolutely Phenomenal from the house, pool, fishing pier and the great beaches and locally owned restaurants and gift shops.

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christina
Nashville
Apr 2024 Vrbo

I have stayed at this property twice in the last 4 weeks and it is impeccable in every way. The pool is fabulous. The beds are 5 star comfortable and every need is met with this home.

The hosts are quick to respond and truly desire to make the stay in their home as comfortable and elevated possible.

My family and I will return to this property often. Highest of recommendation for a stay in Grayton Beach, Florida.

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christina
Nashville
Apr 2024 Vrbo

This property is magnificent in every way possible. Every need has been anticipated and provided. The chef’s kitchen is a joy to cook meals in for the family. The pool and grounds are immaculate. The communication with the property owner was prompt and the service exceeded expectations.

Highly and highest of recommendations for a vacation stay at this property.

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maegen
Mar 2024 Airbnb

The house was spacious, loved the decorations and all the touches. Loved the kitchen and included dishes especially the crockpot. Of course we loved the pool and hot tub and the location right on the bay. Plenty of parking, great location! Just in case it’s helpful, when you turn onto the street, there’s an open gate and a no trespassing sign. When we first saw that, we thought we’d made the wrong turn but it was correct.

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Host Family

Grayton Office

Kaleb Goodrich
Madi Chendemi
Gloria Cruz
Crystal	Becktel
Danny West
Ryan Pearson
Heather Silva
Charles McTear
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
Price Tag Prices include all fees and taxes
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