Cupid's Chase Key West 5K
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Event overview
Cupid's Chase 5K Key West takes place on Saturday, February 14, 2026, at Higgs Beach Pavilion, 1000 Atlantic Boulevard, Key West, FL 33040. The event is part of a national race series that marks the founding of Community Options and is the series' 18th annual race. Last year, the series drew over 11,000 participants nationwide. The local race benefits Community Options, Inc., a national nonprofit that provides housing and employment opportunities for people with disabilities.
Race details and logistics
The event features a certified 5K with professional timing and results posted immediately after the race. The course and event are described as fully accessible; participants may include runners, walkers, people using baby strollers or wheelchairs. The event is pet-friendly with the requirement that all pets remain leashed. Giveaways include a finisher medal and drawstring bag while supplies last. To guarantee a race shirt, registration must be completed by January 1, 2026; shirts are available after that date while supplies last. Trophies will be awarded to the top three overall male and female finishers. Age group medals will be given to the overall male and female finishers in these groups: 12 & under; 13–15; 16–19; 20–24; 25–29; 30–34; 35–39; 40–44; 45–49; 50–54; 55–59; 60–64; 65–69; and 70 & over. The event is held rain or shine and all registration fees are non-refundable. Early registration price is $40; the price increases after November 30, 2025. Sponsorship opportunities range from $500 to $10,000 and include multiple sponsor levels and exhibitor tables. Visit the organization's website for the most recent information.