Is there a virtual option for the race?

Yes, you can sign up for the virtual 5K option and submit your results to RunSignUp if you cannot attend in person.

Are there awards for the virtual race?

No, there are no awards provided for the virtual race category.

What happens if the race is cancelled due to weather?

In the event of inclement weather or emergencies, the race may be cancelled or postponed with no refunds issued.

All races

2 weeks out

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All races

2 weeks out

Jail Break 5K

Saturday, October 24, 2026Saint Augustine, FL5K

The Jail Break 5K offers a unique, themed race experience starting at the historic Old Jail in uptown St. Augustine. Runners and walkers will traverse the beautiful, tree-lined Magnolia Avenue before heading over the Vilano Bridge toward the Atlantic Ocean. This USATF-certified course combines local history with a fun, Halloween-inspired atmosphere, complete with a costume contest and cash prizes. Participants can enjoy a post-race party featuring food trucks, vendors, and an awards ceremony. Shuttle transportation is provided from the finish line back to the start, ensuring a smooth experience for all participants. Whether you are racing for a personal best or joining the Public School Team Challenge, this event promises a memorable morning in one of Florida's most iconic cities.