10th Annual Jail Break 5K
10 Years. Thousands of Runners. One Epic Escape.
October 24, 2026 • 8:00 AM • The Old Jail • St. Augustine, FL
For a decade, runners, walkers, families, and community supporters have gathered for one of St. Augustine’s most unique and entertaining races — and this year, we’re making our biggest escape yet!
Starting at the historic Old Jail in St. Augustine, runners and walkers will make their “getaway” along a scenic route toward the beach — all to support Investing in Kids (INK!) and public education in St. Johns County.
Whether you’re chasing a personal record or just here for the fun, every step you take helps fund programs for local students and teachers.
Costumes, camaraderie, and community spirit encouraged!
When: Saturday, October 24, 2026 – 8:00 AM Race Start
Where: The Old Jail, 167 San Marco Avenue, St. Augustine, FL
Why: 100% of proceeds benefit programs supporting St. Johns County public school students & educators.
