Featured
Key West Lobsterfest
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 […]
12 events found.
Events
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 […]
Featured
Key West Fantasy Fest!
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 […]
Florida Keys Seafood Festival FEBRUARY 13-14, 2027 Two Days of Seafood, Music & Family Fun! Join us for the 20th Annual Florida Keys Seafood Festival at Truman Waterfront Park in […]
The Key West Songwriters Festival. 4/28/27 - 5/2/27 The Key West Songwriters Festival is the largest festival of its kind in the world, and known as a career starter for […]
