Enjoy a cocktail hour with specialty drinks, followed by a four-course, wine-paired dinner crafted by award-winning Chef March Eichin using local produce, fresh Gulf seafood, and premium meats. Proceeds support South Walton Academy, a nonprofit inclusion school and pediatric therapy clinic in Santa Rosa Beach.
Escape to Create: Jazz Performance
When: Wednesday, January 7, 2026
10:00 am to 11:00 am
Where: Walton County Coastal Branch Library l 437 Greenway Trail, Santa Rosa Beach, FL 32459
EVENT DESCRIPTION:
Escape to Create 2026 runs from January 7th to February 25th. Ticket purchases support artist residencies and educational outreach throughout Walton County. To learn more and view the full schedule, visit escape2create.org.
Escape to Create features innovative artists sharing fresh perspectives in art, music, poetry, and more through community events led by Seaside’s Artists-in-Residence.
Live Music at The Bay
When: Wednesday, January 7, 2026
5:00 pm to 8:00 pm
Where: The Bay l 2415 South Hwy 331, Santa Rosa Beach, FL 32459
EVENT DESCRIPTION:
Wednesday nights at The Bay are a must-experience, featuring a cozy bonfire and live music on the beach from 5:00 PM to 8:00 PM. It’s a beloved mid-week tradition along the shores of the Choctawhatchee Bay, where locals and visitors gather to unwind, enjoy great music, and soak in the relaxed waterfront atmosphere as the sun sets over the water.
Michael Johnson @ Havana Beach Bar & Grill
When: Wed, December 24, 2025
5:00 pm to 8:00 pm
Where: The Bay l 2415 South Hwy 331, Santa Rosa Beach, FL 32459
EVENT DESCRIPTION:
Wednesday nights at The Bay come alive with a beachfront bonfire and live music from 5:00 PM to 8:00 PM—a beloved midweek tradition along the shores of the Choctawhatchee Bay. The Bay also offers live music entertainment on Wednesday and Sunday evenings.
Chef Jim Shirley’s family-friendly waterfront restaurant serves flavorful Southern Gulf Coast cuisine, sushi, and an impressive selection of draft beers, wines, and handcrafted cocktails. Guests can enjoy table or bar seating both indoors and outdoors on the deck.
Dueling Pianos
When: Thursday, January 8
6:30 pm - 9:30 pm
Where: Old Florida Fish House l 5235 E Hwy 30A, Seagrove Beach, FL, 32459
EVENT DESCRIPTION:
Catch Dueling Pianos live from 6:30–9:30 PM, featuring high-energy performances, crowd interaction, and nonstop entertainment. Sing along, make requests, and enjoy a fun-filled evening as talented pianists go head-to-head, delivering everything from classic hits to today’s favorites in a lively, interactive show.
Kimberly Burke & Friends @ Down Island
When: Friday, January 9, 2026
10:00 pm
Where: Down Island Gulf Seafood Restaurant l 2780 US Hwy 98 W, Santa Rosa Beach, FL 32459
EVENT DESCRIPTION:
Down Island Gulf Seafood Restaurant proudly presents Late Night Live, featuring local bands performing live from 10:00 PM to 1:00 AM. There’s no cover charge, making it the perfect late-night spot to unwind and enjoy great music.
Sip on Down Island’s late-night drink specials, grab something from the snack menu, and don’t miss their signature Janca Juice while soaking in the energetic, laid-back island vibe.
Seaside Farmers Market
When: Saturday, January 10, 2026
9:00 am to 1:00 pm
Where: Seaside Farmers Market
EVENT DESCRIPTION:
The Seaside Farmers Market takes place at the Seaside Amphitheater, rain or shine. Market hours are Saturdays from 9 AM–1 PM and Tuesdays from 9 AM–1 PM (June through July 30). Located next to Airstream Row, the market is surrounded by charming shops, restaurants, and plenty of spots to relax and watch the town come to life.
Prohibition Repeal Dinner at Restaurant Paradis
When: Saturday, January 10, 2026
6:30 pm
Where: Restaurant Paradis l
82 South Barrett Sqaure, Rosemary Beach, FL 32461
EVENT DESCRIPTION:
Restaurant Paradis presents its 10th Annual Prohibition Repeal Wine Dinner on Saturday, January 10, 2026—a Gatsby-inspired, Prohibition-era evening benefiting South Walton Academy. The event begins at 6:30 PM, and guests are encouraged to dress in 1930s attire.
DJ Vladi @ The Red Bar
EVENT DESCRIPTION:
Enjoy live music and late-night vibes at The Red Bar in Grayton Beach. A DJ spins behind the main bar every Friday and Saturday starting at 9 PM, while the Red Bar Jazz Band performs from 5:30–9:00 PM on Fridays and Saturdays. Local and visiting bands also play during Sunday brunch, Sunday nights, and seasonally on Monday nights.
A true local favorite, The Red Bar is known for its eclectic décor, great food, cocktails, and lively atmosphere. Open daily for lunch and dinner with indoor and outdoor seating.
Rosemary Beach Farmers Market
When: Sunday, January 11, 2026
9:00 am to 1:00 pm
Where: North Barrett Square
EVENT DESCRIPTION:
Come browse the 30A Farmers Market in Rosemary Beach on Sundays from 9AM til 1PM in North Barrett Square along Scenic 30A. Stroll under the trees in this beautiful park setting and visit with farmers, makers and bakers. Shop fresh farm produce, baked goods, textiles, beauty, and more!
Brunch & Live Music
When: Sunday, January 11, 2026
11:00 am to 5:00 pm
Where: AJ's Grayton Beach
EVENT DESCRIPTION:
AJ's is the place to be to celebrate all things Sunday Funday in Grayton Beach! Come for brunch, stay for the music and dancing. Every Sunday from 11AM - 3PM, AJ's brunch is not to be missed. Complete your meal with a mimosa or go all in with their famous Build Your Own Bloody Mary bar.
