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
Waterfront Playhouse presents Moulin Rouge Bal Royale
Feb 22, 2026
Step into the glittering world of Moulin Rouge Bal Royale — an immersive Montmartre soirée in Key West. On Feb 22, 2026, at 6pm, the Truman Little...
Key West
Spotlight Series: 42 at Tropic Cinema
Feb 22, 2026
Experience '42' at Tropic Cinema’s Spotlight Series in Key West — a 128-minute, community-minded screening Sunday, Feb 22 at 2 PM. Celebrate Black...
Key West
RAMS HEAD PRESENTS: BIG BAD VOODOO DADDY AT KEY WEST THEATER
Feb 22, 2026
Experience Big Bad Voodoo Daddy’s electrifying matinee at the historic Key West Theater — a 32-year swing-revival sensation delivering upbeat horns...
Key West
It’s For The Birds Annual Benefit 2026
Feb 22, 2026
Experience Key West charm at It's For The Birds, the Key West Wildlife Center’s annual benefit on Sun, Feb 22, 2026, 3–6 PM at West Martello Tower...
Key West
Lower Keys Rotary Kids Fishing Tournament
Feb 22, 2026
Experience the best of the Florida Keys at the Lower Keys Rotary’s annual event! Don’t miss this chance to celebrate community and the Keys’ laid-back...
Key West
Women of Americana: A Celebration of American Music at Tennessee Williams Theater
Feb 22, 2026
Join Women of Americana at Key West's Tennessee Williams Theatre for a vibrant celebration of American music. Talented female vocalists deliver iconic...
Key West
Garrison Keillor and Erica Rhodes: “The Crazy Uncle and His Sensible Niece" at Key West Theater
Feb 22, 2026
Experience an unforgettable evening in the Florida Keys with legendary storyteller Garrison Keillor at the Key West Theater! Enjoy humor, music, and...
Key West
Capturing Nature with Printing (on Fabric)
Feb 22, 2026
Create unique, nature-inspired textiles in this hands-on fabric printing workshop led by Dawn Wilkins. Participants will explore accessible botanical...
Key West
Tell Them Who You Are: Represent Your Work and Yourself
Feb 23, 2026
Develop a clear and confident artistic voice in this writing-focused workshop led by Cricket Desmarais. Designed to support artists at any stage, the...
Key Largo
Delicate Balance of Nature Lecture Series: The Pink Wave with Jerry Lorenz
Feb 23, 2026
Once a familiar sight in Florida, flamingos nearly vanished from the state for more than a century. Discover the remarkable story behind their decline...
Key West
Library Speaker Series: Ruth Reichl
Feb 23, 2026
Celebrate the magic of books, food, and community at the Friends of the Key West Library Fundraising Gala on Monday, February 23, 2026. The evening...
Marathon
Hermitage Trio with Violist Jordan Bak at Marathon High School PAC
Feb 23, 2026
Experience the Grammy‑nominated Hermitage Piano Trio with award‑winning violist Jordan Bak in Marathon on Feb 23, 2026 at Marathon High School...
Key West
A FEAST OF WORDS AND FLAVORS WITH RUTH REICHL
Feb 23, 2026
Join bestselling food writer Ruth Reichl for an elegant evening in Key West—an intimate interview and post-talk Palm Garden reception with tropical...
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...
