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
Featured
Key West
John Caparulo at Comedy Key West
May 28 - 31, 2026, May 29 - Jun 1, 2026, May 30 - Jun 2, 2026, May 31 - Jun 3, 2026
May 28, 29, 30, 31 John Caparulo brings four nights of razor-sharp stand-up to Comedy Key West, May 28 through 31. Known for his unmistakable...
Key Largo
Skippers Dolphin Tournament (2026)
May 29 - 31, 2026
Experience the excitement of Skippers Tournaments in the beautiful Florida Keys! Enjoy world-class fishing, live music, delicious food, and vibrant...
Key West
Key West Pride Follies at Key West Theater
May 30, 2026
Key West Pride presents the Key West Pride Follies on Saturday, May 30 at the Key West Theater. This lively variety show returns as a long-standing...
Islamorada
Don Hawley Tarpon Fly Tournament
Jun 1 - 5, 2026
Don Hawley Invitational Tarpon Fly Tournament returns to Islamorada June 1–5, 2026, continuing one of the Florida Keys’ most respected traditions in...
