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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Islamorada
Swim for Alligator Lighthouse
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Experience the thrill of the Alligator Lighthouse Swim in the stunning Florida Keys! Swim 8 miles in crystal-clear waters, enjoy vibrant marine life, and celebrate with fellow adventurers. Perfect for leisure travelers seeking excitement, natural beauty, and unforgettable memories.
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Key West
Fantasy Fest
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Fantasy Fest is Key West’s signature 10-day celebration of costumes, creativity, music, performance, and larger-than-life imagination, transforming...
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Key West
Monday Night Jazz Jams
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Kick off the week with the smooth sounds of Monday Night Jazz Jams at the William Weech American Legion Post 168 in Key West. Held every Monday from 8...
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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...
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Key West
Film Night: Wizard of Oz with Pink Floyd
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Tuesday, August 18, 2026, 8:00 p.m. Experience the legendary “Dark Side of the Rainbow” at Williams Hall, where The Wizard of Oz is paired with Pink...
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Islamorada
Morada Way Third Thursday Art Walk
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Every third Thursday of the month from 6 to 9 p.m., Morada Way in Islamorada comes alive with color, music, flavor, and island charm. Stroll through...
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Key West
Summer Studio Series #6: Dancing on Concrete
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August 21–23, 2026, at 7:30 p.m. Experience Dancing on Concrete, an inspiring and high-energy production that follows the remarkable journey of Brayan...
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Key Largo
The Big Splash
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Make a splash in the Upper Keys during The Big Splash, a family-friendly summer celebration presented by Wesley House Family Services in Key Largo...
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Key West
Pre Full Moon Beach Party
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Saturday, August 22, 2026, from 7:00 to 11:00 p.m. Get ready to dance under the moon at Lagerheads Beach Bar, one of Key West's best-kept waterfront...
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Key West
Sheriff’s Animal Farm Open House
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Enjoy a fun and memorable family outing at the Monroe County Sheriff’s Animal Farm on Stock Island. Open the second and fourth Sunday of each month...
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Key West
Buckcherry at Key West Theater
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Sunday, August 23, 2026 | 7 p.m. | Key West Theater Turn up the volume for a high-energy night in Key West as Buckcherry takes the stage at the...
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Key Largo
Delicate Balance of Nature Lecture Series: Outdoor Education's Impact on Ocean Conservation with Sarah Egner
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Discover how education can help shape the future of ocean conservation during an engaging presentation with Sarah Egner, Senior Vice President of Key...
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Marathon
Dolphin Research Center’s Dolphin Sunset Celebration
Experience a truly unforgettable evening at Dolphin Research Center in the Florida Keys with the Dolphin Sunset Celebration, an intimate once-a-month...
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Key West
Summer Studio Series #7: Cirque
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August 28–30, 2026, at 7:30 p.m. Experience Cirque, a vibrant evening of music, dance, and cultural storytelling featuring Juliette “Juju” Chavaria...
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Key West
Dave Landau at Comedy Key West
September 2–5, 2026 | 8:30 p.m. | Comedy Key West Get ready for four nights of laughs as Dave Landau returns to Comedy Key West, bringing his laid...
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Key West
Womenfest Key West
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Experience Womenfest in Key West, the ultimate celebration for women in paradise! Enjoy pool parties, live entertainment, water adventures, and...
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Key West
John Frinzi & Aaron Scherz Live at Key West Theater
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September 2 & 3, 2026, 7:00 p.m. Singer-songwriters John Frinzi and Aaron Scherz bring their laid-back blend of tropical Americana, folk, pop, country...
