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
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 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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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
Cathy Rose: Object Lessons at JAG Gallery
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October 7 through November 1, 2026, with an opening reception Wednesday, October 7. JAG Gallery begins its new season with Object Lessons, an...
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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
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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The Lower Keys
Lower Keys Rotary Fall Festival/Haunted House
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Experience the welcoming community spirit of the Florida Keys at the Lower Keys Rotary’s annual event, a lively gathering filled with local flavor...
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Key West
Original Works: Piano Concert by Nathan Kelly
Friday, October 9, 2026, from 6 to 8 p.m. Pianist, composer, and arranger Nathan Kelly presents an intimate concert of his original music in the...
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Marathon
Marathon Community Theatre Annual Fundraising Gala
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Friday, October 9 and Saturday, October 10, 2026. Marathon Community Theatre throws its Annual Fundraising Gala across two nights at 5101 Overseas...
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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 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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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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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...
