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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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
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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Islamorada
Sip Into Fall Wine Show & Tasting
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Tuesday, November 10, 2026 from 6:30 to 8:30 PM. Great wine, good company, fall vibes. City Hall Cafe and Wine Bar hosts its Sip Into Fall Wine Show &...
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Islamorada
Fall Lecture Series: The 14th Colony, The American Revolution’s Best Kept Secret
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Wednesday, November 11, 2026. Social hour at 5:00 p.m., lecture at 6:00 p.m. Dr. Roger Smith brings The 14th Colony to the Florida Keys History &...
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Islamorada
Lecture Series: The 14th Colony with Dr. Roger Smith
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Wednesday, November 11, 2026. Doors open at 5:00 p.m. and the lecture begins at 6:00 p.m. The Florida Keys History and Discovery Center continues its...
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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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Islamorada
Mote’s Buoy Paint Night at Florida Keys Brewing Company
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Wednesday, November 11, 2026, 6:00 to 9:00 p.m. Mote Marine Laboratory’s Buoy Paint Night comes to Florida Keys Brewing Company in Islamorada. Each...
Key West
Distinguished Speaker Series: The 14th Colony, The American Revolution’s Best Kept Secret
Thursday, November 12, 2026, from 6:00 to 7:00 p.m. The Key West Art & Historical Society brings historian and author Dr. Roger Smith to Williams Hall...
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The Lower Keys
Sugarloaf Showdown
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Cast a line for competition, camaraderie, and a great cause at the 13th Annual LKGA Sugarloaf Showdown, a three-day fishing tournament benefiting the...
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The Lower Keys
Florida Keys Wildlife Society Lecture: Dr. Jason Downing
Thursday, November 12, 2026, from 7 to 8 p.m. in Big Pine Key. Doors open at 6:30. Free and open to the public. The Florida Keys Wildlife Society...
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Islamorada
Cheeca Lodge & Spa All-American Backcountry Tournament
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Experience two days of world-class sportfishing in the heart of the Florida Keys during the All-American Fishing Tournament at Cheeca Lodge & Spa in...
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Key West
Destroying David – Waterfront Playhouse (Spotlight Series)
November 12-14, 2026 Destroying David at Waterfront Playhouse launches the Spotlight Series with a thought-provoking and immersive theatrical...
