One of many historic St Augustine Attractions, the Old Jail St Augustine, is one of the oldest structures still remaining unchanged in St Augustine Beach Fla, and it is one of only a few remaining 19th century jailhouses still standing. Henry Flagler built the city’s first jail after investing an enormous amount of money into the city and making it a playground for the rich and famous in the early 20th century. You can tour the Sheriff’s quarters, check out the 19th-century cells and visit the museum of antique weapons.