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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Featured
Islamorada
Mote's 4th Annual Reef Revival Fest
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Friday, November 20, 2026, from 5 to 9 p.m. Celebrate coral science, restoration, and community during the 4th Annual Reef Revival Fest, a free...
Featured
Tour de Keys Ride for a Cause
Saturday, November 21, 2026. Pedal through paradise for a purpose during Tour de Keys, a scenic charity cycling adventure that takes riders along the...
Key West
Junk in the Trunk: Truman Waterfront Community Yard Sale
Saturday, November 21, 2026, from 8:00 a.m. to 1:00 p.m. Junk in the Trunk returns to Truman Waterfront Park for a straight ahead community yard sale...
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Key West
Rams Head Presents: Buena Vista Social Orchestra
Experience the timeless sounds of Cuba as the Buena Vista Orchestra takes the stage at the Key West Theater, bringing the rhythms and musical...
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The Lower Keys
Beaver Moon Full Moon Dinner at Little Palm Island
Tuesday, November 24, 2026, by reservation. Experience an unforgettable evening beneath the Beaver Moon at Little Palm Island Resort & Spa, the...
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Key West
Thanksgiving at Hot Tin Roof
Thursday, November 26, 2026. Celebrate Thanksgiving overlooking the water at Hot Tin Roof, the signature restaurant at Ocean Key Resort & Spa in Key...
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Key West
Thanksgiving Feast at Key West Cooking Show
Thursday, November 26, 2026, with seatings at 11 a.m. and 2 p.m. Celebrate Thanksgiving in Key West without spending the day in the kitchen during a...
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Key West
Thanksgiving Sunset Dinner Cruise
Thanksgiving Day, Thursday, November 26, 2026, departing at 5 p.m. Trade the traditional dining room for a Thanksgiving celebration on the water...
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The Lower Keys
40th Annual Island Art Fair
Celebrate creativity and community at the Island Art Festival, a free, family-friendly gathering hosted by the Lower Keys Chamber of Commerce on Big...
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Key West
Black Friday Market: Shopping Extravaganza
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Saturday, November 28, 2026, from 10 a.m. to 6 p.m. Shop local and celebrate the holiday season during the Black Friday Market: Shopping Extravaganza...
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Key West
It's A Wonderful Live: A Live Radio Play at Waterfront Playhouse
December 3-17, 2026 It’s a Wonderful Life: A Live Radio Play at Waterfront Playhouse brings a festive twist to the holiday season with a creative...
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Islamorada
Islamorada Sailfish Tournament
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December 4–6, 2026. Experience one of the Florida Keys’ longstanding sportfishing traditions during the Islamorada Sailfish Tournament, the opening...
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Marathon
7 Mile SantaCon
Celebrate the holidays Florida Keys style during the 2026 7 Mile SantaCon in Marathon. Break out your best Santa suit, elf attire, reindeer antlers...
Islamorada
Lignumvitae Christmas
Saturday, December 5, 2026. Christmas in the Keys arrives by boat. Lignumvitae Christmas takes over Lignumvitae Key Botanical State Park, a preserved...
Key West
Junk in the Trunk: Holiday Re-Gifting Sale
Saturday, December 5, 2026, from 8:00 a.m. to 1:00 p.m. Junk in the Trunk puts a holiday spin on its reuse and repurpose concept with the first of two...
