Upcoming Events in Key West

Here are the top events and happenings in Key West, Florida for the upcoming season. From annual festivals to sports, concerts, and cultural celebrations — mark your calendar and don't miss out!

Fantasy Fest

October — Key West's legendary 10-day costume and masking festival transforms Duval Street with elaborate parades, body painting, and themed parties.

Hemingway Days Festival

July — Celebrate the legacy of Ernest Hemingway with a look-alike contest, literary readings, fishing tournaments, and street fairs in Old Town Key West.

Key West Lobsterfest

August — A four-day celebration of the Florida spiny lobster season opening, featuring the world's largest lobster boil, live music, and a Duval Street crawl.

Mel Fisher Days

July — Commemorating the anniversary of Mel Fisher's discovery of the Atocha treasure, this event includes museum specials, treasure exhibits, and nautical history talks.

Key West New Year's Eve

December 31 — Multiple iconic drops ring in the new year, including the conch shell drop at Sloppy Joe's, the pirate wench drop at the Schooner Wharf, and the red shoe drop at Bourbon Street.

Minimal Regatta

March — A wacky boat race where vessels must be built from found materials like bathtubs, doors, and duct tape, showcasing Key West's irreverent creativity.

Stay Updated

Events and dates are subject to change. Bookmark this site and check back often for the latest updates, new event announcements, and insider tips on getting the most out of every event in Key West.