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 Half Marathon and 5K

Key West Half Marathon

Jan 13 2023 - 7:00am
The 24th Annual Key West Half Marathon & 5k is a "bucket list" race.Read more
Mile 0 Fest

Mile 0 Fest

Jan 24 2023 - 7:00am to Jan 28 2023 - 11:00pm
Mile 0 Fest Key West is a new music festival considered a "must see" in the burgeoning Red Dirt & Americana music scene.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