Key West Comedy Events

Q West: Comedy Escape 2026

Key West Theater 10 Apr 2026

Hilariously Inappropriate Drag Queen Bingo • A Comedy Show With Balls

Key West Theater 15 Mar 2026

Dusty Slay at Key West Theater

Key West Theater 18 Apr 2026

John Caparulo in Key West, FL!

Comedy Key West 28 May 2026

Scott Kirby- 35 Years of Songs & Stories

Key West Theater 11 Mar 2026

COMEDY FOR KAUFMAN

Comedy Key West 22 Mar 2026

Nick Brownell, Jeff Harris and Ray Fogg - Hey, We Write Nice Songs Too!

Key West Theater 18 Mar 2026

Italian Movie Night at Tropic Cinema: Avanti! on Wednesday April 1st sponsored by The Garden's Hotel

Tropic Cinema 1 Apr 2026

2nd Annual Key West Minster Dog Show

Sunset Pier 4 Apr 2026

Key West M**der Mystery 2: A Deadly Dating Game!

302 Fleming St 29 Nov 2025