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
Tropical Heat 2026
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Experience Tropical Heat in Key West, a vibrant four-day celebration designed for gay men looking to enjoy sunshine, connection, entertainment, and...
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Key West
Key West RumFest
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Celebrate the spirited side of island life at Key West Rum Fest, a lively gathering that brings together tropical flavors, creative cocktails, live...
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Key West
Rum Fest: Cliff Cody & Sharese
**Friday, August 14, 2026 — doors 7:00 pm, concert 8:00–10:00 pm.** Raise a glass and get ready to groove! As part of Key West Rum Fest, the Key West...
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Key West
The Art and Impact of Archival Research with Monica Berra (PEAR)
Archives aren’t just for historians—in this engaging, lecture-style workshop, filmmaker and producer Monica Berra explores how archival research can...
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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
Eeland Stribling at Comedy Key West
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August 13–15, 2026, at 8:00 p.m. Comedy comes to the Florida Keys as Eeland Stribling takes the stage at Comedy Key West for three nights of stand-up...
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Key West
Jesse Rice
Saturday, August 15, 2026 | Key West Theater Keep the good times flowing during Key West Rum Fest weekend as singer-songwriter Jesse Rice takes 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...
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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
Key Largo Triathlon (2026)
Start your day with an unforgettable athletic adventure as the sun rises over the Florida Keys. This scenic race combines swimming, cycling, and...
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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
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
Film Night: Wizard of Oz with Pink Floyd
Tuesday, August 18, 2026 | Williams Hall, Key West Experience one of pop culture’s most famous movie-and-music mashups when “Dark Side of the Rainbow”...
