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
Featured
Key West
Race World Offshore (2025)
Nov 2 - 9, 2025
Sports fans with a need for speed can fuel their passion at the Race World Offshore Key West World Championship, set for Sunday through Sunday, Nov. 2...
Featured
Key West
Key West Film Festival
Nov 12 - 16, 2025
Key West Film Festival transforms the island into a vibrant destination for film lovers, filmmakers, and critics from around the world. Set against...
The Lower Keys
Lower Keys Chamber Holiday Gala
Dec 6, 2025
Experience the magic of the Florida Keys at the 2022 Holiday Gala! Enjoy an elegant evening with live entertainment, delicious cuisine, and festive...
Marathon
7Mile Santacon
Dec 6, 2025
Join the festive 7 Mile Santa Con in the Florida Keys! Dress as Santa and stroll the iconic 7 Mile Bridge, enjoying holiday cheer, live music, and...
Key West
Print Your Own Holiday Cards: Kids Edition with Bria Ansara
Dec 6, 2025
Join us in the Florida Keys for a fun, creative event—Print Your Own Holiday Cards: Kids Edition with Bria Ansara! Kids will learn printmaking...
Key West
Key West Christmas Parade
Dec 6, 2025
Experience the magic of the Key West Holiday Parade! Join locals and visitors as festive floats, marching bands, and lively performers light up Duval...
Key Largo
Key Largo Bridge Run
Dec 6, 2025
Experience the thrill of the Key Largo Bridge Run in the stunning Florida Keys! Enjoy breathtaking ocean views as you run or walk across the iconic...
Key West
Steven Rogers - Comedy
Dec 7 - 10, 2025
Steven Rogers is a stand-up comedian known for his unique blend of wit, vulnerability, and sharp observational humor. His comedic style combines...
Key West
Making Ceramics from Algae with Jennifer Zettler and Casey Schachner
Dec 8, 2025
Discover the art of sustainable ceramics in the Florida Keys! Join Jennifer Zettler and Casey Schachner for a unique workshop exploring how local...
Key West
Key West International Dance Company - "Country Christmas"
Dec 11 - 12, 2025
Experience the vibrant rhythms of Key West International Dance Company in the Florida Keys! Enjoy captivating performances, diverse dance styles, and...
Key West
Scott Kirby - 35 Years of Songs & Stories
Dec 11, 2025
Singer, songwriter, guitarist, storyteller, traveler and road warrior are all words that aptly describe Scott Kirby. Finishing songs while driving...
Key West
Rams Head Presents: Anthony Rodia: Laugh Til It Hurts Tour
Dec 11, 2025
Experience a night of laughter in Key West as Rams Head presents Anthony Rodia’s “Laugh ‘Til It Hurts” Tour! Don’t miss this hilarious stand-up comedy...
Islamorada
Islamorada Half Marathon, 10K, Rumrunner Run & Beach N' Beer Mile
Dec 11 - 14, 2025
Experience the ultimate island adventure at the Islamorada Running Company’s events in the Florida Keys! Enjoy scenic races, tropical vibes, and post...
Key West
Holiday Fest-Inn Tours
Dec 12, 2025
Experience the magic of the Florida Keys at the Holiday Fest! Enjoy festive lights, live music, delicious food, and family-friendly activities in a...
Islamorada
Islamorada Junior Sailfish Tournament
Dec 12 - 14, 2025
Set sail for adventure in the Florida Keys with Isla Junior Sailing! Enjoy hands-on sailing experiences, stunning ocean views, and fun for all ages...
Key West
Custom House Holiday Concert & Bazaar
Dec 12, 2025
Experience the festive spirit at the Holiday Bazaar in the Florida Keys! Enjoy unique gifts from local artisans, live music, delicious treats, and a...
