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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Each October, Fantasy Fest transforms Key West into a colorful celebration of costumes, creativity, music, and performance. The multi-day festival was...
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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. Young performers from Marathon Community Theatre step into the spotlight for Disney’s Dare to...
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Hurricane Cup to Benefit Guides Trust Foundation
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This charitable tournament benefits the Guides Trust Foundation Hurricane Relief Fund, supporting GTF members in the Keys inshore fishing community...
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Key Largo
Bike MS: Breakaway to the Keys
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October 10–11, 2026. Pedal with purpose or lend a hand along the route during Bike MS: Breakaway to the Keys, a two-day cycling event benefiting the...
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Key West
If The Shoe Fits: Key West National Finals
Saturday, October 10, 2026 at 8:00 PM. The national finals of If The Shoe Fits land in Key West, outside the Bourbon Street Pub and New Orleans House...
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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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Marathon
America 250 Florida Keys: 7 Mile Bridge Sunset Celebration
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5–7:30 p.m. | Sunset at 7:05 p.m. Old Seven Mile Bridge | Marathon Celebrate America’s 250th birthday with an unforgettable evening at one of the...
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Key West
SOMO Half Marathon & 10K
Sunday, October 11, 2026. Lace up for an island run or lend a hand behind the scenes during the SOMO Marathon, Half Marathon & 10K, a Key West race...
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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 Largo
REEF Fest (2026)
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Dive into a weekend of underwater adventure, education, and conservation at REEF Fest, a celebration of the ocean and the spectacular marine...
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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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Key West
National Dessert Day at Key West Cooking Show
October 14, 2026. Celebrate National Dessert Day with a distinctly Key West twist at the Key West Cooking Show, where one of the Florida Keys’ most...
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Key West
Womankind Greene Street Fundraiser
Join the Key West community on October 14 for a special Greene Street fundraiser benefiting Womankind, a nonprofit health center providing healthcare...
