Comedy events in Key West

• Fri, 10 Apr, 2026 - 02:00 PM

  Q West: Comedy Escape 2026

  Key West Theater

  USD 450
• Sun, 15 Mar, 2026 - 07:00 PM

  Hilariously Inappropriate Drag Queen Bingo • A Comedy Show With Balls

  Key West Theater

  134+ Interested
• Sat, 18 Apr, 2026 - 08:00 PM

  Dusty Slay at Key West Theater

  Key West Theater
• Thu, 28 May, 2026 - 08:30 PM

  John Caparulo in Key West, FL!

  Comedy Key West
• Wed, 11 Mar, 2026 - 07:00 PM

  Scott Kirby- 35 Years of Songs & Stories

  Key West Theater
• Sun, 22 Mar, 2026 - 05:00 PM

  COMEDY FOR KAUFMAN

  Comedy Key West

  58+ Interested
• Fri, 20 Nov, 2026 - 08:00 PM

  Dusty Slay

  Key West Theater
• Wed, 18 Mar, 2026 - 08:00 PM

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

  Key West Theater

  14+ Interested
• Wed, 01 Apr, 2026 - 05:30 PM

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

  Tropic Cinema

  6+ Interested
• Sat, 28 Feb, 2026 - 05:30 PM

  Stand-Up Comedy Extravaganza in Key West

  Loyal Order of Moose, Lodge 1760

  USD 28
• Sat, 04 Apr, 2026 - 11:00 AM

  2nd Annual Key West Minster Dog Show

  Sunset Pier

  USD 15
• Thu, 05 Mar, 2026 - 08:00 PM

  The Man in Black

  Key West Theater