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
Key West History Through Five Craft Cocktails
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Available October 20–24 and October 27–31, 2026, from 5 to 7 p.m. Raise a glass to Key West’s colorful past during Key West History Through Craft...
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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
Screaming Green Halloween
Saturday, October 24, 2026, from 10 a.m. to 2 p.m. Celebrate Halloween with a green twist during Screaming Green Halloween at the Key West Tropical...
Key Largo
MarineLab's Haunted Lagoon
Saturday, October 24, 2026 from 6:00 to 8:30 PM. We dare you to snorkel MarineLab's Haunted Lagoon. Spooky science, ghoulish games and terrifying...
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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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Islamorada
8th Annual Trunk or Treat Halloween Party
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Saturday, October 24, 2026, from 6:00 to 8:30 p.m. The Village of Islamorada throws its 8th Annual Trunk or Treat Halloween Party on the Great Lawn at...
Key West
The Hangover "But Did You Die?" Pool Party at Somo's Pineapple Pool
Sunday, October 25, 2026, from 1:00 to 4:00 p.m. The Pineapple Pool at Southernmost Beach Resort hosts a Hangover themed pool party on the closing day...
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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
Sheriff’s Animal Farm Open House
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Enjoy a fun and memorable family outing at the Monroe County Sheriff’s Animal Farm on Stock Island. Open the second and fourth Sunday of each month...
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Marathon
Hunter's Moon Full Moon Dinner at Little Palm Island
Monday, October 26, 2026, by reservation. Dine beneath the glow of the Hunter’s Moon during a special Full Moon Dinner at Little Palm Island Resort &...
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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 Largo
REEF Ocean After Hours - Spooky Fish Bingo & Costume Contest
Tuesday, October 27, 2026, at 6 p.m. Celebrate Halloween week with an underwater twist during Spooky Fish Bingo at the REEF Ocean Exploration Center...
