Key West Events
Discover the best Key West events happening today, this weekend, and year-round!
Get the inside scoop on exciting festivals, including the world-famous Key West Fantasy Fest, the vibrant Key West Pride, and tasty celebrations like the Annual Key West Lobsterfest and Key Lime Festival. Enjoy daily favorites such as the iconic Sunset Celebration and live performances at the Key West Theater. Don’t miss thrilling annual highlights, from Hemingway Days to the Offshore Powerboat Racing World Championship. Explore our calendar now to find things to do in Key West and make unforgettable memories in paradise!
Fantasy Fest® 2025
October 17 - October 26, 2025
Experience the Magic of Key West Fantasy Fest® 2025
Fantasy Fest returns to the vibrant streets of Duval Street, Key West, from October 17–26, 2025, bringing a world-famous, 10-day extravaganza bursting with creativity, unforgettable entertainment, and wild celebrations. Celebrated annually since 1979, Fantasy Fest invites fun-seekers worldwide to embrace imagination and revelry. The captivating ...
Fantasy Fest 5K Run/Walk
October 20, 2025 6:00 PM
Run Wild in Paradise: The Fantasy Fest 5K is the Most Magical Mile You'll Ever Take
Ready to lace up for the wildest Monday night of your life? Welcome to the Fantasy Fest 5K Run/Walk—where fairy tales meet finish lines and the streets of Key West come alive with whimsy, costumes, and cocktails. More than just a race, this Monday night party kicks off Fantasy Fest 2025 in true Key West style. Sta...
Dead-Zep
November 1, 2025 8:00 PM
Discover the Ultimate Dead-Zep Mash-Up of Grateful Dead and Led Zeppelin Classics
Experience the revolutionary sound of Dead-Zep, where the timeless energy of the Grateful Dead meets the iconic rock riffs of Led Zeppelin. Veteran musician Waynard Scheller uncovered a unique musical synergy when the soulful chords of "St. Stephen" seamlessly blended with the powerful vibe of "Whole Lotta Love." Th...
Offshore Powerboat Racing World Championships
November 2 - November 9, 2025
Key West Boat Races Extravaganza
The Key West Offshore Powerboat Racing World Championship is set to electrify the scene from November 2 – November 9, 2025 in Key West, FL. The event launches with a visual spectacle as the Parade Participants Lineup gathers on Sunday, November 2nd at 3:30 PM, followed by the First State Bank World's Fastest Boat Parade at 4:00 PM along Duval Street. This dynamic ...
Anthony Rodia : Laugh Till It Hurts Tour
December 11, 2025 8:00 PM
Anthony Rodia brings his hilarious Laugh Till It Hurts Tour to the charming Key West Theater in Key West, Florida. Known for his sharp observational humor and authentic storytelling, Rodia's performances resonate deeply with audiences through his witty portrayals of Italian-American culture, family traditions, and the comedic realities of everyday life.
Rodia first captivated audiences with viral...
Changes In Latitude
March 3, 2026 8:00 PM
Experience the ultimate Jimmy Buffett tribute at the Key West Theater on Tuesday, March 3, 2026, as Changes In Latitudes brings their nationally acclaimed, sun-soaked show to paradise. Renowned as the premier Jimmy Buffett tribute band, Changes In Latitudes delivers an amazingly authentic reproduction of Buffett’s legendary performances, featuring all your favorites like "Margaritaville," "Cheeseb...