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 […]
Truman Waterfront Park
Key West, FL, United States
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, […]
Waterfront Playhouse
407 Wall Street, Key West, FL, United States
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 […]
The Key West Songwriters Festival. 4/28/27 - 5/2/27 The Key West Songwriters Festival is the largest festival of its kind in the world, and known as a career starter for top country talent. The festival has kicked off the careers of household names such as Kacey Musgraves, Florida Georgia Line, Jake Owen, Michael Ray, Randy […]
Key Lime Festival July 1–5, 2027 · Key West America's Favorite Citrus Celebration In the Florida Keys we celebrate the things that make our islands unique: citrus, eccentrics, people, and pie. The Key Lime Festival is five days of exactly that — pie tastings, cocktail strolls, wild competitions, and a whole island leaning into its […]
46th Annual Key West Marlin Tournament July 21–24, 2027 · Key West Celebrating 46 years of world-class sportfishing, the Key West Marlin Tournament returns to Key West July 21–24, 2027. The tournament coincides with Hemingway Days, drawing anglers eager to test "The Wall" — the deep blue water off Key West — while the island […]
2027 Dates: 8/11 - 8/15 Tropical Heat is the HOTTEST annual 5-day party for gay men ages 21 and up in Key West and the Florida Keys! The all-male themed parties, pool parties, clothing optional events, and adult-oriented entertainment promise to be HOT! August on our tropical island is always HOT, but during Tropical Heat […]
Mark your calendars! We are already looking ahead and can’t wait to do it all over again. Please join us for the 29th Annual Key West Lobsterfest, taking place August 11–15, 2027. ______________________________________________________________________ Get Ready to Crack! Key West Lobsterfest 2026 Dates are Set! The wait is officially over! Get your butter warmers ready because we are […]
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