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
34th Annual Florida Keys Island Fest
Each spring, the Florida Keys Island Fest brings two days of vibrant community celebration to Founders Park in Islamorada. Organized by the Islamorada...
City of Marathon Food Truck Jamboree - Back for Seconds
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...
Pet Portraits with Maggie Ruley
Join local artist Maggie Ruley for a creative and engaging pet portrait workshop celebrating your beloved companions. During this guided session...
RAMS HEAD PRESENTS: DMTB: THE DAVE MATTHEWS TRIBUTE BAND
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...
Scott Kirby- 35 Years of Songs & Stories w/ Dave Edmisten at Key West Theater
Singer, songwriter, guitarist, storyteller, traveler and road warrior are all words that aptly describe Scott Kirby. Finishing songs while driving...
Little Shop of Horrors at Marathon Community Theater
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...
CONNECTIONS PROJECT Pop-Up, Key Largo Chamber After Hours at REEF Center
Join The Connections Project: A Mosaic of the Keys— pop-up event across the Florida Keys celebrating local visual and performing artists. Explore...
CONNECTIONS PROJECT Pop-Up at Art Studio by Sandra Lee
Join The Connections Project: A Mosaic of the Keys— pop-up event across the Florida Keys celebrating local visual and performing artists. Explore...
Distinguished Speaker Series: Flavor of the Peninsula | The History and Cultural Significance of Food in Florida
Join the Distinguished Speaker Series: Flavor of the Peninsula — a lively lecture with Dr. Cori Convertito exploring Florida’s culinary history from...
Move Like the Ocean: Build a Kinetic Cardboard Sea Creature
Dive into a fun, hands-on creative workshop with artist Cricket Desmarais, where participants will design and build their own kinetic cardboard sea...
Sombrero Beach Run
Join us in the Florida Keys for the Sombrero Beach Run! Enjoy a scenic race along beautiful Sombrero Beach, with options for all fitness levels...
Neil Berg’s 50 Years of Rock n’ Roll, Part 6 at Tennessee Williams Theater
With a cast consisting of both stars from Broadway's greatest rock musicals, as well as incredible Rock & Roll singers, Neil Berg shares the often...
FOOD: Celebrating Conch Cuisine
Feb 27, 2026 - Jan 3, 2027 A landmark exhibition, FOOD: Celebrating Conch Cuisine builds on the foundation of the Smithsonian's acclaimed Food History...
FOOD: Celebrating Conch Cuisine - Exhibit Opening
Exhibit Runs February 27, 2026 - January 3, 2027 FOOD: Celebrating Conch Cuisine Building on the foundation of the original Smithsonian Food History...
Colin Quinn at Key West Theater
Catch Colin Quinn live at the historic Key West Theater on Feb 27, 2026. The Brooklyn-born comedian brings sharp, irreverent stand-up and decades of...