Tennessee Williams Theatre
5901 College Road, Key West, FL, United States
Monday, February 1, 2027 Doors 6:30pm, Show 7:30pm · Tennessee Williams Theatre The New York Gilbert & Sullivan Players bring their production of to Key West this February. NYGASP has been the country's leading Gilbert & Sullivan repertory company for more than fifty years, and Pirates is the piece they're best known for — a […]
Tennessee Williams Theatre
5901 College Road, Key West, FL, United States
Tuesday, February 9, 2027 Doors 5:30pm, Show 6:30pm · Tennessee Williams Theatre Afrique en Cirque comes to Key West as part of the Tennessee Williams Theatre's new Family Fun Series, a slate of shows programmed for audiences of all ages. It's the signature production of Cirque Kalabanté, the company founded by Guinean acrobat Yamoussa Bangoura, […]
Thursday, February 11, 2027 Key West Theater, 512 Eaton Street Who's Bad brings its Michael Jackson tribute to the Key West Theater. The group has been at this since 2003 and has logged more than 2,500 performances — theaters, clubs, festivals, and House of Blues rooms across the U.S., plus tours through the U.K., China, […]
Waterfront Playhouse
407 Wall Street, Key West, FL, United States
February 11 – 13, 2027 Waterfront Playhouse, Mallory Square, 407 Wall Street The Spotlight Series continues with the Florida premiere of Call Me Elizabeth, written and performed by Kayla Boye. It's set on a single morning in May 1961 at the Beverly Hills Hotel, drawn from Elizabeth Taylor's real conversations with the writer Max Lerner […]
Truman Waterfront Park
Key West, FL, United States
Florida Keys Seafood Festival FEBRUARY 13-14, 2027 Two Days of Seafood, Music & Family Fun! Join us for the 20th Annual Florida Keys Seafood Festival at Truman Waterfront Park in Key West. For just $10 admission, enjoy two full days of fresh, local seafood, live music, activities, and the vibrant island atmosphere that make this festival a […]
Tennessee Williams Theatre
5901 College Road, Key West, FL, United States
Saturday, February 27, 2027 Doors 6:30pm, Show 7:30pm · Tennessee Williams Theatre Ailey II is the junior company of Alvin Ailey American Dance Theater, and calling it a training ensemble undersells it considerably. Founded in 1974 as the Alvin Ailey Repertory Ensemble, it exists to pair the strongest early-career dancers in the country with choreographers […]
Red Barn Theatre
319 Duval Street - Rear, Key West, Florida
March 2 – 20, 2027 · Tuesdays–Saturdays at 7:30pm Red Barn Theatre, 319 Duval Street (rear) The Red Barn stages Bess Wohl's Liberation, winner of the 2026 Pulitzer Prize for Drama and Best Play at the 2026 Tony Awards. Developed by Roundabout Theatre Company, it premiered off-Broadway in February 2025 and transferred to Broadway that […]
Waterfront Playhouse
407 Wall Street, Key West, FL, United States
March 4 – 20, 2027 Waterfront Playhouse, Mallory Square, 407 Wall Street The Waterfront's mainstage series presents Come From Away, the musical by Irene Sankoff and David Hein about what happened in Gander, Newfoundland, on September 11, 2001. When American airspace closed that morning, 38 planes were diverted to Gander's airport, and a town of […]
Saturday, March 13, 2027 Key West Theater, 512 Eaton Street Elton Dan & The Rocket Band bring their Elton John tribute to the Key West Theater. The band formed in 2015 and has since played more than 700 shows across 38 states, including a crowd of 18,000 at Kool Deadwood Nights in South Dakota in […]
Tennessee Williams Theatre
5901 College Road, Key West, FL, United States
Tuesday, March 16, 2027 Doors 6:30pm, Show 7:30pm · Tennessee Williams Theatre Celtic Angels Ireland arrives in Key West on the eve of St. Patrick's Day with a full-scale production built around traditional and contemporary Irish music. The show is assembled by a creative team based in Ireland and cast with award-winning and World Champion […]
Friday, March 19, 2027 Key West Theater, 512 Eaton Street The Linda Ronstadt Experience brings its tribute concert to the Key West Theater, fronted by American Idol alum Tristan McIntosh and backed by a full band. The show focuses on Ronstadt at the peak of her career, when she was the biggest-selling female recording artist […]
Tennessee Williams Theatre
5901 College Road, Key West, FL, United States
Monday, March 29, 2027 Doors 6:30pm, Show 7:30pm · Tennessee Williams Theatre The Broadway national tour of Legally Blonde the Musical stops in Key West this spring. Adapted from the 2001 film, the stage version arrived on Broadway in 2007 with music and lyrics by Laurence O'Keefe and Nell Benjamin and a book by Heather […]
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