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Jail Break 5K — Saint Augustine, FL

Races
United States
Florida
Jail Break 5K

5K Road Road 5K City Road Point to Point

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 experienc...

Race

Surface

Road

Layout

Point to Point

Temperature

Mild

Setting

Coastal

Waterfront

Ocean

Area

City

Oct 248:00 AM

Shirt

$30

$35 after Jul 31

FAQ

Location

Oct 248:00 AM

Shirt

$30

$35 after Jul 31

Not affiliated with this event. Official website. We may earn a commission on registrations.

167 San Marco Ave

Saint Augustine, FL 32084

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