Jim Florentine Live | Comedy Key West

Jim Florentine Live at Comedy Key West

Comedy Key West welcomes acclaimed stand-up comedian Jim Florentine for four nights of sharp, unapologetic comedy in the southernmost comedy club in the country. Known for his fearless delivery and raw observational humor, Florentine brings decades of stand-up mastery to an intimate Key West stage where every punchline lands close to home.

Show Dates & Times:
Wednesday, January 28, 2026 – Saturday, January 31, 2026
Showtime: 8:00 PM nightly

With nearly 25 years in comedy, Jim Florentine has built a loyal following across stand-up, television, and voice work. His resume includes six comedy albums, four full-length comedy specials, and seven seasons as host of VH1 Classic’s “That Metal Show.” Florentine is also widely recognized as a standout voice performer on the cult-favorite series Crank Yankers, cementing his reputation as a bold, no-filter comic.

This Key West stand-up comedy event is designed for mature audiences, featuring adult themes and language. Seating is first come, first served, making early arrival the best way to secure preferred seating. A two-item minimum applies during the show, and guests must be 16 years or older to attend. Love Seats are sold as paired tickets and should be purchased accordingly.

As one of the most anticipated Comedy Key West shows of the winter season, Jim Florentine’s appearance delivers an authentic, high-energy comedy experience in a close-knit club setting where audience engagement and performer connection define the night.

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