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 […]
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 […]
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 […]
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 […]
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 […]
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 […]
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 […]
Taste of Key West Monday, April 5, 2027 · 6:00–9:00 PM · Truman Waterfront Park Key West's Premier Food & Wine Festival Key West's biggest food and wine night takes over the Truman Waterfront for one evening each spring. Sample your way through dishes from dozens of the island's best restaurants, work through curated wines, […]
April 8 – 17, 2027 Waterfront Playhouse, Mallory Square, 407 Wall Street The Waterfront's mainstage season concludes with Dial M for Murder, Frederick Knott's 1952 thriller in Jeffrey Hatcher's 2022 adaptation. A husband decides his wealthy wife is worth more to him dead, and sets out to arrange the perfect murder. What follows is a […]
Sunday, April 11, 2027 Key West Theater, 512 Eaton Street 10,000 Maniacs play the Key West Theater. The band formed in Jamestown, New York in 1981 and has sold more than 10 million records, moving from the indie circuit to a central place in the alternative rock of the late 80s and early 90s. The […]
