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 - 10 of 14 upcoming Key West events
Historic Home in Key West
12/27/2019 - 10:00am to 03/14/2020 - 4:00pm
The 60th Annual Key West Home Tours is the perfect opportunity to see some of the most exquisite homes on the island. This long-standing event first started in 1960 and has been running consistently ever since.
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.