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.
See Some Shenanigans
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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
Hemingway in a Funny Way at Comedy Key West
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Raise a glass to one of Key West’s most legendary literary figures during this playful tribute to Ernest Hemingway at Comedy Key West. Led by comedian...
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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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Islamorada
Keep Lignumvitae Lovely Volunteer Program
Help protect one of Islamorada’s most remarkable natural treasures by volunteering with Keep Lignumvitae Lovely, a Florida Department of Environmental...
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Key West
Keys Season Window Display at Key West Art Center
Throughout October 2026, discover original work by Florida Keys artists during the Keys Season Window Display at the Key West Art Center & Gallery...
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Islamorada
Friends of the Islamorada Area State Parks Volunteers
Give back to some of the Upper Keys’ most beautiful natural and historic places by volunteering with the Friends of the Islamorada Area State Parks...
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The Lower Keys
Bahia Honda State Park Campground Host Volunteers
Experience the natural beauty of the Lower Keys while giving back as a resident campground host at Bahia Honda State Park, an extended volunteer...
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Key Largo
Taste the Keys
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October 1–31, 2026 | Key Largo & the Upper Florida Keys Calling all food lovers — it’s time to Taste the Keys! This month-long culinary celebration...
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Key West
Surfrider Foundation Florida Keys Cleanups & Water Quality Monitoring
Join the effort to protect the ocean, beaches, and coastal habitats of the Florida Keys by volunteering with the Surfrider Foundation’s Florida Keys...
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Key West
Team OCEAN Boater Education & Stewardship Volunteers
Become an on-the-water ambassador for the Florida Keys by volunteering with Team OCEAN, a stewardship program of NOAA’s Florida Keys National Marine...
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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
Chef's Whimsy: Chef's Encore Dinner Series
October 2, 2026. Settle in for an evening of culinary creativity during Chef’s Whimsy, a special installment of the Chef’s Encore Dinner Series in Key...
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Key West
Key of Bones: Curse of the Ghost Pirate, Key West Premiere
Friday, October 2, and Saturday, October 3, 2026. A centuries-old curse, a resurrected pirate, and the supernatural side of Key West come to the big...
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Islamorada
 Fall Backcountry Fly Championship
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Experience the challenge and excitement of Florida Keys fly fishing during the Backcountry Fly Championship, a competitive catch-and-release...
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Marathon
Florida Keys Premier Swordfishing Experience
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October 2–4, 2026, in Marathon. Take your offshore fishing skills to new depths during the Florida Keys Premier Swordfish Experience, a hands-on, on...
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Key West
First Fridays on Fleming
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Every first Friday of the month from 6 to 9 p.m., Fleming Street in Key West transforms into a lively celebration of island creativity, community, and...
