Comedy Key West - Where Laughter Meets Paradise
Comedy Key West stands as the premier comedy destination in the Florida Keys, delivering side-splitting entertainment six to seven nights a week. Located at 218 Whitehead St, this intimate venue showcases world-class comedians from across the nation while nurturing local talent in a uniquely tropical setting.
Founded by comedy veterans Joe Madaus and Anne Walters as a five-week experiment, the club quickly became a Key West cultural fixture. Now with Tom Dustin at the helm bringing in top-tier talent, visitors can experience different headliners every week, many who have appeared on HBO, Netflix, Comedy Central, and major motion pictures.
Beyond traditional stand-up shows Wednesday through Saturday, Comedy Key West offers distinctive experiences like The Comedy Music Jam on Mondays—where hilarious musical performances blend comedy with musical talent under the direction of classically-trained pianist Caleb Hogan. Tuesday's MadHouse Open Mic welcomes performers of all varieties, creating an unpredictable showcase of emerging talent.
As the only comedy club in the Florida Keys, Comedy Key West delivers a perfect blend of national headliners and island charm. Whether seeking refuge from the sun or capping off a perfect day in paradise, visitors can discover why laughter truly is the best vacation amenity. The intimate venue ensures there's never a bad seat in the house, making every performance a memorable Key West experience that rivals any sunset celebration.

Upcoming Entertainment
Tom Dustin
Wednesday, June 18, 2025 at 8:30 PM
Eddie Ifft
Thursday, June 19, 2025 at 8:30 PM
Eddie Ifft
Friday, June 20, 2025 at 8:30 PM
Eddie Ifft
Saturday, June 21, 2025 at 8:30 PM
The Comedy Music Jam
Monday, June 23, 2025 at 8:00 PM
Comedy Key West Open Mic
Tuesday, June 24, 2025 at 8:30 PM