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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Islamorada
Swim for Alligator Lighthouse
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Dive into an unforgettable adventure in the Florida Keys during the Alligator Lighthouse Swim, an exhilarating open-water challenge surrounded by...
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Key West
Fantasy Fest
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Fantasy Fest is an electrifying, 10-day costume and performance festival held annually in Key West, Florida, each October. First launched in 1979 by...
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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
First Fridays on Fleming
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Every first Friday of the month from 6 to 9 p.m., Fleming Street in Key West transforms into a lively celebration of island creativity, community, and...
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Key West
CFK Pentathlon Swim Meet & Key West Open Water Swim (2026)
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Dive into the clear, warm waters of Key West during the Open Water Swims at Higgs Beach, held following the start of The College of the Florida Keys...
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Key Largo
Science Saturdays: Citizen Science Fish ID
September 5, 2026, at 11 a.m. Turn your love of the underwater world into real marine science during Science Saturdays: Citizen Science Fish ID at the...
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Key West
Key West Brewfest 2026
Labor Day weekend 2026. Raise a glass and celebrate island style at Key West BrewFest, a multi-day, island-wide festival that transforms the...
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Islamorada
CrossFit Community Build Competition
Saturday, September 5, 2026, from 7 a.m. to 1 p.m. Start your weekend with fitness, wellness, and community during the CrossFit Community Build...
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Marathon
Heroes Salute 5K Run/Walk
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Saturday, September 5, 2026 | 7–8:30 a.m. | Duck Key Lace up and salute the heroes at the Heroes Salute 5K Run/Walk, kicking off the 18th Annual...
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Key West
3rd Annual Parrots & Margaritas 5K Run/Walk
Labor Day Weekend | 8 A.M. | Key West Kick off Labor Day weekend with a little exercise and a lot of island spirit at the 3rd Annual Parrots &...
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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 West
Occupational Hazard: The First Coral Reefers
Step into the creative heart of Old Town for Occupational Hazard: The First Coral Reefers, a special two-show engagement at the Key West Theater on...
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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
7th Annual BBQ Rib Battle
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Sunday, September 6, 2026, from 11:30 a.m. to 4 p.m. Come hungry for the 7th Annual BBQ Rib Battle, a lively Key West cookoff bringing grill masters...
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Islamorada
Islander Resort Coastline Cleanup
Give back to the beautiful shores of Islamorada during the Islander Resort Coastline Cleanup, held every Monday in September at 3 p.m. This relaxed...
