Tennessee Williams Birthday Celebration Events In celebration of Tennessee Williams, the Pulitzer-prize-winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, Key West Art & Historical Society hosts an annual ‘Tennessee Williams Birthday Celebration,’ a month-long series of arts and cultural events that takes place each March at […]
Mango Fest Key West Celebrate the Annual Mango Fest Key West Bayview Park June 27th 2026 SPLASH THE TOWN MANGO JOIN OUR MANGO MANIA VENDOR VILLAGE MANGO MANIA Vender Village will include special mango related items and other best-selling products from Galleries, Jewelry Stores, Gift Shops, Local Artists, Restaurants, Bars, Banks, Hotels and more! We […]
Annual Conch Republic Independence Celebration! It’s Fun FOR ALL And ALL For FUN The 44th Anniversary of Our Independence! Calling Conch Republic Patriots, Pirates and Partiers – Declare Your FUN-dependence! The Founding of the Conch Republic The Conch Republic was born on April 23, 1982, in response to a United States Border Patrol Blockade of the Florida Keys. Since […]
2026 Dates - JUNE 3rd - 7th CELEBRATE ONE HUMAN FAMILY The Key West Pride event is one of the largest and most popular LGBTQ celebrations in the United States. Full of vibrant energy, spectacular events, and fun Key West activities, this is an event not to be missed whether you're a member of the LGBTQ […]
JUNE 8-21, 2026 Join us for our 2026 summer solstice celebration For two weeks, the Sunset Celebration transforms into a vibrant Solstice Festival filled with live entertainment, local art, interactive experiences, island-inspired food, and local non-profit organizations. Celebrate the season with nightly festivities, community traditions, and unforgettable sunsets in the heart of Key West.
Hemingway Days 7/21/26 - 7/26/26 Key West’s Most Whimsical Tribute to Papa Hemingway Welcome to the Key West’s most iconic and whimsical tribute to one of the greatest literary figures of the 20th century, Ernest Hemingway. Held annually in sunny Key West, this event celebrates Hemingway’s life in Key West and enduring legacy in a […]
Experience the ultimate girls' weekend at Key West Womenfest Key West Womenfest is an annual end-of-summer festival celebrating lesbians and attracting thousands of women from around the globe. September 2 - 6th, 2026 Five Days of Celebration in Paradise! Get ready to turn up the volume and celebrate bold, brilliant, and iconic women through the […]
2026 JAFF SCHEDULE Preliminary schedule — subject to change All information / data courtesy of the event organizers. Please visit their link for tickets and updates where applicable. (Information subject to changes and errors and omissions.) Full schedule & tickets on sale May 1 April 28 for package holders April 30 for badge holders WEDNESDAY, […]
October 1 – 5, 2026 · Grand Tasting: Saturday, October 3, 3–8pm Southernmost Beach Resort, 1319 Duval Street, and venues across the island Key West oktoBREWfest is an island-wide beer festival hosted by the Key West Sunrise Rotary of the Conch Republic and the Southernmost Beach Resort. It's a fully nonprofit event, with proceeds going […]
October 16 - 25, 2026 2026 Theme: Musical Icons & Iconic Musicals Fantasy Fest is an annual 10-day party in paradise for grown-ups. Started in 1979 by a small group of Key West locals, the party was created to bring visitors to the island in what was a typically quiet, but beautiful season. It worked. […]
Key West Headdress Ball Thursday, October 22, 2026 · Coffee Butler Amphitheater at Truman Waterfront Park Doors 6:30pm · Show 8:00pm The Key West Business Guild presents the 43rd Anniversary Headdress Ball, one of the most anticipated nights of Fantasy Fest. Legendary Key West entertainer Randy Roberts returns as host, with music by WEOW's RudeGirl. […]
