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
Islamorada
Al Flutie Over the Hill Rip-Off Sailfish Tournament
Feb 10 - 11, 2026
Known as the "Flutie," this all-release sailfish tournament welcomes anglers age 50 and over to compete for awards given to the top three teams and...
Islamorada
Gigantic Nautical Market
Feb 21 - 22, 2026
Experience the **Upper Keys Rotary Gigantic Nautical Market** in Islamorada at Founders Park (MM 87) on **February 21–22, 2026**—a seaside outdoor...
Key West
Lower Keys Rotary Kids Fishing Tournament
Feb 22, 2026
Experience the best of the Florida Keys at the Lower Keys Rotary’s annual event! Don’t miss this chance to celebrate community and the Keys’ laid-back...
Key West
Library Speaker Series: Bob Rich
Mar 2, 2026
Experience an authentic Key West evening with noted outdoorsman and bestselling author Bob Rich on Monday, March 2, 2026, 6–7 PM at Key West Library...
Key West
March Merkin
Mar 9 - 12, 2026
Experience the thrill of fly fishing in the stunning Florida Keys at the March Merkin Invitational! Join fellow anglers for world-class permit fishing...
Key West
Key West Sailfish Tournament (2026)
Mar 26 - 28, 2026
Experience the excitement of the Key West Sailfish Tournament in the beautiful Florida Keys! Join fellow anglers for thrilling offshore fishing...
Key West
Spanish Fly Shark Tournament (2026)
Apr 2 - 4, 2026
Experience the thrill of the Key West Shark Tournament in the beautiful Florida Keys! Join fellow anglers for exciting shark fishing, cash prizes, and...
