Experience Key West in the fall, a time when this enchanting island city comes alive with vibrant colors, exciting events, and a festive atmosphere. There’s a plethora of Key West events and no shortage of things to see and do during this beautiful season. Whether you’re seeking thrilling adventures, cultural experiences, or simply a relaxing getaway, Key West in the fall has something for everyone.
Discover why this season is the perfect time to explore Key West events and create unforgettable memories! Let’s explore the diverse range of Key West things to do that make this season special.
What’s the Fall Weather in Key West?
The temperatures in Key West during the fall usually race from mid-70s to mid-80s, which makes it the perfect time to visit the island. If you’re looking for some fun in the sun, then look no further than Key West in the fall.
Fall Key West Events
Key West BrewFest
One of the most popular events in Key West in the fall, Key West Brewfest, is a multi-day festival hosted by Southernmost Beach Resort. The festival includes beer pairing dinners, and pool parties, and culminates with a signature tasting event with over 150 beers available for tasting. The events take place at many restaurants, hotels, and bars around town, making Brewfest a great way to experience Key West. Proceeds from the event benefit local scholarships and the Take Stock in Children program.
Fantasy Fest in Key West
Fantasy Fest is an annual 10-day party in paradise for adults. Since its inception, Key West Fantasy Fest has grown every year, turning into the wildest extravaganza around! Fun-loving revelers from around the globe bring their creativity and imagination as they descend upon Key West each year in October for 10 days filled with costuming, parades, libations, and excitement!
Key West Film Festival
The annual Key West Film Festival is a celebration of contemporary cinema in a historically rich, artistically vibrant, and culturally diverse island community. KWFF strives to showcase the best of Florida filmmaking talent, while highlighting filmmakers and industry leaders through discussions and workshops, with access to some of the biggest names in the film business. The festival also looks to support the next generation of local student filmmakers with scholarships and other key awards. Key publications represented in KWFF Critics’ Focus program and Critics’ Prize at the festival include Los Angeles Times, Vulture.com, Rolling Stone, Indiewire, Vanity Fair, Washington Post, TimeOut NY, Roger Ebert, and more.
Key West WomenFest
For decades, Key West’s Womenfest has attracted thousands of lesbians, bi-sexual, queer, transwomen, and allies to what is arguably the premier LGBTQ+ vacation destination in the country. Key West Womenfest offers a wide range of activities for those who want to socialize, soak up some sun, then party and dance the night away. Couples, singles, and those in between are all welcome to participate, so join us annually in September to immerse yourself in what is dubbed the best party for women in the Florida Keys! September 4th-September 8th.
Key West Offshore Poker Run
The Key West Offshore Poker Run is an offshore boating event that takes place from November 5th-11th. The poker run delivers it all, from the beauty of the Florida Keys to the thrills of watching championship offshore racing, at one of the best venues in the country.
Key West Things to Do
Take a Trip to Dry Tortugas National Park
Located almost 70 miles from Key West, the remote Dry Tortugas National Park is a 100-square-mile park with seven small islands. The park is accessible only by boat or seaplane and is known for its magnificent Fort Jefferson, gorgeous blue waters, superlative coral reefs, and marine life. Visitors can engage in activities such as snorkeling, swimming, camping, fishing, paddleboarding, and wildlife viewing.
Go to the Key West Lighthouse
The current lighthouse opened in 1848, visitors can walk up the 88 steps to the top of the light and explore the belongings, photographs, and words of the lighthouse Keepers and their families. The Key West Lighthouse stands as a museum dedicated to Key West’s maritime heritage and to the men and women who bravely kept the light burning through the threats of war and weather.
Visit the Southernmost Point
The Southernmost Point Buoy is an anchored concrete buoy marking the southernmost point in the continental United States. The buoy was erected in 1983 by the City of Key West to establish the distance from the corner of South and Whitehead Streets to Cuba, which is just a mere 90 miles. Visitors can visit the Southernmost House mansion at the end of Duval Street and explore the lobby, which encompasses a small museum open to the public where people can find everything from presidential artifacts to Ernest Hemingway’s correspondence. The Southernmost Beach Café serves breakfast, lunch, and dinner, and visitors can enjoy a cocktail or fish tacos on the outdoor covered patio with a view of the Atlantic Ocean.
Plan Your Key West Vacation
Are you ready to explore events and festivals in Key West this fall? Browse our selection of luxury Key West rentals today and find the perfect match for your stay today!
Stay with Key West Vacation Homes
Experience the comfort and convenience of staying with Key West Vacation Homes, offering a home away from home in this captivating destination. With a variety of vacation homes in Key West, Florida, you can find the perfect retreat to complement your Key West itinerary. Whether you prefer a cozy condo in the heart of Old Town or one of our luxurious waterfront Key West rentals with breathtaking views, our Key West vacation homes provide a tranquil and private escape after a day of exploring the island’s attractions. Enjoy the freedom and flexibility that comes with having your own space, allowing you to relax and recharge in between your Key West adventures.
