The Best Things to Do on 30A This Week – Feb 16-22
Your Week Along 30A Awaits
Your Week Along 30A Awaits
From big screen Olympic moments to intimate concerts, wine tastings, and one of the Gulf Coast’s most beloved food festivals, this week along 30A is packed with flavor, music, and celebration. Mark your calendar and make plans to get out and experience it all.
Catch the Olympic action all day at The Big Chill with every thrilling moment streaming on the area’s largest 25-foot Jumbotron. Grab a bite, sip something cold, and settle in for an electric watch party atmosphere from 8 a.m. to 5 p.m.
Olympics on the Jumbotron / Wednesday, February 18, 2025, from 8 a.m. – 5 p.m. @ The Big Chill

Savor an evening dedicated to exceptional wines at the Lux Brands Portfolio Tasting at Vin’tij Wine at 6 p.m. For $100 per person, guests will enjoy curated wine selections and expert insight in a relaxed, intimate setting.
Lux Brands Portfolio Tasting / Wednesday, February 18, 2026, 6 p.m. @ Vin’tij Wine
Kick off the 30A Songwriters Fest at the Grayton Beach Wine Walk from 5 p.m. to 7 p.m., featuring live music by Reed Waddle, curated wines, and bites across six unique merchants. For $25 per person, enjoy all you can eat and drink, then return to Shacks for dessert, more wine, and a lively dancing raffle at 7 p.m.
Grayton Beach Wine Walk / Thursday, February 19, 2026, from 5 p.m. – 7 p.m. @ Shacks Art Grayton Beach
A feel-good musical revue packed with barbershop harmonies, 1950s nostalgia, and timeless hits. Follow four young singers as they return for one unforgettable final performance that’s equal parts funny, heartfelt, and toe-tapping fun. Book your tickets now!
Forever Plaid / Thursday, February 19, 2026, from 7 p.m. onwards @ Emerald Coast Theatre Company
The 37th Annual Sandestin Gumbo Festival heats up The Village of Baytowne Wharf from 12 p.m. to 4 p.m. with unlimited gumbo, unlimited Bloody Marys, live Zydeco music, and family-friendly fun. Taste your way through the Gulf Coast’s favorite winter food event and vote for the Best Bloody Mary at The Beach.
37th Annual Sandestin Gumbo Festival / Friday, February 20, 2026, from 12 p.m. – 4 p.m. @ The Village of Baytowne Wharf
Join John Gibson of Salexis Wines for a Coastside Wine Tasting at Old Florida Fish House at 4:30 p.m. Enjoy a curated selection of wines and expert insight in a relaxed coastal setting perfect for a late afternoon unwind.
Coastside Wine Tasting with John Gibson (Salexis Wines) / Friday, February 20, 2026, from 4:30 p.m. @ Old Florida Fish House

Dress to impress and head to Pescado Seafood Grill & Rooftop Bar from 6 p.m. to 9 p.m. for an elegant evening of curated Rioja wine with Ryan Taylor of Bodegas Fernández de Piérola, paired with passed appetizers and stunning sunset views. This chic 21 and older cocktail party is $25 per person and promises a night of flavor and sophistication.
A Little Black Dress Cocktail Party / Friday, February 20, 2026, from 6 p.m. – 9 p.m. @ Pescado Seafood Grill & Rooftop Bar

Experience an evening of circus swing and American roots music as Dean Johanesen takes the stage at 6 p.m. inside the historic Lodge at Camp Helen State Park. Presented by the Friends of Camp Helen, this intimate concert offers limited advance ticket seating, refreshments, and a lively performance beginning at 6:30 p.m.
Americana Concert Series- Dean Johanesen / Saturday, February 21, 2026, from 6 p.m. @ Camp Helen State Park