Key West Events

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Below you will find some info from our local team about the biggest and best upcoming events in Key West. Sign up for our newsletter and receive occasional emails with lodging deals and info on upcoming events. Be sure to reserve your vacation rental for the big event and check out our pet-friendly rentals if you're thinking about bringing Fido along!

Displaying 1 - 9 of 9 upcoming Key West events
Key West Pride
06/03/2020 - 5:00pm to 06/07/2020 - 10:00pm
(800) 535-7797
Every June, the entire Key West community comes together to celebrate Pride. There will be free play readings, talent shows, pool parties, a street fair, and, of course, a big Key West Pride parade.
mystery writing
06/26/2020 - 8:00am to 06/28/2020 - 11:30pm
The 7th Annual Mystery Fest Key West is expected to take place June 26 - 28 at The Studios of Key West. This event is a must for any mystery and true crime writing fan.
Hemingway Days
07/23/2020 - 12:00pm to 07/26/2020 - 5:00pm

 Whether composing novels in his Whitehead Street writing studio or fishing for big game in local waters, Pulitzer Prize-winning author...

08/06/2020 - 5:00pm to 08/09/2020 - 11:30pm
Head to Key West for the 24th Annual Key West Lobsterfest 2020. Celebrating all things lobster, the festival takes place throughout Key West.
girlfriends at pool
09/02/2020 - 8:00am to 09/06/2020 - 11:00pm
Womenfest Key West 2020 is an end of the summer party that brings together women from all over the globe. This event is one of the largest gatherings of lesbians and friends in the country.