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
Islamorada
Morada Way Third Thursday Art Walk
Nov 20, 2025, Dec 18, 2025, Jan 15, 2026, Feb 20, 2026, Mar 19, 2026, Apr 16, 2026, May 21, 2026, Jun 18, 2026, Jul 16, 2026, Aug 21, 2026, Sep 17, 2026, Oct 15, 2026
Dates: Third Thursday of each month from 6 to 9pm Experience the vibrant Morada Way Arts & Cultural District Art Walk in the Florida Keys! Enjoy local...
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Key West
Ben Harrison at Key West Theater
Jan 8, 2026, Jan 21, 2026, Feb 5, 2026, Mar 5, 2026, Mar 25, 2026
Show Dates: Jan 8, 21 Feb 5, 17 March 5, 25 IRREVERENT, FUNNY, and FULL OF KEY WEST, Ben is the author of the musicals UNDYING LOVE, EL ISLEÑO: The...
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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...
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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...
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Key West
Waterfront Playhouse - Once (Mainstage Series)
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
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...
Key West
Nick Norman with Special Guest Joal Rush at Key West Theater
Mar 6, 2026
Catch singer-songwriters Nick Norman with special guest Joal Rush for an intimate night of storytelling, soul and acoustic magic at Key West Theater’s...
Key West
Cortadito The Playlist at The Studios of Key West
Mar 6, 2026
Experience Cortadito live at The Studios of Key West on Friday, March 6 at 7PM in the intimate Helmerich Theater. Miami’s celebrated ensemble revives...
Key West
Cayo + Florida Man Dinner
Mar 6, 2026
Experience the flavors and history of the Florida Keys at the Cayo Provisions + Florida Man BBQ Dinner, a special multi-course dining event featuring...
Key West
Key West Woodcarving Exhibition: A Showcase of Local Woodcarving Tradition
Mar 6, 2026
The Key West Woodcarving Exhibition: A Showcase of Local Woodcarving Tradition celebrates the island’s rich artistic heritage with a display of...
Key West
Annual Key West Orchid Society Festival at West Martello Gardens
Mar 6 - 8, 2026
Experience the vibrant Annual Orchid Festival in the Florida Keys! Enjoy stunning orchid displays, expert talks, plant sales, and local art at the Key...
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Key West
First Fridays on Fleming
Mar 6, 2026, May 29, 2026, Aug 21, 2026, Nov 13, 2026, Feb 5, 2027
Every First Friday (6–9pm), Fleming Street in Key West comes alive for First Fridays on Fleming — a monthly evening of local shopping, gallery...
Key West
In Another's Voice: Persona Writing in Poetry & Prose with Katharyn Howd Machan at The Studios of Key West
Mar 7, 2026
Join Katharyn Howd Machan for "In Another’s Voice: Persona Writing in Poetry & Prose" at The Studios of Key West in the Florida Keys (Heinen Design...
Key West
Book Sale in the Palm Garden
Mar 7, 2026
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...
Key West
Conch Shell Blowing Contest
Mar 7, 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...
Key West
Annual Schooner Wharf Open Air Art & Music Affair
Mar 7, 2026
Celebrate the creative spirit of Key West at the 26th Annual Schooner Wharf Open Air Art & Music Affair at the historic Schooner Wharf Bar. This...
