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
Key West Pride 2026
Every June, Key West Pride turns the island into a vibrant, inclusive festival full of color, community, and celebration. This weeklong event welcomes...
Rams Head Presents: 10,000 Maniacs
Celebrating over four decades of influential music, 10,000 Maniacs bring their signature blend of poetic lyricism and rich melodies to the stage...
The 40th Annual Queen Mother Pageant
Celebrate tradition, glamour, and over-the-top fun at the 40th Annual Queen Mother Pageant, presented by John “Ma” Evans and the Key West Theater. A...
Sean Patton at Comedy Key West
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...
Tri Knot to Rock at The Key West Theater
Experience a night of legendary rock reimagined as Tri Knot takes over the Key West Theater on Friday, May 15th, 2026, delivering electrifying...
LLGF Scream in' Reels AKA Ladies, Let's Go Fishing Screamin' Reels (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...
Mile Zeros: Un-Anchored — Screening & Q&A
Mile Zeros: Un-Anchored is a new independent comedy series created by Florida Keys filmmakers, bringing a quirky, on-the-water twist to island life...
Wintergreen Oil Transfers with Angelica Clyman
Explore a unique printmaking technique in this hands-on workshop with Angelica Clyman (PEAR) at The Studios of Key West. Participants will learn how...
Aladdin and the Legend of the Lamp
May 16, 2026, at 7:00 PM & May 17, 2026, at 3:00 PM Experience an exciting celebration of dance as CoffeeMill Dance Studio presents their annual...
Delicate Balance of Nature Lecture Series: How Part of the Atlantic Ocean Became a State Park with Elena Muratori
Before it became a world-renowned underwater destination, the coral reef off Key Largo faced an uncertain future. Join Elena Muratori, Park Services...
Golden Fly Tarpon Tournament
Golden Fly Invitational Tarpon Tournament is one of the Florida Keys’ most prestigious fly-fishing competitions, held annually in Islamorada during...
Writing Character from Setting with CJ Hauser (PEAR)
Wednesday & Thursday, May 20-21, 12 –1pm Explore the powerful connection between place and personality in this generative writing workshop with...
Once There Was a Railroad by Wayne Garcia
“Once There Was a Railroad” by master woodcarver Wayne Garcia brings the remarkable story of Henry Flagler’s Overseas Railroad to life through a...
Salute to Service 5K Run & Walk
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...
36th Annual Schooner Wharf Minimal Regatta
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...
Carved Flamingo Platter Workshop
Create a stunning, tropical-inspired serving piece in this hands-on ceramic workshop where you’ll design a carved flamingo platter using the beautiful...