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
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...
Islamorada
8th Annual Trunk or Treat Halloween Party
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 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...
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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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 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...
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Key West
Rams Head Presents: Garrison Keillor and Erica Rhodes – The Crazy Uncle and His Sensible Niece
Settle in for an evening of storytelling, laughter, and quick-witted comedy as Garrison Keillor and Erica Rhodes take the stage for The Crazy Uncle...
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Marathon
Dolphin Research Center’s Dolphin Sunset Celebration
Experience a truly unforgettable evening at Dolphin Research Center in the Florida Keys with the Dolphin Sunset Celebration, an intimate once-a-month...
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Key West
Sunny Jim: Cayman Days
Settle into the intimate Back Stage Listening Room at the Key West Theater for an evening of island music and storytelling with Sunny Jim: Cayman Days...
Key West
Slow Passage of Time: A Culinary Experience in the Oldest House
Thursday, October 29, 2026, beginning at 6:00 p.m. The Old Island Restoration Foundation opens the Oldest House Museum after hours for a five-course...
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Key West
Rams Head Presents: Buffett Through the Years
Celebrate the music, stories, and island spirit of Jimmy Buffett with Buffett Through the Years, a live tribute show at the Key West Theater featuring...
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Key Largo
Owl-O-Ween
Celebrate Halloween the wild way at Owl-O-Ween, a family-friendly evening presented by the Florida Keys Wild Bird Center at the Laura Quinn Wild Bird...
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Key West
Sunny Jim: Florida Days
Settle into the intimate Back Stage Listening Room at the Key West Theater for Sunny Jim: Florida Days on October 30, an evening of island-inspired...
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Key West
Will Kimbrough Live at the Key West Theater
Experience an intimate evening of exceptional songwriting and musicianship as Will Kimbrough takes the stage at the Key West Theater. A respected...
