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Guests are invited to the Alys Beach Amphitheatre for a morning focused on wellness and fall fashion with Alo. The event begins at 8:30 AM with a seasonal Pumpkin Spice Cold Brew provided by Fonville Press, followed by a 45-minute mat Pilates session led by Kelli Bohn at 9:00 AM. At 9:50 AM, Alo will showcase a fashion and styling presentation featuring activewear, studio essentials, and fall layers, with an opportunity for guests to shop the collection afterward. Attendees must bring their own mats, and the schedule is subject to change or cancellation due to weather.

Participants are invited to join fellow artists on Fridays to experience the joy of art. Attendees can bring their own artwork, share creative ideas, and participate in artistic camaraderie. Meetings may be subject to change due to holidays or scheduling updates, and interested individuals can contact the library at 850-267-2809 for more information.

Attendees can catch TJ and Brad live from 9:30 a.m. to 12:30 p.m.

People of all ages are invited to spend Friday afternoons coding and building robots using a variety of available kits, starting at 3:30 p.m. every Friday. Robotic kits are provided for all age groups, including preschool, elementary, middle school, and high school students, at the Coastal Branch Library.

Emily Bass will perform live from 4:00 PM to 7:00 PM.

Harrison Prentice will perform live from 4:00 PM to 7:00 PM.

Guests can enjoy a live musical performance by Bryan Bludworth every Friday afternoon at 4 PM, perfectly timed for Happy Hour. The event features great music, refreshing drinks, and a vibrant beach atmosphere, providing a wonderful setting to kick off the weekend with friends.

Chris Johnson is a vocalist and musician hailing from Memphis, Tennessee, who has been singing since the age of eleven. Drawing inspiration from his hometown's rich blues culture, he began his music career busking on local sidewalks before performing in major shows across Houston. Now based along the Gulf Coast, he aims to further advance his career while also performing with his band, Thin Red Line, bringing powerful vocals and an engaging atmosphere to his audiences.

Guests are invited to enjoy live music by the lake from 5:00 PM to 9:00 PM.

Guests can participate in face painting hosted by Katlyn of Uniquely Clever. Additional fees apply for the activity, but advance registration is not required.

Attendees can enjoy a live performance by The Red Bar Jazz Band taking place from 5:30 pm to 9:00 pm.

Teens are invited to join the Chess Club every Friday from 6:00 PM to 7:00 PM. Participants can bring a friend or play against new opponents, and beginners are welcome to learn from local Chess Master Dan Owens.

DJ Dan will be spinning popular hits at the Ultimate Family Dance Party, offering a high-energy evening of dancing and family-friendly entertainment. Attendees are encouraged to bring their entire family to enjoy the vibrant event and light up the dance floor.

Clear kayak rentals featuring illuminated bottoms are available for all ages at the WaterColor Boathouse in 30A. This unique experience offers family-friendly entertainment with evening time slots scheduled for 6 PM, 7 PM, 8 PM, and 9 PM. Reservations and additional details can be accessed through the Glow Paddle 30A website.

Ara Rooftop Pool & Lounge hosts Summer Sessions throughout the season, offering a weekly rooftop event complete with live DJ performances, custom cocktails, and panoramic skyline views. Each Friday and Saturday during the summer months, visitors can relax high above the city in a lively setting. Friday evenings feature golden hour drinks and music from 6:00 p.m. to 10:00 p.m., while Saturday afternoons from 12:00 p.m. to 4:00 p.m. allow guests to swim and enjoy live music in the sun. Combining casual luxury with an upbeat atmosphere, this event provides a seasonal rooftop getaway.

Weston Hine will perform live from 6:00 to 9:30 PM.

North Beach Social hosts Super Good Trivia from 6:00 PM to 8:00 PM for an evening featuring trivia, music, and prizes. Guests can compete individually or as a team across four rounds of questions covering various genres, with bonus points awarded for identifying the musical artists played between rounds. After the fourth round, teams can choose to play it safe or wager their points on a final question to determine the top winner. Prizes include a $50 gift card for first place, a $25 gift card for second place, and a complimentary appetizer or well drink for third place.

Attendees can enjoy a live performance by Cadillac Willy from 6:00 to 9:00 PM.

30Avenue features a live music lineup throughout October. Guests are invited to gather on the Green to enjoy live performances, good food, and great music all month long.

Guests are invited to enjoy live music starting at 7:00 PM.

Brian and Brittney Kelley are bringing back their concert series at the Tribe Kelley Surf Post in Grayton Beach, Florida. The acoustic performances featuring Brian Kelley and his band offer a unique experience each night with no fixed set lists, time limits, or creative constraints, showcasing fan favorites, covers, and unreleased tracks. Attendees can enjoy live music, crafted cocktails, and a welcoming atmosphere under the stars, gaining an intimate look into Kelley's creative process as the Surf Post Sessions return in 2026.

Guests can enjoy a live Dueling Pianos performance from 7:00 PM to 10:30 PM.

Attendees can enjoy a live performance by Rhino Jockeys and Matt Miller from 7:00 PM to 10:00 PM.

DJ Vladi performs every Friday night from 9:00 PM to 1:00 AM.

Guests can enjoy a live DJ performance starting at 9:00 pm.

Grand Boulevard is hosting a family-friendly Fall Festival and Farmer’s Market on Saturday, October 10, from 9 AM to 2 PM at North Park. The event will feature over 40 artisan vendors and local growers offering produce, crafts, art, apparel, jewelry, and unique seasonal items. Attendees can enjoy activities such as pumpkin decorating with the Greenthumb Garden Club, face painting, cotton candy from Hello Sugar, wagon rides, and a live cooking demonstration from Perla Baking Co. Additionally, live musical performances by The Wildlife Specials will take place in Grand Park from 10 AM to 1 PM.

The Seaside Farmers Market takes place rain or shine in the Seaside Amphitheater, located adjacent to Airstream Row, local shops, and dining spots. Operating Saturdays from 9 AM to 1 PM, with additional Tuesday hours from June through July 30, the market brings together local growers and craftspeople offering healthy, environmentally conscious goods. Visitors can explore fresh produce, artisan cheeses, specialty breads, cooking demonstrations, and seed exchanges, alongside educational opportunities focused on sustainable food preparation and gardening. Beyond the weekly market, the community offers a variety of year-round, family-friendly events, including outdoor movies, morning yoga, children's theater, concerts, and holiday celebrations.

Locals and snowbirds can receive a 20% discount on classes during the monthly local's weekend, which takes place on the second Saturday and Sunday of every month. Interested participants may call 850-231-0544 to book a class.

Attendees can catch a live performance by Jared Herzog from 9:30 a.m. to 12:30 p.m.

Every Saturday from 10:00 AM to 12:00 PM, individuals of all ages are invited to participate in a different art or craft activity at the library. Registration is not required, and interested participants may call the library to learn about the specific craft scheduled for each week.

Guests are invited to enjoy live brunch music from 10:00 AM to 2:00 PM.

The 11th Annual Bloody Mary Festival will take place at The Market Shops on Saturday, October 10, from 11 a.m. to 2 p.m., benefiting Habitat for Humanity – Walton County. Attendees can enjoy unlimited samples of creative Bloody Marys crafted with Distillery 98’s Half Shell Vodka, along with live music, a DJ, craft beer, prosecco, food, shopping, a photo booth, and SEC football broadcasts on the big screen. Admission is free for children ages 14 and under, while all other guests must purchase a ticket. Purchasing pre-sale tickets in advance is recommended, as tickets will not be sold at the door if the event sells out.

Guests can enjoy college football games broadcast on a 25-foot Jumbotron, with featured matchups posted by Wednesday of each week. Additional top games are shown on televisions located under the covered pavilion. Furthermore, 10 other TVs across the property offer game coverage upon request on a first-come, first-served basis by asking a bartender or cashier to notify a manager.

Attendees are invited to join the University of Georgia for a football event.

Sports fans can catch NCAA and NFL action, along with select Monday and Thursday night games, on the waterfront Jumbotron at Marina Bar & Grill, located at Baytowne Marina within Sandestin Golf & Beach Resort. The venue features food and drink specials throughout the season, with sound played for the main matchup and additional games broadcast on indoor televisions. Seating is available on a first-come, first-served basis, and programming may depend on weather and broadcast availability. Guests can check the venue's Facebook page for updates on which games will be shown on the main screen.

Guests can catch every big play alongside a bay breeze at Marina Bar & Grill, where NCAA Saturdays, NFL Sundays, and select Monday and Thursday night games are streamed on the waterfront Jumbotron. Food and drink specials are offered all season long, with audio featured for the main matchup and additional games shown on interior televisions. Seating is available on a first-come, first-served basis, so early arrival is recommended as weather and broadcast availability may impact schedule programming. Visitors are invited to join the fun at Marina Bar & Grill at Baytowne Marina in Sandestin Golf & Beach Resort to enjoy a game day by the bay, and they can follow the venue on Facebook to see which games will be broadcast on the big screen.

Beach House at Sandestin offers a coastal football viewing experience throughout the season, broadcasting college games on Saturdays alongside NFL matchups on Sundays, Mondays, and Thursdays. Visitors and locals alike can gather to enjoy game-day food and drink specials paired with scenic views of the Gulf, making it an ideal destination for sports fans to relax and watch the action by the beach.

Ara Rooftop Pool & Lounge celebrates the summer season by hosting weekly Summer Sessions events, which showcase live DJs, handcrafted cocktails, and expansive skyline views. Visitors are invited to relax high above the city on Friday and Saturday gatherings held throughout the summer. On Friday evenings from 6:00 p.m. to 10:00 p.m., attendees can start their weekend with sunset drinks alongside live music. On Saturdays from 12:00 p.m. to 4:00 p.m., guests are able to swim, sunbathe, and enjoy afternoon music sets. Combining relaxed luxury with a dynamic atmosphere, these rooftop gatherings provide a refreshing seasonal escape.

Participants are invited to challenge their strategic thinking during Saturday chess sessions held every week from 2:00 to 4:30 PM. Suitable for both experienced players and beginners, the event offers an opportunity to sharpen skills and enjoy friendly matches.

Duncan Crittenden will be performing live from 4:00 PM to 7:00 PM.

Dragons Love Tacos follows the story of a boy and his dog who discover the rules and unexpected outcomes of feeding dragons. This family-friendly production, performed by seven actors from the Emerald Coast Theatre Company, takes place on Saturdays from September 19 through October 17 at 5 PM at the Seaside Amphitheater. The event is free to the public, courtesy of the Arts & Entertainment fee collected by the Merchants of Seaside.

Guests are invited to attend Live Music by the Lake from 5:00 PM to 9:00 PM.

Attendees can enjoy a live performance by The Red Bar Jazz Band from 5:30 pm to 9:00 pm.

Jared Herzog will be performing live from 6:00 to 9:30 PM.

Glow Paddle 30A offers clear kayak rentals with illuminated bottoms at the WaterColor Boathouse on 30A. Suitable for guests of all ages, this unique experience provides memorable family entertainment. Rental time slots are available at 6 PM, 7 PM, 8 PM, and 9 PM, with bookings and additional details accessible through the Glow Paddle 30A website.

Attendees can catch a live performance by Timmy Hood from 6:00 PM to 9:00 PM.

Visitors can enjoy a vibrant lineup of live music throughout October at 30Avenue. Guests are invited to gather on the Green all month long to experience great performances, excellent food, and memorable October evenings.

A local favorite in South Walton, Redd’s Pub offers a unique blend of authentic hospitality, live music, and Southern comfort food such as slow-cooked ribs and brisket nachos. Over the past 13 years, the establishment has become a beloved community gathering place where visitors can enjoy live entertainment by Redd, the Singing Bartender, who performs a signature one-woman show while welcoming guests and taking requests. The owner created the pub as a welcoming haven where people can relax, laugh, and sing along, expressing deep gratitude to all the locals, visitors, and staff who have supported the business throughout the years.

Brian and Brittney Kelley are bringing back the concert series at the Tribe Kelley Surf Post in Grayton Beach, Florida. Free from set lists, time limits, or creative restrictions, Brian Kelley and his band take the stage to perform intimate acoustic renditions of fan favorites, covers, and unreleased songs. Each show offers attendees a unique look into Brian's creative process and personality as he brings his music to life. Guests can enjoy music, sip crafted cocktails, and meet new friends under the stars of Grayton as the Surf Post Sessions make their return in 2026.

Guests can enjoy a live Dueling Pianos performance from 7:00 PM to 10:30 PM.

Dion Jones & The Neon Tears will be performing a live show from 7:00 PM to 10:00 PM.

Guests can enjoy a live DJ performance starting at 9:00 pm.

The 30A Farmers Market takes place throughout the year every Sunday between 9 AM and 1 PM. It is hosted at 28 N. Barrett Square in Rosemary Beach, Florida.

Attendees can catch a live performance by Jordan Chase from 9:30 a.m. to 12:30 p.m.

Guests are invited to attend brunch between 10 AM and 3 PM.

Attendees can enjoy a live performance by Steenos and John Reinlie from 10:00 AM to 3:00 PM.

Guests are invited to spend a Sunday enjoying a delicious brunch accompanied by live music on the bay performed by Robbie Paytner. The event features signature dishes, refreshing beverages, and live tunes for a complete brunch and music experience.

Sports fans can watch NCAA and NFL games, including select Monday and Thursday night matchups, on the waterfront Jumbotron at Marina Bar & Grill, located at Baytowne Marina within Sandestin Golf & Beach Resort. The venue offers food and drink specials throughout the season, with main game audio enabled and additional televisions indoors. Seating is available on a first-come, first-served basis, and programming may vary depending on weather or broadcast availability. Guests can follow their Facebook page to see which games will be shown on the big screen.

Guests are invited to attend NFL Sunday Ticket starting at 11:00 AM.

Guests can join for brunch from 11:00 a.m. to 4:00 p.m.

Guests can enjoy major sports action alongside a bay breeze at the Marina Bar & Grill, where NCAA Saturdays, NFL Sundays, and select Monday and Thursday night games are streamed on a waterfront Jumbotron. Food and drink specials are available throughout the season, with sound playing for featured matchups and extra games broadcast on indoor televisions. Seating is available on a first-come, first-served basis, and programming depends on weather and broadcast availability. Located at the Baytowne Marina within the Sandestin Golf & Beach Resort, the venue invites visitors to experience game day by the bay, with game schedules posted on their Facebook page.

Beach House at Sandestin offers a beachfront game-day experience throughout the football season. Visitors can watch college football games on Saturdays and NFL matchups on Sundays, Mondays, and Thursdays while enjoying a selection of food and drink specials. Whether guests are visiting for the weekend or live locally, Beach House provides a scenic spot along the Gulf to gather, relax, and watch the games.

The Big Chill hosts NFL watch parties every Sunday throughout the football season. Guests can catch live game action on a 25-foot Jumbotron while enjoying food options from several eateries alongside full-service bars. Offering a fan-friendly atmosphere with outdoor viewing, it serves as a destination for fans to follow their favorite teams and track fantasy lineups.

Guests can enjoy Sunday Funday at AJ's Grayton Beach every Sunday, featuring Sunday brunch, live music, and local entertainment. The musical lineup includes a performance by the Christon Birge Duo at 12:00 PM, followed by The Picked Pickers at 5:00 PM.

Audiences can watch the Killer Robot Army perform live from 1:00 PM to 4:00 PM.

During the annual Watersound Origins Porchfest, front porches are transformed into stages as neighbors and visitors gather together. Guests can enjoy an afternoon of live musical performances held on the porches and lawns throughout the Watersound Origins community, along with food trucks and lawn games.

Sunday Pickin' at The Bay featuring Mike Whitty and Friends takes place every Sunday from 4:00 PM to 8:00 PM. Mike Whitty invites a new roster of musicians to perform each week. The lineup is announced by Saturday on The Bay's Facebook and Instagram pages so guests can check for details prior to the event.

Duncan Crittenden will perform live from 4:00 PM to 7:00 PM.

Ovide hosts Sunday Supper every Sunday evening from 5:00 PM to 9:00 PM. Guests are invited to gather and enjoy a southern tradition with loved ones over a meal featuring crispy skillet fried chicken, mashed golden potatoes, black pepper gravy, country ham braised pole beans, an Effie biscuit, and a slice of house-made banana cream pie. The meal costs $36 per person, excluding tax and gratuity, and includes complimentary valet parking.

Guests are invited to enjoy live music by the lake from 5:00 PM to 9:00 PM.

AJ's Grayton Beach hosts Sunday Funday every week, featuring Sunday brunch, live music, and entertainment in Grayton Beach. The musical lineup includes a performance by the Christon Birge Duo at 12:00 PM, followed by The Picked Pickers at 5:00 PM.

Glow Paddle 30A offers clear kayak rentals equipped with underwater lights, located at the WaterColor Boathouse in 30A. Suitable for all ages, this unique experience promises unforgettable family fun. Evening time slots are available at 6 PM, 7 PM, 8 PM, and 9 PM, and bookings along with additional details can be found on the Glow Paddle 30A website.

Sax will perform live from 6:00 PM to 9:00 PM.

30Avenue is featuring a full lineup of live music throughout the month of October. Guests are invited to gather on the Green to enjoy performances, great food, and vibrant evenings all month long.

Guests are invited to experience an adventure filled with magic, music, and excitement featuring Captain Davy, who will perform two live stage magic shows at 7:00 PM and 8:00 PM. Schedule details are subject to change, and the most current information can be found on the Village of Baytowne Wharf website.

Registration has opened for Tom Glavine's Field of Dreams Golf Outing, taking place at Camp Creek Golf Course on Monday, October 12. As a premier charity golf event on the Emerald Coast, the tournament brings together community leaders, local businesses, and golf enthusiasts to support SEASIDE SCHOOL students and programs. Interested participants can join by registering a team, becoming a sponsor, or entering the Golf Ball Drop, with all proceeds funding educational opportunities for students. Sponsorship inquiries can be directed to Callie Cox via email at coxc@seasideschools.net.

The Saint Rita Council in Santa Rosa Beach, Florida, is hosting the 2nd Annual Knights of Columbus Charity Golf Tournament at The Links of Sandestin. Golfers of all skill levels are invited to participate in the event, with all proceeds raised going to support local charities and strengthen the community.

Attendees can catch a live performance by Otha Allen Jr. from 9:30 a.m. to 12:30 p.m.

Registration is officially open for the 2026 Tom Glavine's Field of Dreams Golf Outing, taking place on Monday, October 12, 2026, at the Camp Creek Golf Course. Recognized as a premier charity golf event along the Emerald Coast, the tournament brings together business leaders, community partners, and golf enthusiasts to support the students and educational programs at Seaside School. Participants can look forward to a day of championship golf, fine food, exciting contests, networking opportunities, premium player gifts, and a Golf Ball Drop. Team registrations and various sponsorship opportunities are currently available for those looking to participate or contribute.

Visitors can enjoy live sports broadcasts, including NCAA games on Saturdays, NFL games on Sundays, and select Monday and Thursday night matchups, on the waterfront Jumbotron at Marina Bar & Grill, located at Baytowne Marina in Sandestin Golf & Beach Resort. Food and beverage specials are featured throughout the season. Audio is enabled for the main featured matchup, while extra games can be viewed on indoor televisions. Seating is available on a first-come, first-served basis, and broadcasts are subject to weather and availability. Updates regarding featured games are posted on the venue's Facebook page.

The Coastal Library Journal Writing Group meets on Mondays at 11:30 am, inviting both beginners and experienced writers to bring a journal and pen. The session offers a space for gentle reflection, self-discovery, and creative expression through activities such as memoir writing and personal exploration. No prior writing experience is necessary to participate.

Ovide hosts a bi-monthly Mahjong Social every two weeks on Mondays from 11:30 AM to 2:00 PM, beginning Monday, February 16th. Attendees can enjoy tiles, brunch favorites, and socializing. Open play is priced at $25 per person, while open play with lessons is available for $60 per person, with both options including a complimentary glass of house red or white wine. SOA members receive a 15% discount. Taxes and gratuity are not included, and additional food and beverages can be purchased separately.

Beach House at Sandestin offers a coastal football experience this season, providing a scenic setting by the Gulf to watch sports. Guests can view college football games on Saturdays along with NFL matchups on Sundays, Mondays, and Thursdays. The venue features a full menu of game-day food and drink specials, making it an ideal destination for both weekend visitors and locals looking for a beachfront sports viewing environment.

The Beach House pool deck offers family-friendly weekly events set against the scenic views of Sandestin's emerald waters and white sand beaches. While parents relax with refreshing drinks and coastal dining, children can participate in interactive entertainment. On Mondays from 2:00 PM to 3:00 PM, character meet-and-greets feature weekly surprise guests ranging from Lilo & Stitch to mermaids and pirates. On Thursdays from 12:00 PM to 1:30 PM, the schedule includes interactive magic performances and custom balloon art designed to entertain young guests.

Teens can learn practical life skills such as budgeting, job researching, and basic cooking to prepare for adulthood every Monday from 3:00 PM to 4:00 PM at the Teen Library.

Attendees are invited to enjoy live music by the lake from 5:00 PM to 9:00 PM.

Customers can start their Spark Collection by selecting from a curated array of 14K solid yellow or white gold chains, which can be crafted into custom bracelets, necklaces, anklets, and rings. Interested individuals can book an appointment to attend a welded jewelry experience at one of the brand's many pop-up events.

Casey Jordan and Nicole Rayne will perform live from 6:00 to 9:30 PM.

Glow Paddle 30A offers clear kayak rentals equipped with underwater lights, conveniently located at the WaterColor Boathouse in 30A. Suitable for individuals of all ages, this unique experience provides family-friendly fun and memorable adventures. Time slots are available throughout the evening at 6 PM, 7 PM, 8 PM, and 9 PM, with bookings and additional information accessible through the Glow Paddle 30A website.

Alex Napier will be performing live from 6:00 PM to 9:00 PM.

Steve can be watched live from 6:00 PM to 9:00 PM.

Guests can enjoy live entertainment on Monday evenings. The complete schedule of performances is available on their Facebook events page.

30Avenue features a live music lineup throughout October. Visitors can gather with friends on the Green to enjoy live music and food all month long.

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

The Big Chill hosts NFL Watch Parties every Monday throughout the football season. Guests can experience wall-to-wall game coverage on a 25-foot outdoor Jumbotron while enjoying a fan-friendly atmosphere. A variety of surrounding eateries and full-service bars offer game day bites and drinks, making it a suitable destination for fans looking to follow their favorite teams or track fantasy lineups.

Local Cantina Hilliard hosts Trivia Night every Monday around 7:30 PM. The event is free to play, with prizes awarded to the top three teams. Attendees are encouraged to arrive early to grab dinner, secure a table, and put their random knowledge to the test.

The Seaside Farmers Market is held rain or shine at the Seaside Amphitheater on Saturdays from 9 AM to 1 PM year-round, as well as Tuesdays from 9 AM to 1 PM from June through July 30. Located adjacent to Airstream Row, the area offers access to numerous shops, dining spots, and seating areas. The market features local growers and craftspeople providing healthy, eco-friendly products, fresh produce, artisan cheeses, specialty items, and breads. It also offers cooking demonstrations, seed exchanges, and educational opportunities about food cultivation. Overall, Seaside acts as a family-friendly, year-round destination hosting events like morning yoga, outdoor movies, children's theater, and sunset concerts.

Attendees can catch a live performance by Christy Larsen from 9:30 a.m. to 12:30 p.m.

Ms. Deanna and Ms. Shirles host a toddler session featuring music, movement, and various activities every Tuesday at 10:00 AM at the Coastal Branch Library. Schedules are subject to change due to library holiday closures or staffing adjustments, so attendees are encouraged to call the Coastal Library directly to confirm event details.

The Words on Wheels Bookmobile will visit the Watersound Towncenter parking lot from 1:15 PM to 3:30 PM. During this time, the bookmobile will offer circulation services, allowing visitors to check in or check out library materials and collect reserved holds. Staff will also register new patrons for library cards and share information about free library resources. The location for this event is 170 N. Watersound Parkway, Inlet Beach, FL 32413.

Chess sessions with Mr. Owens take place every Tuesday at 3:30 pm at the Coastal Branch Library. People of all ages and skill levels are invited to participate and learn about chess openings, endgames, and special tactics. Interested individuals can call (850) 267-2809 for additional details.

The adult writers' group gathers on the second Tuesday of every month at 5:00 PM in the Coastal Library meeting room. Open to the public without requiring registration, the group provides local writers an opportunity to offer mutual support, share their work, and network with one another.

Guests are invited to attend Wine & Song at NEAT, which features tableside wine tastings and live music every Tuesday. The experience includes a selection of four wines for $30 per person.

Guests are invited to enjoy live music by the lake from 5:00 PM to 9:00 PM.

This autumn, Cuvee 30A is hosting an exclusive five-course wine dinner featuring fine vintages from winemaker Dean Gray’s Riverain Vineyards, paired with award-winning dishes crafted by Chef Tim Creehan. Reservations are mandatory and seating is limited, so guests are encouraged to secure their spots early.

Down Island is hosting German Nights every Tuesday starting October 6th, offering a three-course German-inspired dinner for $65. The meal begins with a German charcuterie and amuse-bouche, followed by alternating weekly mains of Schnitzel or Rouladen accompanied by sweet and sour cabbage and Spaetzle, and concludes with dessert. Guests are encouraged to reserve a table in advance.

Attendees can enjoy a live musical performance by Kyle Lamonica from 6:00 to 9:30 PM.

Clear kayaks equipped with illuminated bottoms are available for rent at the WaterColor Boathouse in 30A. Suitable for guests of all ages, this unique experience offers memorable family fun. Evening time slots are offered at 6 PM, 7 PM, 8 PM, and 9 PM, with bookings and additional details accessible via the Glow Paddle 30A website.

Alex Napier will perform live from 6:00 PM to 9:00 PM.

Loose Cannon is a high-energy musical group operating out of the Florida Panhandle, performing popular hits spanning classic rock, country, southern rock, and modern genres. Recognized for their impressive musicianship, powerful vocals, and captivating stage performance, the group delivers an entertaining atmosphere at every event. Whether playing at festivals, private gatherings, pubs, or concert venues, Loose Cannon continuously engages crowds with lively music that keeps audiences singing and dancing.

Attendees can enjoy a live performance by the Casey Kearney Band from 6:00 PM to 9:00 PM.

MECO will perform live from 6:00 PM to 9:00 PM.

30Avenue features an exciting live music lineup throughout October. Visitors are invited to bring friends and gather on the Green to enjoy great music, delicious food, and crisp autumn evenings all month long.

Participants can attend the English Language Learners class every Tuesday evening at 6:30, except on the second Tuesday of the month.

Redd's Pub offers a beloved South Walton tradition where Redd, the Singing Bartender, entertains guests with live music, takes requests, and serves Southern comfort food like brisket nachos and slow-cooked ribs. For over 13 years, this local venue has provided authentic hospitality, creating a welcoming community gathering space for both locals and visitors. Reflecting on the establishment's journey, owner Redd expressed deep gratitude to all the patrons, musicians, and staff who have supported the pub since its opening, emphasizing that the venue has always centered around its community.

Boomin’ Tuesday brings vibrant evening entertainment to The Village of Baytowne Wharf at Sandestin Golf and Beach Resort. Festivities start at 7:15 p.m. with a DJ Dance Party hosted by DJ Mike Whitty in the Events Plaza. Later, at 9:15 p.m., attendees can enjoy a spectacular fireworks display over the lagoon, concluding a family-friendly night. The event is free and open to the public.

Attendees can catch a live performance by Laura Lane from 9:30 a.m. to 12:30 p.m.

Participants can attend a complimentary Tai Chi class led by Sifu Able every Wednesday at 10:00 AM in the meeting room at the Coastal Branch Library. Suitable for people of all ages, this gentle exercise helps enhance balance, flexibility, and physical strength, encouraging individuals to rediscover the pleasure of physical activity.

Attendees are invited to the October Power of Business Lunch taking place on Wednesday, October 14, 2026, at 11:30 a.m. at Good News Church in Santa Rosa Beach, Florida. The event offers business and community leaders across Walton County an opportunity to network over a catered lunch buffet featuring spinach berry salad, quinoa, couscous, rice, roasted vegetables, roasted chicken, dinner rolls, and assorted cookies. Sponsorship opportunities are available through the Walton Area Chamber of Commerce, and registrations become non-refundable 72 hours prior to the event.

Seniors aged 60 and older of all experience levels are invited to learn Tai Chi at the Coastal Library to help improve balance and lower the risk of falling. The eight-week program runs from Monday, February 23rd through Wednesday, April 15th. Registration is required, and interested participants can sign up by contacting Jennifer by phone at 850-669-0579, with Ed Rosentell serving as a substitute instructor.

Participants can gather at the Coastal Library community meeting room on Wednesdays from 3:30 pm to 4:30 pm for Lego Club to construct original Lego creations and make new friends.

Trevor Finlay is a Nashville-based singer-songwriter and guitarist known for his energetic solo and group performances. His versatile repertoire spans various genres, including rock and country, ensuring an entertaining experience for his audience. Fans can explore a wide selection of his music across major streaming platforms, with new releases on the way.

Attendees can bring blankets and chairs to enjoy an afternoon of live local music at the Seaside Amphitheater. The October concert lineup includes performances by Roman Street on October 7, Max McCann on October 14, and BOUKOU GROOVE on October 28, with the schedule for October 21 to be determined.

Guests are invited to Ovide every Wednesday from 5 to 7 p.m. for Wine Down Wednesdays, an elevated wine experience featuring 50% off bottles priced up to $80. The selection includes premium varietals, standout vintages, and sommelier-chosen favorites. Reservations are recommended and can be made through OpenTable.

Guests are invited to enjoy live music by the lake from 5:00 PM to 9:00 PM.

Guests can enjoy a performance by The Red Bar Jazz Band between 5:30 pm and 9:00 pm.

Audiences can watch Chris McKay perform live from 6:00 to 9:30 PM.

Clear kayak rentals featuring lights underneath are available at the WaterColor Boathouse in 30A. Suitable for guests of all ages, these illuminated Glow Paddle experiences offer family-friendly outings with evening departure times at 6 PM, 7 PM, 8 PM, and 9 PM. Reservations and additional details can be found on the Glow Paddle 30A website.

The Young Professionals of Walton County is hosting its September and October book club sessions, featuring the Florida classic "A Land Remembered" by Patrick D. Smith. The September gathering takes place on Wednesday, September 16 at 6:00 PM at The Bowline Apartments. The October meeting will be held on Wednesday, October 14 at 6:00 PM at Hyatt Place Sandestin at Grand Boulevard. Participants are invited to connect with fellow young professionals for engaging discussion and networking.

Alex Napier will perform live from 6:00 PM to 9:00 PM.

Queens Handsome will perform live from 6:00 to 9:00 PM.

30Avenue is hosting a live music lineup throughout the month of October. Visitors can gather on the Green to enjoy live entertainment, delicious food, and great music all month long.

Guests can bring lawn chairs and blankets to enjoy complimentary live music under the stars. With a different local or regional band featured on the Baytowne stage every week, Wednesday evenings offer an ideal midweek outing for families and friends. Event details are subject to change, so visitors are encouraged to check the Village of Baytowne Wharf website for the latest information.

The Big Chill hosts Family Movie Nights, offering guests of all ages an enjoyable evening under the stars. Families and friends can gather to watch favorite films displayed on the venue's Jumbotron for a fun and relaxed night out.

Attendees can catch a live performance by Jordan Chase from 9:30 a.m. to 12:30 p.m.

Preschool Story Time takes place at the Coastal Branch Library on Thursday mornings starting at 10:00 am, offering stories, songs, crafts, and social opportunities for children and families. Following story time, parents and caretakers can socialize from 11:00 am until noon while children play with building blocks, magnet toys, and coding robots. No registration is required to attend.

Celebrating its 10th anniversary, the Harvest Wine & Food Festival takes place Oct. 15-18 in WaterColor. The event features exclusive wine dinners, a Grand Tasting, Harvest After Dark, a Jazz Cocktail Brunch, and specially curated wine and cocktail experiences. All proceeds go toward supporting the Destin Charity Wine Auction Foundation in its mission to assist children in need across Northwest Florida.

Sports fans can watch NCAA and NFL games, including select Monday and Thursday night matchups, on the waterfront Jumbotron at Marina Bar & Grill, located at Baytowne Marina within Sandestin Golf & Beach Resort. The venue offers food and drink specials throughout the season, with audio enabled for the feature matchup and additional games shown on indoor televisions. Seating is available on a first-come, first-served basis, and schedule availability may depend on weather or broadcast conditions. Guests can visit the establishment's Facebook page to find out which games will be shown on the main screen.

Beach House at Sandestin offers a beachside game-day experience this football season, broadcasting college games on Saturdays and NFL matchups on Sundays, Mondays, and Thursdays. Guests can enjoy Gulf views alongside special food and drink offerings throughout each game. Whether visiting for the weekend or living locally, fans are invited to gather and watch the games in a vibrant seaside setting.

Families can enjoy weekly kids' activities on The Beach House pool deck in Sandestin, offering picturesque views of emerald waters and white sands. Parents can unwind with fresh coastal dishes and cold beverages while children take part in interactive entertainment. Highlights include character meet-and-greets on Mondays from 2:00 to 3:00 PM, alongside live magic shows and balloon art on Thursdays from 12:00 to 1:30 PM.