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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Key West
Burgers & Buffet Tunes: A Tribute Show at Comedy Key West
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There are plenty of places to enjoy lunch in Key West, but only one invites you to dine with a legend. Burgers & Buffett Tunes at Comedy Key West is a...
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Marathon
MCT Children's Summer Theatre Presents Dare to Dream Jr.
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July 10–11, 2025 – 7:00 p.m. July 12, 2025 – 3:00 p.m. Marathon Community Theatre's youth performers take the stage in Disney's Dare to Dream Jr., a...
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Key West
Glow Hours at Hugh’s Views
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Every Monday and Tuesday, experience Glow Hours at Hugh’s View in Key West, a one-of-a-kind rooftop evening set above The Studios of Key West. Take in...
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Key West
Monday Night Jazz Jams
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Start your week on a smooth note with Monday Night Jazz Jams at the William Weech American Legion Post 168 in Key West. Held every Monday from 8:30 to...
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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...
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Key West
Prime of Life Yoga
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Reconnect with your body, mind, and the natural beauty of Key West during Prime of Life Yoga at the Key West Tropical Forest & Botanical Garden. Held...
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
Hemingway in a Funny Way at Comedy Key West
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Raise a glass to Papa himself! Comedy Key West brings back its tribute to the funny side of Ernest Hemingway — just a few blocks from the famed...
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Key West
Arts & Drafts
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Get creative midweek with Arts & Drafts at The Retro Room in Key West, held every Wednesday from 7 to 9 p.m. This relaxed, social art night pairs a...
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Key West
Key West Farmers Market
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Discover the vibrant Florida Keys Farmers Market, where fresh local flavors, handmade treasures, and island charm come together in a lively open-air...
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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...
