Art & Wine Festivals on 30A You’ll Love
Imagine sipping a chilled rosé under string lights while coastal breezes drift in from the Gulf. Add in live music, fine art, and chef-prepared bites—and you’ve got the heart of 30A’s wine and art scene. This stretch of Florida’s Emerald Coast may be known for its white-sand beaches, but it’s also a cultural gem, especially if you’re craving a blend of luxury and laid-back charm.
Whether you’re an art lover, a wine enthusiast, or just looking for a beautiful reason to escape, 30A’s wine and art festivals deliver unforgettable experiences all year long.
🍷 30A Wine Festival in Alys Beach
If you’re going to do just one event, make it this.
Held every spring in the strikingly chic town of Alys Beach, the 30A Wine Festival is a four-day celebration of wine, food, and Southern hospitality. Think cobblestone courtyards, white stucco buildings, and the sound of clinking glasses as the sun sets.
What to expect:
- Grand tastings featuring winemakers from Napa, Sonoma, Oregon, and beyond
- Craft cocktail seminars and bourbon tastings
- Exclusive vintner dinners
- Live music under the palm trees
- Tickets support the Children’s Volunteer Health Network
It’s elegant, elevated, and ideal for a girls’ getaway or romantic trip with your partner.
🎨 ArtsQuest Fine Arts Festival in Grand Boulevard
Each May, Grand Boulevard in Sandestin hosts ArtsQuest, one of the region’s largest juried art shows. Over 150 artists from around the country showcase their work in a walkable outdoor setting filled with color, creativity, and community spirit.
Expect everything from:
- Coastal-inspired paintings
- Handmade jewelry
- Mixed media and sculpture
- Live demos and interactive exhibits
- Kids’ art zones and live music
It’s a perfect daytime activity that blends beautifully with shopping, dining, and wine sipping at nearby restaurants.
🍾 Seeing Red Wine Festival in Seaside
The Seeing Red Wine Festival is a 30A legend. Held every fall in the postcard-perfect town of Seaside, this multi-day event has been celebrated for over 30 years and draws wine lovers from across the Southeast.
Highlights include:
- A Grand Tasting event with 120+ wines
- Food pairings from top 30A chefs
- Winemaker dinners and reserve tastings
- Live music and charming Seaside views
It’s the kind of event where heels are optional but a sun hat is a must. It’s classy without being stuffy, and the vibe is always warm, festive, and picture-perfect.
🧀 Bonus: South Walton Beaches Wine & Food Festival
While not technically on 30A, this annual event in nearby Miramar Beach (at Grand Boulevard) is worth a mention. Held in April, it features:
- 600+ wines from around the world
- Culinary demonstrations
- Spirits seminars
- Tastings from celebrity chefs and sommeliers
The atmosphere is lively and sophisticated, perfect for a weekend filled with food, wine, and sunshine.
🏖️ Plan the Perfect Getaway with Destin Dreamers
Wine festivals are wonderful—but you know what makes them even better? A luxury beach rental to come home to. Whether you’re traveling for a girls’ trip, anniversary, or solo escape, you deserve comfort, elegance, and a little pampering.
Destin Dreamers offers high-end vacation rentals across Destin, Miramar Beach, and 30A. From Gulf-front condos to private homes with chef’s kitchens and spa-like bathrooms, they have the kind of stay that matches the vibe of these world-class events.
Wake up to ocean views, stroll local art galleries by day, sip wine under the stars, and retreat to a space that feels as curated as the festival itself.
✨ Final Thoughts
30A’s art and wine festivals are about more than just food and drink—they’re about connection, beauty, and celebrating the finer things in life by the sea. With stunning backdrops, vibrant local culture, and unforgettable experiences, it’s no wonder so many travelers plan their vacations around these events.
Ready to taste, toast, and tour in style?
Book your 30A stay with Destin Dreamers and discover why this coast is about more than just sand—it’s about soul.
