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...
Ben Harrison at Key West Theater
Show Dates: Jan 8, 21 Feb 5, 17 March 5, 25 IRREVERENT, FUNNY, and FULL OF KEY WEST, Ben is the author of the musicals UNDYING LOVE, EL ISLEÑO: The...
AND THE WORLD GOES ROUND at Red Barn Theater
Show Dates: Feb 24 - Mar 21, 2026 An intimate musical revue celebrating the extraordinary work of the composer and lyricist of (among others) “Chicago...
Little Shop of Horrors at Marathon Community Theater
FEBRUARY 26, 27, 28 @ 8:00PM MARCH 5, 6, 7 @ 8:00PM MARCH 8 @ 3:00 PM- SUNDAY MATINEE MARCH 12, 13, 14 @ 8:00PM MARCH 15 @ 3:00PM - SUNDAY MATINEE...
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...
Waterfront Playhouse - Once (Mainstage Series)
Mar 4, 2026 - Mar 21, 2026 Winner of eight Tony Awards, including Best Musical, Once tells the story of a disillusioned Dublin street musician whose...
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...
Crimes of the Heart at Fringe Theater
Winner of the Pulitzer Prize for Drama, Crimes of the Heart by Beth Henley takes the stage March 11–21. This Southern Gothic comedy follows the...
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...
Carr-Petrova Duo - Impromptu Classical Concerts at Tennessee Williams Theater
\- Impromptu Classical Concerts - Described as "ravishing" (Strad), "enlightened" (BBC), "explosive" (Virginia Gazette), and "irresistibly elegant"...
Tullamore D.E.W. Pool Party & Cocktail Contest
Celebrate St. Patrick’s season in true Key West style at the 1st Annual Tullamore D.E.W. Cocktail Contest at Southernmost Beach Resort & Guesthouses...
Golden Girls: The Tribute Show - A Drag Parody at Key West Theater
Join GOLDEN GIRLS: THE TRIBUTE SHOW in Key West — a hilarious drag parody of Dorothy, Rose, Blanche & Sophia with live scenes, musical numbers...
Featherweaver Suzi Sara Feder Pop Up Exhibition
Join The Hale Gallery for an evening of art, music, and community at the _Featherweaver_ pop-up exhibition featuring jewelry artist Suzi Sara Feder...