Holiday spirit parades down beloved Duval Street the Holiday season begins. Civic leaders, churches, and other groups flow down Duval and through Old Town. It’s a Key West tradition. The parade starts at Truman and White at 7pm, December 8th. Then it goes down Truman to Duval, to Caroline Street. There are around 50 entries each year, and the parade ends with Santa and Mrs. Claus bringing up the rear. There is a judges’ stand at the corner of Duval and Fleming streets.