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
Key West Pride 2026
Every June, Key West Pride turns the island into a vibrant, inclusive festival full of color, community, and celebration. This weeklong event welcomes...
Morada Way Third Thursday Art Walk
Dates: Every Third Thursday of each month from 6 to 9 p.m., experience the vibrant Morada Way Arts & Cultural District Art Walk in Islamorada! Enjoy...
First Fridays on Fleming
Every First Friday (6–9pm), Fleming Street in Key West comes alive for First Fridays on Fleming — a monthly evening of local shopping, gallery...
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...
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...
Monday Night Jazz Jams
Mondays, 8:30 – 11:30 p.m. William Weech American Legion Post 168 803 Emma St., Key West Start your week with live music at Monday Night Jazz Jams at...
A ROCK SAILS BY at Red Barn Theater
Mar 31 - Apr 25, 2026 Shows: Tuesdays-Saturdays at 7:30pm When a UFO is sighted heading towards Earth, astrophysicist Dr. Lynn Cummings grants an...
Prime of Life Yoga
Tuesdays, Thursdays & Saturdays | 10:00 AM – 11:15 AM Reconnect with your body and mind at Prime of Life Yoga, a welcoming class held at the serene...
Lighting the Fire to Write with Cricket Desmarais
April 5, April 12, April 19, April 26 Reignite your creativity in this welcoming Sunday morning writing series led by local writer and poet Cricket...
Puppy Pals, Live! at Tennessee Williams Theater
Part of the new Family Fun Series, which is designed to bring engaging and exciting performances for audiences of all ages to the Key West community...
RAMS HEAD PRESENTS: Crystal Gayle
Crystal Gayle brings her legendary voice and timeless songs to the Key West Theater for an unforgettable live performance. A Grammy Award–winning...
Key Largo Artisans Market
First Tuesday of the month through April Discover the vibrant Key Largo Artisans Market in the Florida Keys! Enjoy unique local art, handmade crafts...