Aspirations Christmas Wine Run 5k
Always double-check with the organizer's website! This page may contain affiliate links.
Event details
The Aspirations Christmas Wine Run is a 5k run/walk held on Sunday, December 21, 2025 in Clearwater, Florida at Aspirations Winery, 22041 US Hwy 19 N. The event is chip timed and scored by J3 Timing, with results posted online. Virtual participation is available; options include picking up a packet and running remotely or switching to a virtual race with packet shipping (shipping and handling fees apply).
Race features and logistics
Registration includes a short-sleeve T-shirt (with a paid long-sleeve upgrade option), a shatterproof collapsible wine glass, a wine-glass-shaped finisher medal, a chip-timed race bib, online results, and a pour of wine (minors receive a shirt, medal and bib but do not receive wine or a wine glass). The course starts and finishes at the winery and follows the Ream Wilson Trail; some sidewalk sections are narrow. Packet pickup is available on race morning only. Free race photos will be available for download.
Age-group awards are offered for top finishers in ten-year categories, with awards handled on race day only; winners must start with the first wave to be eligible. The event partners with Florida Giant Dog Rescue. Parking is on site, with overflow parking available at the Best Buy lot at Drew and US-19; parking is not allowed at the Home Discount center. Strollers and leashed dogs are permitted, though strollers are not recommended due to uneven ground. Visit the organization's website for the most recent information.
