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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.
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...
02/27/2021 - 10:00am to 02/28/2021 - 5:00pm
Fine art aficionados can discover the work of several artists in a balmy open-air setting, at Truman Waterfront Park.
04/27/2021 - 2:00pm to 05/01/2021 - 2:00pm
Mile 0 Fest is a boutique destination festival. Called by our attendees the ‘the friendliest and best fest’ out there,...
05/05/2021 - 2:00pm to 05/09/2021 - 2:00pm
Since 1997, BMI has been a presenting sponsor of the festival, the largest festival of its kind in the world,...
05/15/2021 - 6:00am to 05/16/2021 - 3:00pm
Run the 14th annual Keys100 Ultramarathon that takes you along the Florida Keys from Key Largo to Key West.
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...
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...
08/12/2021 - 2:30pm to 08/15/2021 - 2:30pm
Seafood lovers can chow down on Florida’s clawless lobster during a tasty “feast-ival” that features a savory schedule of events...
10/22/2021 - 4:00pm to 10/31/2021 - 12:00pm
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.