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
Key West
Sean Patton at Comedy Key West
May 11 - 12, 2026, May 12 - 13, 2026
May 11–12 Sean Patton brings two nights of sharp, globally seasoned stand-up to Comedy Key West on May 11 and 12. A New York–based comedian with roots...
Islamorada
LLGF Scream in' Reels AKA Ladies, Let's Go Fishing Screamin' Reels (2026)
May 15 - 17, 2026
Join Ladies, Let's Go Fishing! in the Florida Keys for a fun, hands-on weekend of fishing, learning, and adventure. Perfect for beginners and...
Key Largo
Delicate Balance of Nature Lecture Series: How Part of the Atlantic Ocean Became a State Park with Elena Muratori
May 18, 2026
Before it became a world-renowned underwater destination, the coral reef off Key Largo faced an uncertain future. Join Elena Muratori, Park Services...
Islamorada
Golden Fly Tarpon Tournament
May 18 - 20, 2026
Golden Fly Invitational Tarpon Tournament is one of the Florida Keys’ most prestigious fly-fishing competitions, held annually in Islamorada during...
Key West
Salute to Service 5K Run & Walk
May 24, 2026
Celebrate Memorial Day weekend in Key West at the Salute to Service 5K Run & Walk at The Marker Resort on Sunday, May 24, 2026. Starting and finishing...
The Lower Keys
Carved Flamingo Platter Workshop
May 24, 2026
Create a stunning, tropical-inspired serving piece in this hands-on ceramic workshop where you’ll design a carved flamingo platter using the beautiful...
Key West
36th Annual Schooner Wharf Minimal Regatta
May 24, 2026
Get ready for a splash-filled afternoon at one of Key West’s most unique and entertaining traditions. Participants build their own boats using a...
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...
