Aspirations Christmas Wine Run 5k

Aspirations Christmas Wine Run 5k takes place in Clearwater, Florida, on December 19, 2026. One distance is on the program, a 5K starting at 9:00 a.m., and the name tells you the rest: this is a holiday race built around a wine theme rather than a serious time trial, though the distance is the same 3.1 miles as any other 5K.

Take it however you like. Runners with a base of three or four sessions a week can push the pace and use it as a short, sharp end-of-year effort; anyone newer can build to the distance in about a month of steady jogging and walk the parts that need walking. A mid-morning start is forgiving, giving you time to eat breakfast, get there without rushing, and warm up for ten minutes before the gun.