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Events in Key West

Key West is a vibrant tropical town with events happening year round. Whether its a festival or a show, you can always find an event that is as unique as Key West.

Displaying 6 - 10 of 23
Hemingway Days Look-Alike Contest
07/21/2022 - 9:00am to 07/23/2022 - 5:00pm

Sloppy Joe’s 41st Annual Hemingway® Look-A-Like Contest July 21-23, 2022.

Contestants may pre-register by mail through July 14, 2022 or until contest is full.  Entry form will be available to print and mail in starting December 27, 2022


07/29/2022 - 7:00pm

The Wrong Party Tour

Fitz And The Tantrums and Andy Grammer are hitting the road together and taking their new tour to cities across North America in 2022. Catch them in Key West, FL on July 29th. A dollar from the proceeds of each ticket sold will be...

Key West Tropical Heat 2022
08/10/2022 - 8:00am to 08/14/2022 - 10:00pm
Tropical Heat is the HOTTEST annual 5-day event 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...