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Past Events

Displaying 11 - 15 of 33
04/21/2021 - 5:30pm to 04/23/2021 - 9:00pm

Afro Roots World Music is one of the longest-running events of its kind. The festival started at Tobacco Road, and has been staged at various locations throughout South Florida. Afro Roots, now regional, spans from Jupiter to Key West. At 5:30 and 9 p.m. each day, live music is to be...

Key West Dachshund Walk
12/31/2020 - 12:00pm


Dachshund Walk Key West, Dec. 31 Spectators can meet and greet as many as 200 dachshunds — many of them costumed — in a “wiener wonderland” on Fleming Street between Whitehead and Duval streets. Starting at noon, canines and proud owners stroll through a portion of the...

01/16/2020 - 12:00pm to 02/01/2020 - 12:00pm


Waterfront Playhouse presents the world premiere of a new play by Michael Aman, “Glass.” The playwright imagines a fictional encounter by two legendary figures of the American theater: Tennessee
Williams, a young playwright at the beginning of his career, and Laurette Taylor, a...

Ernest Hemingway
07/23/2020 - 2:00pm
CANCELED FOR 2020. Key West's Hemingway Days is the ultimate destination event for literary enthusiasts. Pulitzer Prize-winning author Ernest Hemingway left an incredible legacy in Key West.