Outdoor art market with people browsing colorful paintings under umbrellas.

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.

Concert on a pier at sunset, with a lively crowd and band under colorful lights.

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
Dates
Destination
Category
Featured
Islamorada

Islamorada Sailfish Tournament

-

December 4–6, 2026 The Islamorada Sailfish Tournament kicks off the Florida Keys Gold Cup Championship as the first leg of the three-tournament series...

Featured
Islamorada

Islamorada Junior Sailfish Tournament

-

Celebrate the 61st Islamorada Junior Sailfish Tournament, a longstanding Florida Keys tradition that brings young anglers and families together for...