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.
See Some Shenanigans
Featured
Islamorada
Swim for Alligator Lighthouse
-
Dive into an unforgettable adventure in the Florida Keys during the Alligator Lighthouse Swim, an exhilarating open-water challenge surrounded by...
Featured
Key West
Fantasy Fest
-
Fantasy Fest is an electrifying, 10-day costume and performance festival held annually in Key West, Florida, each October. First launched in 1979 by...
Featured
Key West
Burgers & Buffet Tunes: A Tribute Show at Comedy Key West
-
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...
Featured
Key West
Hemingway in a Funny Way at Comedy Key West
-
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...
Featured
Key West
John Frinzi & Aaron Scherz Live at Key West Theater
-
September 2 & 3, 2026 Singer-songwriters John Frinzi and Aaron Scherz bring their signature blend of tropical Americana, folk, country, and beach...
Featured
Key West
Arts & Drafts
-
Get creative midweek with Arts & Drafts at The Retro Room in Key West, held every Wednesday from 7 to 9 p.m. This relaxed, social art night pairs a...
Featured
Key West
Just a Few Friends Key West
-
Celebrate the music, memories, and island spirit of Jimmy Buffett during the third annual Just a Few Friends Key West: Favorite Son Celebration...
Featured
Key West
Prime of Life Yoga
-
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...
Featured
Key West
Key West Farmers Market
-
Discover the vibrant Florida Keys Farmers Market, where fresh local flavors, handmade treasures, and island charm come together in a lively open-air...
Featured
Marathon
MCT Children's Summer Theatre Presents Dare to Dream Jr.
-
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...
Featured
Key West
Shrimp Boat Sound: Echoes from the Edge | Movie Panel Discussion
-
Discover the stories behind one of Key West’s most influential recording studios during Shrimp Boat Sound: Echoes from the Edge, a special...
Featured
Key West
First Fridays on Fleming
-
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...
Featured
Key West
CFK Pentathlon Swim Meet & Key West Open Water Swim (2026)
-
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...
Featured
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...
Featured
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...
Featured
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...
Featured
Marathon
Heroes Salute 5K Run/Walk
-
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...
