Saint Augustine, FL | Saturday, October 24, 2026Registration Open
Proceeds from the Jail Break 5K benefit Investing in Kids (INK!) . Our mission: To provide innovative programs, teacher support, and classroom resources to promote success for all St. Johns County public school students and teachers. WHEN Saturday, October 24, 2026 - 8:00 AM WHERE The Old Jail 167 San Marco Avenue St. Augustine, FL 32084 ENTRY FEES Until May 31 = $25 (Special pricing!) June 1 - July 31 = $30 August 1 - October 16 = $35 October 17 - October 23 = $40 Race Day - October 24 =$45 VIRTUAL ONLY = $40 VIRTUAL RACE Can't #ESCAPE with us on October 25? Make your escape virtually! Sign up for the Jail Break 5K VIRTUAL option and submit your results to RunSignUp. You can pick up your JB5K race swag on October 23rd at Packet Pick Up or we will ship your swag to you after the race. There will be no awards for the virtual race. SCHEDULE OF EVENTS Pre-Race Packet Pick Up/Registration: Friday, Oct. 23, 2026, 4:30 - 6:30 PM Old Town Welcome Center , 1305 North Ponce De Leon Blvd. St. Augustine, FL 32084 Race Day Packet Pick Up: Saturday, Oct. 24, 2026, 6:30 - 7:30 AM - The Old Jail ,167 San Marco Ave, St. Augustine, FL 32084 Race Start: Saturday, October 24, 2026 - 8:00 AM - The Old Jail ,167 San Marco Ave, St. Augustine, FL 32084 Jail Break After Party: Saturday, October 24, 2026 - 9:00 AM - 10:30 AM at The Old Jail , 167 San Marco Ave., St. Augustine, FL 32084 PARKING Free parking is available at Old Town Trolley parking lots on San Marco Avenue across the street from the Old Jail, on Dufferin Street, adjacent to the Old Jail, at 1305 N. Ponce De Leon Blvd., and 1700 Ponce De Leon Blvd. in St. Augustine. Parking is also available at the Historic Downtown Parking Facility, adjacent to the Visitor Information Center at 1 Cordova St., St. Augustine. The Old Jail parking lot at 167 San Marco Street will be closed for parking to allow space for runners and walkers to safely warm-up and explore our vendors, food trucks, photo booths and selfie stations, and enjoy the