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
Morada Way Third Thursday Art Walk
Dates: Third Thursday of each month from 6 to 9pm Experience the vibrant Morada Way Arts & Cultural District Art Walk in the Florida Keys! Enjoy local...
Painting Bootcamp with Jack McDonald at The Studios of Key West
Join Painting Bootcamp with Jack McDonald at The Studios of Key West—five Mondays (Mar 2–30), 2–4:30pm. Beginner-friendly, demo-based sessions teach...
Swing, Latin & Ballroom Dancing with Lucy Carleton
Tuesdays & Thursdays: 5 - 6 p.m. Join Lucy Carleton in Key West for an energetic hour of Swing, Latin & Ballroom dancing at Williams Hall. All levels...
Burgers & Buffet Tunes: A Tribute Show at Comedy Key West
There are many places to eat lunch in Key West. But there’s only ONE place to have lunch with a legend. Join us for Key West’s only all-inclusive dine...
Hemingway in a Funny Way at Comedy Key West
Comedy Key West is happy to be bringing back the first show paying tribute to the funny side of the life and works of Ernest Hemingway. A few blocks...
Open Air Market at Boondocks
Explore Boondocks Open-Air Market every Saturday 9 AM to 2 PM at Mile Marker 27.5 on Ramrod Key. Discover 20+ local vendors offering handcrafted...
Glow Hours at Hugh’s Views
Every Monday & Tuesday Experience Glow Hours at Hugh’s View in Key West! Enjoy breathtaking sunset views, vibrant art installations, and live music...
Walk on White
Walk on White, one of Key West’s most popular monthly art strolls, kicks off its 2025/2026 season on October 16 and continues monthly on every third...
Jimmy Dunn at Comedy Key West
March 25, 26, 27, 28 Experience Jimmy Dunn live in Key West — a high-energy stand-up show blending sharp storytelling, playful crowd work, and island...
Key West Farmers Market
Discover the vibrant Florida Keys Farmers Market! Enjoy fresh local produce, unique artisan goods, delicious food, live music, and a welcoming island...
CONNECTIONS PROJECT Pop-Up at Artists in Paradise Gallery
Join The Connections Project: A Mosaic of the Keys— pop-up event across the Florida Keys celebrating local visual and performing artists. Explore...
Nick Norman w/ Special Guest Jeff Clark at Key West Theater
Experience an intimate night with Nick Norman and special guest Jeff Clark at Key West Theater’s Back Stage Listening Room. Warm, island-infused...
CFK 60th Anniversary Celebration
Join The College of the Florida Keys in celebrating 60 years of educational excellence at the 60th Anniversary Celebration on Friday, March 27, 2026...
7 Bridges: The Ultimate Eagles Experience at Key West Theater
Experience the timeless hits of one of America’s greatest rock bands with 7 Bridges: The Ultimate Eagles Experience, a stunningly authentic tribute to...
Stories & Supper with Lucy Burdette
Join us for Stories & Supper with Lucy Burdette — an intimate evening of storytelling and delicious food at Williams Hall in Key West. Bestselling...