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
Mile 0 Fest
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Experience Mile 0 Fest in the stunning Florida Keys! Enjoy five days of top Texas Red Dirt & Americana music, beachfront parties, and unforgettable...
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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
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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Islamorada
Brothers of Others: Happy Halloween at Lorelei
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Saturday, October 31, 2026 | 5–9 PM Lorelei Restaurant & Cabana Bar | Islamorada Costumes, live music and a Florida Bay sunset set the scene for...
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Islamorada
The Masquerade on the Bay at Pierre’s
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Step into a night of mystery, music and waterfront luxury at Pierre’s at Morada Bay in Islamorada for an unforgettable Halloween celebration at The...
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Key West
Race World Offshore
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Feel the need for speed at the Race World Offshore Key West World Championship, when the turquoise waters surrounding Key West become the setting for...
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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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Islamorada
Dia De Los Muertos Celebration
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Celebrate Dia de los Muertos with memory, music and dance during a celebration in the colorful Florida Keys Brewing Company beer garden in Islamorada...
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Key West
Catch the Mania Trivia
Every Monday in November 2026, November 2, 9, 16, 23 and 30, from 6:30 to 8:30 p.m. Put your trivia knowledge to the test during Catch the Mania...
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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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Key West
Charcoal Portrait Drawing with Shannon Martin Perkins
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Wednesdays, November 4, 11 and 18, and December 2, 2026, from 5 to 7 p.m. Develop your portrait drawing skills during a four-session course with local...
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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
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...
