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 […]
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 […]
