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
Mile 0 Fest (2026)
Experience Mile 0 Fest in the stunning Florida Keys! Enjoy five days of top Texas Red Dirt & Americana music, beachfront parties, and unforgettable...
Illusionist Rick Thomas at Tennessee Williams Theater
Step into the Extraordinary as Rick Thomas takes you on a journey never to be forgotten…a journey within his Mansion of Dreams! Prepare to be...
Waterfront Playhouse - Once (Mainstage Series)
Mar 4, 2026 - Mar 21, 2026 Winner of eight Tony Awards, including Best Musical, Once tells the story of a disillusioned Dublin street musician whose...
CONNECTIONS PROJECT Pop-Up at Shady Palm Art Gallery
Join The Connections Project: A Mosaic of the Keys— pop-up event across the Florida Keys celebrating local visual and performing artists. Explore...
The Man In Black: A Tribute to Johnny Cash at Key West Theater
With his strikingly similar looks, baritone voice, and spot-on mannerisms, Shawn Barker’s uncanny resemblance to the original “Man In Black”...
Key West Orchid Festival at Key West Garden Club
Experience the vibrant Annual Orchid Festival in the Florida Keys! Enjoy stunning orchid displays, expert talks, plant sales, and local art at the Key...
Brian Imbus: Mentalist and Hypnotist at Key West Theater
Brian Imbus is a world-renowned Mentalist that has performed for thousands of audiences for the past 25 years. “Can he read my mind?”
Friends of the Key West Library Book Sale
Discover Key West charm at the Friends of the Key West Library Palm Garden Book Sale on March 7th from 10 a.m. to 1 p.m., a seasonal winter pop-up...
Conch Shell Blowing Contest (2026)
The Conch Shell Blowing Contest celebrates a cherished Florida Keys tradition with a blend of history and creativity. Hosted in the lush garden of the...
Beats on the Bay - Bay Jam 31 at Founders Park
Experience Bay Jam 31 in the beautiful Florida Keys! Enjoy live music from top local and national artists, stunning waterfront views, delicious food...
Bobby in the Lobby at Tennessee Williams Theater
No songwriter ever composed more hits for the Broadway musical than Richard Rodgers. Starting in the mid 1920s his collaboration with the brilliant...
Library Speaker Series: Jenn McKinlay
Join New York Times bestselling author Jenn McKinlay in Key West for an engaging evening about books, writing, and her latest cozy mystery, Booking...
March Merkin
Experience the thrill of fly fishing in the stunning Florida Keys at the March Merkin Invitational! Join fellow anglers for world-class permit fishing...
Scott Kirby- 35 Years of Songs & Stories w/ Davin James at Key West Theater
Singer, songwriter, guitarist, storyteller, traveler and road warrior are all words that aptly describe Scott Kirby. Finishing songs while driving...
Crimes of the Heart at Fringe Theater
Winner of the Pulitzer Prize for Drama, Crimes of the Heart by Beth Henley takes the stage March 11–21. This Southern Gothic comedy follows the...