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.

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Islamorada

Baygrass Bluegrass Festival

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Old Grass, New Grass, Baygrass Bluegrass! Don’t miss the popular Baygrass Bluegrass Festival, one of the great annual events presented by Islamorada...

Featured
Key West

Dracula: A Comedy of Terrors

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**January 19 through February 20, 2027**. Sink your teeth into the funniest, campiest night of theater in Key West as the Red Barn Theatre presents...