Florida is wine country too — sip free samples amid live music & craft vendors at this charming October winery fest.
October 25, 2026
10:00 – 19:00
364 Hugh Adams Road, DeFuniak Springs, FL 32435
<p>Nestled in the rolling hills of DeFuniak Springs, Chautauqua Vineyards & Winery is one of Florida's best-kept secrets — and their annual Harvest Festival is the event that lets everyone in on it. Every October, the winery grounds come alive with free wine samples, artisan vendors, food trucks, and live music from 10 AM to 7 PM, all surrounded by the beauty of a working Florida vineyard.</p><p>The event is completely family-friendly (with a valid ID required for wine tastings), making it a relaxed way to spend a fall Saturday away from the beach crowds. Browse handcrafted goods from regional artists, pick up a bottle or case to take home, and enjoy the unhurried, wine-country atmosphere that feels a world apart from the resort scene — yet is only 45 minutes north of Destin.</p><p>DeFuniak Springs itself is a charming Victorian-era town worth exploring, with a beautiful historic downtown and the famous perfectly round Lake DeFuniak. Make a half-day of it: stroll the lake, explore the shops, and wind up at the winery for sunset with a glass in hand. This is a fall Emerald Coast experience unlike any other.</p>
Wine lovers, couples, and anyone wanting a charming off-the-beaten-path fall day trip from Destin
Free wine samples (ID required), art & craft vendors, food trucks, live music, winery atmosphere, 10 AM-7 PM
DeFuniak Springs is about 45 minutes from Destin — combine with exploring the historic downtown and Lake DeFuniak for a full day trip. Bring cash for vendors.
Free admission. Wine by the glass, bottle & case available for purchase. Food trucks on site.