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
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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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. Young performers from Marathon Community Theatre step into the spotlight for Disney’s Dare to...
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Key Largo
Science Saturdays: Marine Ecology
Saturday, September 12, 2026, at 11 a.m. Explore the remarkable ecosystems of the Florida Keys during Science Saturdays: Marine Ecology at the REEF...
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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...
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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...
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Key Largo
Pennekamp Paddle Day
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Saturday, September 12, 2026 | 11 a.m.–4 p.m. John Pennekamp Coral Reef State Park, Key Largo Grab a paddle and dive into a day of family fun at...
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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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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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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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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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Islamorada
Fish With A Hero Islamorada: Heroes' Welcome & Reception
Tuesday, September 15, 2026 | 6–8 p.m. | Islamorada Come together for a heartfelt evening of gratitude and community as Islamorada welcomes 25 wounded...
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Key West
Aaron Berg at Comedy Key West
Wednesday, September 16 through Saturday, September 19, 2026, at 8 p.m. New York comedian Aaron Berg brings four nights of fast-paced, unpredictable...
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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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Key West
Happy Hour with the Historian | Presidents in the Florida Keys: Power, Politics, and Retreat
Discover the surprising presidential history of the Florida Keys during this installment of the Key West Art & Historical Society’s Happy Hour with...
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Marathon
Grassy Key Paddle Battle
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Make a splash in the Florida Keys with an unforgettable week of water sports, wellness, and island adventure at Grassy Flats Resort & Beach Club. The...
