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 […]
Celebrating its 45th year, the 2026 Key West Marlin Tournament, featuring $50,000 in cash prizes in the Marlin Division and more in the Fun Fish Division, is set for July 22 -25, […]
Get Ready to Crack! Key West Lobsterfest 2026 Dates are Set! The wait is officially over! Get your butter warmers ready because we are thrilled to announce the dates for […]
Key West Rum Fest 2026 — August 10–16 The Florida Keys' Key West Rum Fest returns August 10–16, 2026, with a week of global rum tastings, live music, culinary events, […]
Tropical Heat is the HOTTEST annual 5-day party for gay men ages 21 and up in Key West and the Florida Keys! The all-male themed parties, pool parties, clothing optional […]
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 […]
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 […]
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 […]
Key West Headdress Ball The Key West Business Guild proudly presents the 43rd Anniversary Edition of the Headdress Ball — one of the most anticipated events of the Fantasy Fest Celebration, on Thursday, […]
National Series Event Key West World Championship November 1st - 8th, 2026 ADRENALINE & HIGH SPEED Experience Step into the exhilarating world of Race World Offshore, where the ocean […]
Thank you for joining the festivities for our 29th Anniversary! Weekend of January 15-17, 2027 Key West offers a multitude of exciting experiences, from its diverse restaurants and vibrant nightlife […]
2027 Key West Food and Wine Festival 1/27/26 - 1/31/27 5 continents~5 wines~5 stories~5 Dishes~5 chefs Welcome to Key West Food & Wine Festival 2027 A curated journey through the […]
