Experience the Magic of Fall Along Scenic 30A

Published: October 8, 2025

Experience Fall on 30A with Exclusive 30A 

Fall along Florida’s Scenic Highway 30A is pure magic. Golden sunsets, fewer crowds, and a calendar of cultural events that elevate every stay.  

At Exclusive 30A, we curate luxury homes that put you in the heart of it all, so you can pair world-class accommodations with unforgettable fall experiences.

Our Curated Picks for Fall 2025

Harvest Wine & Food Festival — October 16–19, 2025

• WaterColor transforms into a culinary haven with exclusive wine dinners, a grand tasting, and chef-driven pairings. Stay in one of our nearby luxury vacation rental homes so you can savor every pour stress-free. 

• Where to Stay with Exclusive 30A: Explore our WaterColor luxury homes, such as Geaux'n Coastal, to keep you within minutes of Marina Park.   

Barktoberfest — October 30, 2025 

• Traveling with your pup? Don’t miss this costume contest and celebration at Grand Boulevard. Many of our homes are pet-friendly, so the whole family can join in the fun! Choose from our pet-friendly Seagrove homes so your furry family member feels right at home. 
• Where to Stay with Exclusive 30A: If your pup loves a backyard oasis, Bahama Mama offers a fenced-in yard where dogs can safely run and play. 

Mountainfilm on Tour — November 7–8, 2025 

• WaterColor’s Marina Park becomes an open-air cinema for this inspiring outdoor film festival. Experience thought-provoking documentaries under the stars, then return to your luxury stay nearby. Our WaterColor and Seaside homes let you walk or bike to the festival with ease. 

• Where to Stay with Exclusive 30A: When staying at Just For Fun Main House you are a short two-minute bike ride away from the festival.  

Flutterby Arts Festival — November 9, 2025 

• Experience the magic of the Monarch butterfly migration at the 33rd Annual Flutterby Arts Festival. Stroll through a tapestry of creativity: children’s art stations, live performances, lawn games, a butterfly parade, student art exhibits, and a curated artist market. Our WaterSound homes offer a convenient location near the festival, making it easy to enjoy the day’s events while retreating to luxury comfort nearby. 

• • Insider tip: Look for "staging" areas! The butterflies will often rest and feed on flowering plants before crossing the Gulf of Mexico. Walk along the dunes and look for patches of saltbush, seaside goldenrod, and other late-blooming native plants. 

• Where to Stay with Exclusive 30A: Stay at Seabourn, a serene lakefront retreat in WaterSound West that’s just minutes from the Flutterby festivities and the beach. 

Alys Beach Crafted — November 12–16, 2025 

• This multi-day celebration of craftsmanship features curated dinners, mixology experiences, and a maker's market. Pair the event with a stay in one of our design-forward Rosemary Beach properties. 

• Where to Stay with Exclusive 30A: Enjoy our collection of modern vacation homes that mirror the event’s elevated design aesthetic, such as 30A Showhouse and Rosemary Renaissance. 

30A 10K Thanksgiving Day Races — November 27, 2025 

• Whether you’re running or cheering, our Rosemary Beach properties put you steps from the action. Celebrate the holiday with a morning of energy, followed by a festive family meal back at your luxury retreat. 

• Where to Stay with Exclusive 30A: Check out Found My Zen and stay at a designer cottage fit for the whole family. 

Beach Bonfires at Sunset 

• Embrace the cooler evenings with a private bonfire on the beach. We’ll arrange everything — firewood, seating, and s’mores — so you can gather under the stars in true 30A style. Many of our Gulf-front homes offer direct access, making this experience effortless. 

• Where to Stay with Exclusive 30A: Enjoy beachfront luxury at She Sells Seashells, or relax in style at Kokomo, both offering direct beach access and the perfect setting for a private bonfire. 

Seaside Amphitheater Concerts 

• Cool evenings, live music, and the iconic Seaside backdrop create an enchanting night out. From jazz to local acoustic acts, these shows pair perfectly with a cozy return to one of our Seaside or WaterColor homes, just a short stroll away from the amphitheater. 
• Where to Stay with Exclusive 30A: Stay at Our Happy Place, a charming Seaside retreat just steps from the amphitheater for effortless access to live music. 

Stay with Exclusive 30  

This fall, pair private, luxury living with seasonal experiences that make 30A unforgettable. From beachfront serenity to homes near Seaside, WaterColor, or Rosemary Beach, we’ll match you with the perfect property and help plan your itinerary. 

Your dream fall escape begins here.