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
He's Back! ROB BENTON - LIVE!
Feb 24, 2026
Don’t miss Rob Benton’s only public show in Key West this year at The Marker Key West Harbor Resort. On February 24 from 4PM–7PM, Rob brings his...
Featured
Key West
AND THE WORLD GOES ROUND at Red Barn Theater
Feb 24, 2026, Feb 25, 2026, Feb 26, 2026, Feb 27, 2026, Feb 28, 2026, Mar 1, 2026, Mar 2, 2026, Mar 3, 2026, Mar 4, 2026, Mar 5, 2026, Mar 6, 2026, Mar 7, 2026, Mar 8, 2026, Mar 9, 2026, Mar 10, 2026, Mar 11, 2026, Mar 12, 2026, Mar 13, 2026, Mar 14, 2026, Mar 15, 2026, Mar 16, 2026, Mar 17, 2026, Mar 18, 2026, Mar 19, 2026, Mar 20, 2026, Mar 21, 2026
Show Dates: Feb 24 - Mar 21, 2026 An intimate musical revue celebrating the extraordinary work of the composer and lyricist of (among others) “Chicago...
Key West
Mel Fisher Maritime Museum Lecture Series: Florida Keys Sanctuary Shipwreck Stories
Feb 24, 2026
Dive into the dramatic maritime history beneath the waters of the Florida Keys. Join Matthew Lawrence, a maritime archaeologist with the Florida Keys...
Key West
Stargazing 101 with Larry Halstead
Feb 24 - 25, 2026
Discover the wonders of the night sky in this beginner-friendly stargazing workshop led by Larry Halstead. Designed as a two-evening experience, the...
Key West
Roxana Saberi Between Two Palms at The Studios of Key West
Feb 24, 2026
Join Roxana Saberi - award-winning journalist and author - for Between Two Palms, an intimate conversation about courage, journalism, and her memoir...
Key West
RAMS HEAD PRESENTS: DMTB: THE DAVE MATTHEWS TRIBUTE BAND
Feb 25, 2026
DMTB is a celebration of the music of the Dave Matthews Band - a time machine to a funky tea party in the 90’s, a boisterous era of tape trading, sing...
Key West
Scott Kirby- 35 Years of Songs & Stories w/ Dave Edmisten at Key West Theater
Feb 25 - 26, 2026
Singer, songwriter, guitarist, storyteller, traveler and road warrior are all words that aptly describe Scott Kirby. Finishing songs while driving...
Key West
Pet Portraits with Maggie Ruley
Feb 25 - 26, 2026
Join local artist Maggie Ruley for a creative and engaging pet portrait workshop celebrating your beloved companions. During this guided session...
Marathon
City of Marathon Food Truck Jamboree - Back for Seconds
Feb 25, 2026
Come out for second helpings at the City of Marathon’s Food Truck Jamboree — Back for Seconds! Bigger and better than the first event, the February...
Marathon
Dolphin Sunset Celebration
Feb 25, 2026
Join the Dolphin Research Center’s Dolphin Sunset Celebration in the Florida Keys: exclusive after-hours access, intimate dolphin interactions with...
Marathon
CONNECTIONS PROJECT Pop-Up at Art Studio by Sandra Lee
Feb 26, 2026
Join The Connections Project: A Mosaic of the Keys— pop-up event across the Florida Keys celebrating local visual and performing artists. Explore...
Featured
Marathon
Little Shop of Horrors at Marathon Community Theater
Feb 26, 2026, Feb 27, 2026, Feb 28, 2026, Mar 5, 2026, Mar 6, 2026, Mar 7, 2026, Mar 12, 2026, Mar 13, 2026, Mar 14, 2026, Mar 19, 2026, Mar 20, 2026, Mar 21, 2026
FEBRUARY 26, 27, 28 @ 8:00PM MARCH 5, 6, 7 @ 8:00PM MARCH 8 @ 3:00 PM- SUNDAY MATINEE MARCH 12, 13, 14 @ 8:00PM MARCH 15 @ 3:00PM - SUNDAY MATINEE...
Islamorada
Florida Keys History & Discovery Foundation 2026 Hoedown
Feb 26, 2026
We’re throwing a full-on Hoedown to support the Florida Keys History & Discovery Foundation, and you’re invited! Enjoy great music, food trucks, line...
Key West
Distinguished Speaker Series: Flavor of the Peninsula | The History and Cultural Significance of Food in Florida
Feb 26, 2026
Join the Distinguished Speaker Series: Flavor of the Peninsula — a lively lecture with Dr. Cori Convertito exploring Florida’s culinary history from...
Key Largo
CONNECTIONS PROJECT Pop-Up, Key Largo Chamber After Hours at REEF Center
Feb 26, 2026
Join The Connections Project: A Mosaic of the Keys— pop-up event across the Florida Keys celebrating local visual and performing artists. Explore...
