Scenic Highway 30A is more than just a stretch of beautiful beach towns—it’s a vibrant cultural corridor brimming with world-class events year-round. From music and art to wine and wellness, 30A offers a calendar packed with unforgettable experiences. At Best Beach Getaways, our vacation rentals place you in the heart of the action, with a dedicated local team ready to make your stay seamless.
January 16–20: 30A Songwriters Festival
The 16th annual 30A Songwriters Festival transforms the 30A corridor into a haven for music lovers. With over 250 artists performing in 30+ intimate venues across communities like WaterColor, Seaside, Grayton Beach, and Rosemary Beach, this festival offers a unique opportunity to experience live music by the beach. Headliners for 2025 include Melissa Etheridge, Amos Lee, and The Jayhawks.
February 13–16: Seaside School™ Half Marathon & 5K
Join the community for the 23rd Annual Seaside School™ Half Marathon & 5K in Seaside, FL. This event not only promotes health and wellness but also supports the Seaside School Foundation. Participants can enjoy a scenic race route along the Gulf Coast, followed by a post-race celebration with live music and local cuisine.
February 19–23: 30A Wine Festival at Alys Beach
Experience five days of exquisite wines, delectable dishes, and beautiful surroundings at the 30A Wine Festival in Alys Beach. The festival showcases renowned distillers, vintners, and culinary favorites through a series of events and workshops. Highlights include the Wine Dinner at Caliza Restaurant, Oysters & Champagne, Tapas & Tequila, Bourbon, Beer & Butts, and the Grand Tasting.
May 16–17: Digital Graffiti at Alys Beach
Witness the fusion of art and architecture at the Digital Graffiti Festival in Alys Beach. This innovative event invites digital artists from around the world to project their original works onto the iconic white walls of Alys Beach, creating a dynamic and immersive experience. The festival features an all-inclusive night for adults and a family-friendly evening with interactive installations and culinary delights.
November 6–9: Seeing Red Wine Festival in Seaside
Celebrate the 34th annual Seeing Red Wine Festival in the charming town of Seaside, FL. This four-day event offers a curated selection of vintage and reserve wines, poured by knowledgeable wine representatives and accompanied by live music, culinary delights, and a picturesque setting. It’s a must-attend for wine enthusiasts and those looking to experience the coastal elegance of 30A.
Where to Stay
Best Beach Getaways offers a wide selection of vacation rentals along 30A, placing you close to all these incredible events. Our properties range from cozy beachfront condos to spacious family homes, all managed by our dedicated local team to ensure a comfortable and memorable stay. Booking directly with us means you’ll enjoy personalized service and avoid the fees associated with third-party platforms.
Plan Your 2025 30A Getaway
With a calendar full of can’t-miss events, 2025 is the perfect year to explore all that 30A has to offer. Let Best Beach Getaways be your home base for these unforgettable experiences. Browse our 30A vacation rentals and start planning your trip today!