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
Gov't Mule & Ziggy Marley: Dreaming The Same Dream Tour
**Wednesday, September 30, 2026.** Get ready for a once-in-a-lifetime night of music as two legends share one stage at Key West's Coffee Butler...
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Key West
Fantasy Fest
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Fantasy Fest is an electrifying, 10-day costume and performance festival held annually in Key West, Florida, each October. First launched in 1979 by...
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The Lower Keys
Open Air Market at Boondocks
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Every Saturday from 9 a.m. to 2 p.m., Boondocks Open-Air Market brings island flavor, local creativity, and tropical charm to Mile Marker 27.5 on...
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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Islamorada
Florida Keys Farmers Market
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Spend your Sunday soaking up local flavor at the Florida Keys Farmers Market in Islamorada. Held every Sunday from 10 a.m. to 3 p.m. in the parking...
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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
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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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...
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 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...
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...
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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 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...
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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 | 7:30PM Experience Cirque, a vibrant evening of music, dance, and cultural storytelling featuring Juliette “Juju” Chavaria, also known...
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Key West
John Frinzi & Aaron Scherz Live at Key West Theater
September 2 & 3, 2026 Singer-songwriters John Frinzi and Aaron Scherz bring their signature blend of tropical Americana, folk, country, and beach...
