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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Featured
Key West
Hemingway Days & Hemingway Look-Alike Contest
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Key West comes alive with Hemingway Days, a spirited five-day festival celebrating the life, legacy, and island era of Ernest “Papa” Hemingway. The...
Key West
One Night Stand: A 24-Hour Theater Experience
Saturday, August 1 | 7PM & 9PM One Night Stand returns to The Studios of Key West for its wildly popular 24-hour theater event, where teams of writers...
Key Largo
11th Annual Jerry Garcia Birthday Bash Benefiting Reef Relief
Celebrate an afternoon of live Grateful Dead music, community spirit, and island vibes at the 11th Annual Jerry Garcia Birthday Bash at The Green...
Featured
Key West
28th Annual Key West Lobsterfest
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Dive into the ultimate seafood celebration at Key West Lobsterfest! Enjoy fresh lobster, vibrant street parties, live music, and delicious local...
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...
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...
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...
Featured
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...
Featured
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...
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...
Featured
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
Buckcherry at Key West Theater
Catch Buckcherry live at the intimate Key West Theater on Aug 23, 2026 at 7:00 PM — an electrifying evening of hard-rock favorites, island vibes and...
Key Largo
Delicate Balance of Nature Lecture Series: Outdoor Education's Impact on Ocean Conservation with Sarah Egner
Education plays a powerful role in shaping the future of ocean conservation. Join Sarah Egner, Senior Vice President of Key Largo’s MarineLab, as she...
