Fun Things To Do In Key West In September
September in Key West is a unique time to visit. The crowds are smaller, and the weather is warm with occasional rain showers. Here are some of the best things to do in Key West during September.
Key West BrewFest
August 29 – September 2, 2024
Get ready to raise your glass at Brewfest, the tasting event in Key West! Hosted by Southernmost Beach Resort, soak up the sun, enjoy refreshing brews, and dance to live music. Experience this celebration & discover a variety of craft beers & seltzers! Learn more…
It’s 5 O’Clock in Key West: A Celebration of Jimmy Buffett
August 30 – September 2, 2024
Key West will host its annual Second Line Procession on September 1st, a vibrant event dedicated to celebrating the life and legacy of music icon Jimmy Buffett. This unique procession, which debuted in 2023 following Buffett’s passing at 76 after a battle with skin cancer, encapsulates the essence of Key West and Buffett’s spirit through music, stories, and his favorite things – rum, music, and stories. Learn more…
Key West Womenfest
September 4-8th, 2024
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. Womenfest has a simple goal: to celebrate ALL women! Learn more…
Get Out to a Sandbar!
Spend your vacation like a local, at the sandbar!
Explore the turquoise blue waters of Key West on your own boat rental. Stop at remote sandbars or just tour the island. There’s no better way to see Key West.
Be your own captain with a boat rental or let us do the driving and take one of our sandbar charters.
Green Parrot Charity Bingo
Join the Green Parrot Key West for Non-Profit Bingo. Every Monday night at 7:00 pm, we bring together the creative and artistic forces of our town to create a great fundraising opportunity benefiting one of the many local non-profits of our little island. Located at Green Parrot Key West, this event promises an evening of fun, games, and community support.
Cruise Around Key West
Cruise around Key West, island-style, with eco-friendly electric golf carts, Scooter Rentals, or gas-powered Golf Cart rentals. Discover the thrill of our roadworthy rentals, as they get you from one bucket-list spot to the next with a smooth and safe ride, perfect transportation experience for your vacation.
Key West Artisan Market
Every Thursday discover an array of local artisans at the Key West Artisan Market. Located at Clarence S. Higgs Memorial Beach, this market offers a diverse selection of culinary delights, textiles, jewelry, woodworking, and more. Enjoy live entertainment, fresh produce, and delicious food while supporting local charities.
Key West Paddle Classic
September 28, 2024
Join us as we celebrate our 12th and FINAL year (2013-2024) as host of the Key West Paddle Classic! The event has a long history, originating in 1997 under the direction of Micheal O’Shaunessy, and is celebrating its 27th year in 2024!
