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!

DISCLAIMER: Please be advised that due to the COVID-19 VIRUS, pools, beaches, popular attractions, restaurants, bars, grocery, and specialty retail may or may not be open during this time. This includes community pools in the Truman Annex, The Colony, Duval Square, Key West Golf Course, La Brisa, 1800 Atlantic, and Winward Park. Additionally, included are Smathers Beach, Higgs Beach, and the beach at Fort Zachary Taylor State Park. Should such places currently be open in Key West, Florida, please note that they could close at any time without warning. Events may also be cancelled by the Event Coordinator or Promoter, follow their websites for the latest information. AHKW will not be offering any kind of discounts or refunds should any of these places, attractions, or events close or cancel.

Displaying 1 - 10 of 10 upcoming Key West events
Historic Home in Key West
12/29/2020 - 10:00am to 03/13/2021 - 4:00pm

The 61st 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.

01/27/2021 - 12:30pm to 01/31/2021 - 12:30pm

Adventurous aficionados of fine food and vintages can explore creative cuisine, premium wines and unique events in a subtropical island...

07/01/2021 - 2:30pm to 07/05/2021 - 2:30pm

Enjoy a full 4 days of culinary events for every taste, including favorites from past years such as the Key...

Hemingway Days
07/22/2021 - 12:00pm

Due to Covid-19, Sloppy Joe’s 40th Hemingway® Contest has been rescheduled for July 22-24, 2021

Whether composing novels in his Whitehead Street...

10/22/2021 - 4:00pm to 10/31/2021 - 12:00pm
305-295-9112

The 2021 Annual Fantasy Fest is a 10-day celebration that is scheduled to take place October 22 to 31, 2021 in Key West, Florida.