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
Key West
Mile 0 Fest
-
Experience Mile 0 Fest in the stunning Florida Keys! Enjoy five days of top Texas Red Dirt & Americana music, beachfront parties, and unforgettable...
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
Glow Hours at Hugh’s Views
-
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...
Featured
Key West
Monday Night Jazz Jams
-
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...
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
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
Key West History Through Five Craft Cocktails
-
Available October 20–24 and October 27–31, 2026, from 5 to 7 p.m. Raise a glass to Key West’s colorful past during Key West History Through Craft...
Featured
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...
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
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
Slow Passage of Time: A Culinary Experience in the Oldest House
Thursday, October 29, 2026, beginning at 6 p.m. Experience an intimate evening of fine dining, wine, and Key West history during an exclusive five...
Featured
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...
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
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...
Featured
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...
Featured
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...
