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The wacky bit Certified Wacky ★ Drinking and dancing, then a mile(ish) jog in your underwear, then an epic dance party — raising money for the Children's Tumor Foundation.
This is the Orlando edition of the Cupid's Undie Run at Downtown Orlando; 2027 venue TBA over ~1 mile — date to be announced. See all editions .
Sat, Nov 14, 2026
Dade City (Little Everglades Ranch), FL
Race details → Thu, Nov 26, 2026 (Thanksgiving)
Clearwater (Clearwater High School), FL
Race details → Thu, Nov 26, 2026
Cocoa Beach (Bailiwick Mall, 20 N Brevard Ave), FL
Registration closes Nov 25 Race details → Sat, Dec 12, 2026
Miami (Haulover Park, 10800 Collins Ave), FL
Race details → Sun, Dec 13, 2026
Tampa (Cotanchobee Fort Brooke Park, 601 Water St), FL
Race details → Sun, Dec 13, 2026
Sarasota (Rothenback Park), FL
Price rises Dec 1 Race details →
Wacky Runs — a directory of themed fun runs in New Jersey, New York, Pennsylvania & Florida. It doesn’t host races or take registrations — every listing links out to the official race site.
New races added regularly — every listing verified by a human. Details verified Nov 2026; always confirm on the official race site before registering.
Prices and swag are as listed by each organizer and can change.