Key West Events Calendar

From annual festivals to holiday celebrations, the fun never stops in Key West. We're looking forward to these upcoming Key West events. For details on any event or planning a holiday vacation, contact our local team! We're happy to provide nearby vacation rental recommendations and the inside scoop on all things Key West. 

Key West Pride

Key West Pride

Jun 2 2021 - 8:00am to Jun 6 2021 - 5:00pm
Key West shows its Pride every day, and this is your chance to be a part of the celebration! The five-day schedule includes daytime pool and beach parties, late-night drag shows, on-the-water adventures ranging from snorkeling and kayaking to glass-bottom boat tours, a street fair,...Read more

Mango Fest Key West

Jun 23 2021 - 1:00pm to Jun 27 2021 - 1:00pm
The 5th Annual Mango Fest in Key West has been dubbed the "Best Mango Festival in the World!" From mango tastings to mango daiquiris, this event has it all.Read more
fantasy fest

Key West Fantasy Fest

Oct 22 2021 - 8:00am to Oct 31 2021 - 5:00pm
This outrageous 10-day costuming and masking celebration features flamboyant masquerade competitions including one for pets, a headdress ball, exuberant promenades, street fairs and a grand parade that stars marching groups, island-style bands and lavish floats.Read more
Race World Offshore Championship

Race World Offshore - Key West Championships

Nov 7 2021 - 7:15pm to Nov 14 2021 - 7:15pm
Photo Courtesy of Race World Offshore Facebook Race World Offshore returns to Key West for an amazing championship event. Five days of preparation and events (Sunday - Thursday) will precede three days of racing (Friday - Sunday). This is a great event for spectators. VISIT...Read more