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
Dance Factory Presents Threads of Love: A Mother’s Legacy Through Dance
May 10, 2026
Celebrate the beauty of movement and the power of legacy this Mother’s Day at Threads of Love: A Mother’s Legacy Through Dance, a heartfelt...
Key West
Rams Head Presents: 10,000 Maniacs
May 10, 2026
Celebrating over four decades of influential music, 10,000 Maniacs bring their signature blend of poetic lyricism and rich melodies to the stage...
Key West
The 40th Annual Queen Mother Pageant
May 11, 2026
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...
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...
Featured
Key West
Wyatt Cote at Comedy Key West
May 13, 2026, May 14, 2026, May 15, 2026, May 16, 2026
May 13, 14, 15, 16 | 8:30 PM Don’t miss rising stand-up star Wyatt Cote as he brings his sharp, high-energy comedy to Key West for a special multi...
Key West
Mile Zeros: Un-Anchored — Screening & Q&A
May 15, 2026
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...
Key West
Tri Knot to Rock at The Key West Theater
May 15, 2026
Experience a night of legendary rock reimagined as Tri Knot takes over the Key West Theater on Friday, May 15th, 2026, delivering electrifying...
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 West
Wintergreen Oil Transfers with Angelica Clyman
May 16, 2026
Explore a unique printmaking technique in this hands-on workshop with Angelica Clyman (PEAR) at The Studios of Key West. Participants will learn how...
Featured
Key West
Aladdin and the Legend of the Lamp
May 16, 2026, May 17, 2026
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...
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 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...
Featured
Key West
Writing Character from Setting with CJ Hauser (PEAR)
May 20, 2026, May 21, 2026
Wednesday & Thursday, May 20-21, 12 –1pm Explore the powerful connection between place and personality in this generative writing workshop with...
Key West
Once There Was a Railroad by Wayne Garcia
May 22, 2026
“Once There Was a Railroad” by master woodcarver Wayne Garcia brings the remarkable story of Henry Flagler’s Overseas Railroad to life through a...
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...
