2027 Cupid's Undie Run | San Francisco

Race Information

This February, be a part of something great. There are few things in this world that feel better than getting half-naked for charity. Cupid's Undie Run lets you live that dream in the winter, in San Francisco.

The run itself happens around Valentine's weekend each year and is a “brief” fun run that takes place in the middle of a BIG party. That’s right: party, run (a mile-ish, at your own pace), party – all to find a cure for neurofibromatosis (NF), a genetic disorder that causes tumors to grow on nerves throughout the body and affects 1 in every 3,000 births.

Be a part of something great. Last year, Cupid’s raised over $3.5 million to #EndNF, and they’re relying on YOU to join and make this year’s fundraising the biggest and best yet. Start a team, join a team, or just run solo and make some new friends!

👍 Run Pick of the Month: Santa Cruz Marathon

📍Santa Cruz - Sunday October 25, 2026

😄 Why We Like This Run
✅ Three epic distances
✅ A world-class coastal course
✅ The ultimate surf-town vibe

Experience the magic of the Pacific coastline at the Santa Cruz Marathon, a brand-new race event celebrating the heart and soul of California’s favorite surf town. Trade the concrete jungle for ocean breezes and iconic scenery and experience a race day like no other.

Whether you're lacing up for your first race or chasing a personal best, you're invited to be part of history. Join in the inaugural 2026 edition and secure your place in the record books with an exclusive, one-time inaugural finisher medal.

Free Plan for Beginner Runners

Receive a FREE training plan for beginner runners from our friends at None to Run

Are you looking to become a runner for the first time? Coming back to running after a hiatus? Our friends at None to Run have created a training plan for beginner runners