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.
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Featured
Islamorada
34th Annual Florida Keys Island Fest
Mar 28 - 29, 2026
Each spring, the Florida Keys Island Fest brings two days of vibrant community celebration to Founders Park in Islamorada. Organized by the Islamorada...
Key West
Mike Wiley at the American Legion Post 168
Apr 8 - 9, 2026
Mike Wiley brings Tired Souls and Breach of Peace to Key West—powerful solo plays about the Montgomery Bus Boycott and the Freedom Rides. April 8–9 at...
Key West
Key West International Dance Company - "DARK NIGHT OF THE SOUL"
Apr 9 - 11, 2026
April 9, 10, 11, 15, 16, 17, 18, 22, 23, 24, 25 This is a rock ballet set to extraordinary music by Dan Krysa, set in 16th Century Spain. It tells the...
Featured
Key West
Waterfront Playhouse - Accomplice (Mainstage Series)
Apr 9, 2026, Apr 10, 2026, Apr 11, 2026, Apr 12, 2026, Apr 13, 2026, Apr 14, 2026, Apr 15, 2026, Apr 16, 2026, Apr 17, 2026, Apr 18, 2026, Apr 19, 2026
Apr 9, 2026 - Apr 18, 2026 A deliciously twisted comic thriller by Tony Award winner Rupert Holmes. Winner of the Edgar Award for Best Mystery Play...
Key West
"Endless Summer" Fundraiser with Howard Livingston & friends at Tennessee Williams Theater
Apr 11, 2026
Escape to Key West for "Endless Summer"—a Trop Rock fundraiser with Howard Livingston & friends at the Tennessee Williams Theatre on April 11, 2026...
Marathon
7 Mile Bridge Run
Apr 11, 2026
Experience the iconic 7 Mile Bridge Run in the Florida Keys — 45th Annual on April 11, 2026 at 6:45 AM. Scenic 7‑mile course across the Overseas...
Key Largo
Key Largo Anglers Club Annual Offshore Tournament & Interclub Sailfish Challenge
Apr 11 - 12, 2026
Experience world-class fishing in the Florida Keys! Enjoy stunning ocean views, vibrant local culture, and the thrill of the catch. Plan your...
