#StayHappening

Entertainment events in Key West

Check out happening entertainment events all around Key West, FL

88 upcoming events Key West, United States Updated 3 Nov 2026

All 88 events in Key West

Gold Pool Parties

Sun, 20 Sep 1129 Fleming St, Key West, FL, United States, Florida 33040
POOL-PARTIES

Kash'd Out

Sat, 16 Jan at 08:00 pm Key West Theater
MUSIC

In Cahoots

Thu, 11 Feb at 07:00 pm Key West Theater
ENTERTAINMENT

Puppy Pals, Live!

Mon, 11 Jan at 06:30 pm 5901 College Rd, Key West, FL, United States, Florida 33040
COMEDY

Afrique en Cirque

Tue, 09 Feb at 06:30 pm 5901 College Rd, Key West, FL, United States, Florida 33040
MUSIC