three girls laughing at a fall festival in destin

Your Destin and 30A Fall and Winter Event Guide

September 2, 2024

While summer draws the largest crowds, locals know that fall is Destin and 30A‘s best-kept secret. With cooler temperatures, stunning sunsets, and a calendar full of lively fall festivals and winter events, visiting the Emerald Coast during the off-season will sweep you off your feet.

Lucky for you, we’ve got the inside scoop on all the must-see events this side of the Gulf of Mexico so you can start planning for your next fall or winter getaway!

Fall Destin and 30A Festivals and Events

Beyond soaking up the refreshing weather and crystal clear waters, fall brings a festive lineup of events to make your trip to Destin and 30A even more memorable. Here are a few of our favorite fall festivals!

Burgers, Bourbon, and Beer Festival – September

If you plan on visiting Destin in September, the Annual Burgers, Bourbon, and Beer Festival is an event you don’t want to miss. Set against the backdrop of the Destin Harbor, this festive occasion promises mouthwatering burgers, live music, local craft beers, and smooth bourbon, all while supporting a charitable cause. Take advantage of the ultimate flavor explosion and sample local favorites, including Fudpucker’s, Ruby Slipper, Boathouse Oyster Bar, and many more!

Toast on the Coast – September

Enjoy your weekend in style at the Henderson Resort in Destin! Toast on the Coast features an intimate five-course meal with hand-picked wine pairings. At the main event, you’ll experience the finest coastal cuisines, sip refreshing drinks, enjoy lively music, and have your portrait drawn by talented artists while soaking up the resort’s stunning views.

Destin Fishing Rodeo – October

The Destin Fishing Rodeo is a month-long event that draws thousands of fishing enthusiasts to Destin each year. It’s filled with exciting events that both rookie anglers and experienced fishers will enjoy as they get a chance to reel in the biggest catch and win exciting prizes. Beyond the fishing competition, there are also fun activities the kids will enjoy!

Baytowne Wharf Beer Fest – October

Enjoy a weekend of craft beer tastings at Sandestin’s Baytowne Wharf Beer Festival. With over 200 craft beers available for tasting from local and international breweries, you’ll undoubtedly discover a new favorite. With live music, food vendors, and a lively crowd, it’s the perfect way to celebrate fall on the Emerald Coast!

The Market Shops Bloody Mary Festival – October

Treat yourself to the ultimate brunch experience at The Market Shops Bloody Mary Festival. Happening in the heart of Miramar Beach, this lively event brings together the area’s top restaurants and bars to compete for the title of Best Bloody Mary on the Emerald Coast. Enjoy music, photo booths, and local bites while getting unlimited tastings of some of the best Bloody Marys in the area!

Fore Her – October

Tee off and have a blast at the annual women’s golf outing in Sandestin, a fundraising event for patients battling breast cancer on the Emerald Coast. Enjoy a fun-filled day on the greens with food and drinks at various holes and plenty of challenging play for all levels. Even if your game isn’t entirely up to par, the after-party and silent auction will make it worthwhile!

Rosemary Beach Uncorked – November

Stroll through the iconic cobblestone streets of Rosemary Beach while indulging in endless bottles of chardonnay, Pinot Noir, merlot, and more. Enjoy delicious bites from local restaurants and live music to entertain you throughout the afternoon. This event is incredibly popular and sells out quickly. If you should miss out, check the website for opportunities to join the waitlist!

Seeing Red Wine Festival – November

Voted ‘One of the Top 10 Can’t Miss Fall Wine Festivals’ by Fodors Travel, this celebratory event is filled with fine wine tastings and gourmet dishes from local chefs. Soak in the relaxed atmosphere at Seaside on 30A while enjoying tastings, dinners, and live music with your friends.

Sparkling Wine and Holiday Lights – November

Kick off the holiday season at the Sparkling Wine and Holiday Lights celebration in Baytowne Wharf. Sample over 30 varieties of champagne, savor delectable appetizers, and enjoy the festive cheer at the season’s first tree lighting!

Winter Destin and 30A Festivals and Events

Winter in Destin and 30A is bliss, with mild temperatures outdoors, lots of area happenings, and festive winter events lending to the spirit of the season!

12 Nights of Lights – December

Gather the whole family for an enchanting light show at the Village of Baytowne Wharf every Wednesday, Friday, and Saturday in December. While there, you can hit the shops for last-minute Christmas shopping and savor a delicious meal at one of the local restaurants. It’s a great way to spend time with your loved ones while making unforgettable holiday memories.

The 30A Songwriter’s Festival – January

Each year, the 30A Songwriters Festival brings together over a hundred exceptionally talented artists and musicians from around the country for an unforgettable musical celebration. Enjoy intimate performances across more than 30 venues along the Emerald Coast, including beachside bars, cafes, restaurants, and resorts. With a diverse lineup of country, blues, folk, and jazz, this event has something for every music lover!

The 30A Wine Festival – February

This five-day celebration kicks off with an exquisite wine dinner, continuing with exciting events, including Mixology Seminar, Tapas and Tequila Tasting, Gospel Brunch, and a night of live music at Bourbon, Beer, and Butts. The festival ends on a high note with Rose and Croquet, a tournament paired with an elegant brunch spread and a beautiful selection of roses. Be sure to get your tickets before they sell out!

The Sandestin Gumbo Festival – February

No need to worry about the temperatures dropping—you can warm up your winter at the Sandestin Gumbo Festival! Cheer on the live gumbo cook-off, enjoy unlimited samplings of gumbo and Bloody Marys, and groove to live music all day. With fun activities for kids and a festive atmosphere, it’s the perfect way to spice up the season.

Mark your calendars with these must-see fall festivals and winter events in 30A and Destin. To make your getaway even more special, book with Scenic Stays for the ultimate comfort and relaxation!