Whatever history you know of St. Augustine, this tour will teach you about the dark, unwritten side you might not know. The Ancient City has centuries worth of colonial era history and many more predating it, making it ripe for tales that are less than honorable. From the prostitution industry to the secret speakeasy taverns, you’ll learn about the seedy underbelly of St. Augustine’s past and which political powers allowed it to thrive.
A great experience for those who know the city’s traditional history well
See where underground gambling took place at illegal private clubs
Stroll down historic St. George Street
Pass by landmarks like Flagler College and the Lightner Museum
What To Expect
Lightner Museum
The courtyard in front of the old Alcazar Hotel, now the Lightner Museum, also in full view of the old Ponce de Leon Hotel, now Flagler College.
10 minutes • Admission Ticket Free
Historic Tours of Flagler College
Location of the old Ponce de Leon Hotel, built by Henry Flagler. This was the epitome of luxury and decadence during the Gilded Age.
10 minutes • Admission Ticket Free
St. George Street
Here the stories of the private clubs that lined this and the adjoining streets, gambling halls, speak easies, and boarding houses for upscale vacationers, to the working men of the city.
10 minutes • Admission Ticket Free
Plaza de la Constitucion
From here guests will hear stories of gambling halls, speak easies and boarding houses (which were code in the day for brothels).
10 minutes • Admission Ticket Free
Highlight
Confirmation will be received within 48 hours of booking, subject to availability
Wheelchair accessible
Stroller accessible
Service animals allowed
Near public transportation
Transportation is wheelchair accessible
Surfaces are wheelchair accessible
Most travelers can participate
This tour/activity will have a maximum of 26 travelers
Include
Guided narrative of the illicit activites that took place in the ‘family friendly’ tourist town’