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.
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Key West
Girl of Fire at Key West Theater's Helmreich Theatre
Experience Girl of Fire, a one-woman theatrical performance by LaDonna BlueEye at The Studios of Key West's Helmerich Theater. Blending storytelling...
Featured
Key West
Key West Artisan Market: Lobster Best Edition
Celebrate the start of Florida Keys lobster season at the Key West Artisan Market: Lobster Best Edition at Higgs Beach in Key West. This special...
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Key West
Film Night: Cocktail at HiNote
August 11, 2026. Grab a specialty cocktail and settle in for a night of peak '80s Tom Cruise! HiNote at General Horseplay hosts a big-screen showing...
Key West
Tropical Heat 2026
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Experience Tropical Heat in Key West! This all-male, four-day festival features sizzling pool parties, dance events, and unforgettable nightlife in...
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Key West
Key West RumFest
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Experience the ultimate island celebration at Key West Rum Fest, where tropical flavor, lively entertainment and laid-back island spirit come together...
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Key West
Eeland Stribling at Comedy Key West
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August 13–15, 2026 | 8PM Comedian Eeland Stribling takes the stage at Comedy Key West for a three-night run of stand-up comedy. A regular performer at...
Key West
The Art and Impact of Archival Research with Monica Berra (PEAR)
Archives aren’t just for historians—in this engaging, lecture-style workshop, filmmaker and producer Monica Berra explores how archival research can...
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Key West
Rum Fest: Cliff Cody & Sharese
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Friday, August 14, 2026 — doors 7:00 pm, concert 8:00–10:00 pm. Raise a glass and get ready to groove! As part of Key West Rum Fest, the Key West...
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Key West
Jesse Rice
Saturday, August 15, 2026. Get ready for a night of great live music at the Key West Theater with Jesse Rice! Part of Key West Rum Fest weekend, this...
Key Largo
Key Largo Triathlon (2026)
Starting at sunrise, the event features a scenic open-water swim at Cannon Beach, a bike course along the Overseas Highway, and a run through a...
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Key West
Film Night: Wizard of Oz with Pink Floyd
August 18, 2026. Experience the legendary "Dark Side of the Rainbow"! Catch the famous Wizard of Oz film synced live to Pink Floyd's Dark Side of the...
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Marathon
Bartenders Dolphin Tournament
Join the fun in the Middle Keys for this one-day dolphin fish tournament designed especially for bartenders and restaurant employees. This spirited...
Key West
Summer Studio Series #6: Dancing on Concrete
August 21-23 | 7:30PM Experience Dancing on Concrete, an inspiring and high-energy production following the remarkable journey of Brayan, a Colombian...
Key Largo
The Big Splash
Get ready to make a splash! Wesley House Family Services is bringing the fun to Key Largo with the Big Splash—a day packed with waterslides, a foam...
Key West
Pre Full Moon Beach Party
Saturday, August 22, 2026, from 7 to 11 p.m. Dance under the moon at Lagerheads Beach Bar in Key West! This free Pre Full Moon Beach Party brings...
