Red Barn Theatre

319 Duval St, Key West, FL 33040
(305) 296-9911
Red Barn Theatre, an esteemed cultural icon in Key West, stands as a leading professional theatre in South Florida. Now in its 44th season, it is renowned for producing high-quality plays and musicals in a compact space from November through July.

Waterfront Playhouse

407 Wall St, Key West, FL 33040
(305) 294-5015
The Waterfront Playhouse, the oldest continuously running theater group in Florida, entertains audiences with live performances of plays and musicals in a historic location at Mallory Square, Key West. It features an intimate 150-seat theater and offers a diverse program for its 2023-2024 season including The Rocky Horror Show, Singin In The Rain, and Murder on the Orient Express.

Comedy Key West

218 Whitehead St, Unit 5, Key West, FL 33040
Comedy Key West specializes in stand-up comedy shows Thursday through Saturday, an open mic on Tuesday, and a Paint N Chug on Monday nights with other special events peppered in throughout the week.

Key West Theater

512 Eaton St, Key West, FL 33040
(305) 985-0433
The Key West Theater, originally constructed in 1848, is a renovated performing arts center encompassing various entities like Rams Head Promotions and Grateful Guitar. It offers high-quality music, comedy shows, and local events, aiming to promote performing arts' relevance by engaging and uniting communities.

Fringe Theater Key West

PO Box 5737, Key West, FL 33040
Fringe Theater, Key West's community-focused theater, was established in 2009 as The People's Theater. It evolved under various leaders, prioritizing inclusivity and local talent development, with a strong commitment to educational and unique theatrical opportunities.

Tennessee Williams Theatre

5901 College Rd, Key West, FL 33040
The Tennessee Williams Theatre Performing Arts Center, located on the College of the Florida Keys campus, is the leading performing arts center in Key West. For 44 years, it has offered cultural experiences, showcasing national and international touring shows, original works, world premiers, and community events.