logo ×

  • This field is for validation purposes and should be left unchanged.

Locals and visitors know that fall events along the Emerald Coast are fabulous! As the weather begins to cool, and the evenings are ideal for sipping a glass of wine and strolling though some of the most iconic communities on the coast, the Beaches of South Walton are enchanting.

Whether you make the trip each season to the beautiful coast or come just for the fall these local events boast new flavors and experiences that you and your friends or family are sure to keep close for years to come. See what’s happening, where, and when!

Discover our collection of luxury vacation properties prefect for your Fall escape to 30A. Reserve now and book Dune Direct for the best rates.



Harvest Food & Wine Festival

WaterColor, FL ~ October 24th-26th

Baytowne Beer Festival

Sandestin, Florida ~ October 11th-12th


30A Half Marathon & 5K

Gulf Place ~ October 11th-13th

Flutterby Festival

WaterSound Origins ~ October 19th-20th


Mountainfilm on Tour

WaterColor, Florida ~ November 1st-2nd

29th Annual Seeing Red Wine Festival

Seaside, Florida ~ November 7th-10th

Sip and savor your way along 30A this Fall! You don’t want to miss these exceptional tasting events. Mark your calendar and start planning your wine festival weekend!

Rosemary Beach Uncorked | Rosemary Beach, Florida | October 13, 2018

Benefiting Habitat for Humanity, this boutique wine festival takes place along the cobblestone streets of Rosemary Beach. Enjoy culinary delights from local restaurants perfectly paired with exquisite wines.

View our Rosemary Beach Vacation Rentals.

Harvest Wine & Food Festival | WaterColor, Florida | October 25-27, 2018

The Destin Charity Wine Auction Foundation is excited to present the 2nd Annual Harvest Wine Festival. This weekend festival features celebrity winemaker dinners, reserve tastings and a grand tasting event complete with over 400 wines from around the world.

View our WaterColor, FL Vacation Rentals.

Seeing Red Wine Festival | Seaside, Florida | November 8-11, 2018

Uncorking four days of fun, the Seeing Red Wine Festival has been pouring exceptional wine for 28 years. A special Vintner Dinner kicks off the weekend and a Bubbles Brunch on Sunday closes the weekend festivities. New to this year’s event- a special Culinary Plaza!

View our Seaside, FL Vacation Rentals.