Key West Comedy Events

Q West: Comedy Escape 2026

Key West Theater 10 Apr 2026

Colin Quinn

Key West Theater 26 Feb 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

Garrison Keillor

Key West Theater 22 Feb 2026

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

Tropic Cinema 1 Apr 2026

Stand-Up Comedy Extravaganza in Key West

Loyal Order of Moose, Lodge 1760 28 Feb 2026

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

Key West Theater 18 Mar 2026

Colin Quinn at Key West Theater

Key West Theater 27 Feb 2026

The Man in Black

Key West Theater 5 Mar 2026

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

302 Fleming St 29 Nov 2025

Garrison Keillor

Key West Theater 23 Feb 2026