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 western fest

Key Western Fest

Jan 31 2023 - 9:45am to Feb 4 2023 - 11:45pm
Jan. 31st-Feb. 4th 2023 Key Western Fest is four days and nights of country music's best! Music will be played all over the island during the day and at the Amphitheater at night. See The Marshall Tucker Band, The Oakridge Boys, Clint Black and more!...Read more
key west songwriters festival

Key West Songwriters Festival

May 3 2023 - 7:00am to May 7 2023 - 11:30pm
The Key West Songwriters Festival -the largest festival of its kind in the world. Since 1997 BMI has been a presenting sponsor of the festival and has helped it grow into both a tourist attraction and favorite of island locals. The festival revolves around five...Read more
fantasy fest

Fantasy Fest Key West 2022

Oct 20 2023 - 8:00am to Oct 29 2023 - 5:00pm
Started in 1979 by Key West Locals, this 10-day parade has turned into one of the best and biggest parties Key West has to offer!Read more