Duval Street

On this exciting day, Duval Street transforms into a vibrant marketplace where artisans and food vendors showcase their creative masterpieces. The event celebrates local Caribbean culture with immersive street performances, live music, and dynamic art displays that pay tribute to Ernest Hemingway’s enduring legacy. Guests can look forward to a unique cultural experience that blends history, art, and the lively spirit of the Caribbean—all in one spectacular day.

The Key West Holiday Parade is a festive celebration that brings the island's unique charm to life in the southernmost city of the continental U.S. This annual event features a delightful mix of marching bands, school groups, and both motorized and non-motorized floats, all showcasing the local community's vibrant spirit.