While much of the country starts to cool down, Key West stays vibrant and sunny. Fall in Key West offers fewer crowds, cooler evenings, and an exciting mix of activities that reflect the island’s colorful culture. Whether you’re a first-time visitor or a seasoned traveler, here’s your guide to the best fall activities in Key West for 2024.

Top Fall Activities in Key West, 2024

1. Experience Fantasy Fest 2024 🎭

Fantasy Fest is back! From October 18-27, 2024, this 10-day celebration fills the streets with parades, outlandish costumes, and endless parties. This iconic festival is the ultimate fall event for anyone looking to dive into Key West’s quirky, carefree vibe. Pro tip: come prepared to witness—and maybe participate in—some wild, adult-themed fun.

2. Relish Stone Crab Season 🦀

Stone crab season kicks off on October 15, 2024, and lasts through May. You’ll find freshly caught stone crabs all over the island, served with that famous tangy mustard sauce. A visit to Key West in the fall isn’t complete without indulging in this local delicacy.

3. Lower Keys Fall Migration Mania 🦜

On September 28, 2024, nature lovers can experience the annual fall migration of birds at the Key West Tropical Forest & Botanical Garden. Watch as thousands of birds pass through on their journey south, making it a perfect event for birdwatchers and wildlife enthusiasts.

4. Set Sail at Sunset 🌅

Key West’s fall sunsets are simply magical. Hop on a sunset sail to see the horizon light up in a spectrum of autumn colors, with many tours offering live music and drinks. It’s an unforgettable way to end a day in paradise.

5. Enjoy The “Bight” Before Christmas 🎄

From November 26 to December 25, 2024, Key West’s Historic Seaport hosts a series of festive events. Swap snow for sand, and eggnog for margaritas, while enjoying holiday lights, a lobster trap Christmas tree, and the famous Lighted Boat Parade.

6. Celebrate at the Goombay Festival 🥁

Part of the Fantasy Fest celebrations, the Goombay Festival takes place on October 18-19, 2024, in Bahama Village. This family-friendly street festival showcases Key West’s Caribbean heritage with music, dancing, food, and lots of fun.

7. Explore Underwater Wonders 🐠

Fall is perfect for snorkeling and diving in Key West. The waters are calm, and with fewer tourists around, you can have a more serene experience exploring the coral reefs and marine life that make this destination world-famous.

8. Join the Zombie Bike Ride 🚴‍♂️🧟‍♂️

Get ready for a spooktacular event on October 20, 2024. The Zombie Bike Ride invites thousands to dress up as the undead and cycle along scenic paths, making for one of the most unique Halloween events in Key West. Looking for more spooktacular events in Key West? Check out our blog on all the Halloween activities Key West has in store!

9. Truman Waterfront Farmers Market 🥑

On October 17, 2024, don’t miss the Truman Waterfront Farmers Market. It’s a great spot to pick up fresh local produce, unique crafts, and delicious takeaway food. This weekly event adds a bit of local flavor to your fall vacation.

10. Attend the Key West Film Festival 🎬

Film lovers won’t want to miss the Key West Film Festival, happening from November 6-10, 2024. The festival showcases an exciting lineup of independent films, documentaries, and shorts, making it a cultural highlight of the fall season.

Why Fall is the Best Time to Visit Key West in 2024?

Fall in Key West offers a unique mix of cool weather, vibrant festivals, and fewer crowds. Whether you’re savoring fresh seafood, joining in on the fun at Fantasy Fest, or enjoying peaceful beaches, this island getaway is perfect during the fall months.

Planning Your Fall Trip to Key West in 2024?

Fall in Key West offers a perfect blend of fun, relaxation, and cultural experiences. Whether you’re indulging in freshly caught seafood, soaking up local festivals, or exploring the natural beauty of the island, fall is one of the best times to visit. Ready to plan your getaway? Our team can help create a customized travel plan for you—completely free of charge!