Events
It's not just another day in paradise! You'll find doings and happenings up and down the Keys, nearly every day of the year. Check out the latest fun and frolic below.
Only-In-The-Keys Festivals & Events
There’s always something happening in the Florida Keys & Key West, from eclectic festivals focusing on the area’s colorful history, arts and notable cuisine to events that celebrate the Keys’ unique environment, underwater adventures and quirky ambiance.
See Some Shenanigans
Open Air Market at Boondocks
Every Saturday from 9 a.m. to 2 p.m., Boondocks Open-Air Market brings island flavor, local creativity, and tropical charm to Mile Marker 27.5 on...
Sugarloaf Showdown
November 12–14, 2026. Cast a line for competition, camaraderie, and a great cause during the 13th Annual Lower Keys Guides Association Sugarloaf...
Florida Keys Wildlife Society Lecture: Dr. Jason Downing
Thursday, November 12, 2026, from 7 to 8 p.m. Explore the natural world of the Florida Keys during an evening lecture featuring Dr. Jason Downing of...
Beaver Moon Full Moon Dinner at Little Palm Island
Tuesday, November 24, 2026, by reservation. Experience an unforgettable evening beneath the Beaver Moon at Little Palm Island Resort & Spa, the...
40th Annual Island Art Fair
Celebrate creativity and community at the Island Art Festival, a free, family-friendly gathering hosted by the Lower Keys Chamber of Commerce on Big...