Overview
The Wicked St. Augustine tour delves into the unwritten history of the nation's oldest city. You will hear stories of the illicit industries that made the town a financial success, all while avoiding the reputation of a sinful city. From its founding St. Augustine had a thriving tavern, gambling and prostitution industry, even while portraying a city founded on religious principles.
See the locations of high stakes gambling, speak easy taverns, and private clubs which skirted around the laws of the day, like prohibition. Learn how the political powers knew of these activities, secretly supported their providers, all while keeping a squeaky clean image.
- Recommended by 98% of travelers
- Badge of Excellence
- Free cancellation up to 24 hours before
- Mobile ticket
What's included
Guided narrative of the illicit activites that took place in the 'family friendly' tourist town'
Meeting and pickup
Travelers meet at the meeting point.
Meeting point
Guide will meet guests at the fountain in the front courtyard of the Lightner Museum in between the museum and Flagler College.
End point
This activity ends back at the meeting point.
What to expect
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Lightner Museum
10 min
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.
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Historic Tours of Flagler College
10 min
Location of the old Ponce de Leon Hotel, built by Henry Flagler. This was the epitome of luxury and decadence during the Gilded Age.
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St. George Street
10 min
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.
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Plaza de la Constitucion
10 min
From here guests will hear stories of gambling halls, speak easies and boarding houses (which were code in the day for brothels).
Cancellation Policy
For a full refund, cancel at least 24 hours before the start time.
Times are local to the experience (America/New York).
Additional Information
- Suitable for all physical fitness levels
- Mobile or paper ticket accepted
- Up to 13 travelers per booking
FAQs about Wicked St. Augustine: Bootleggers, Brothels & Gambling in the Ancient City
Can I cancel Wicked St. Augustine: Bootleggers, Brothels & Gambling in the Ancient City for free?
Yes. For a full refund, cancel at least 24 hours before the start time.
How long does it take?
It takes about 1 hour 30 min.
Where does it start?
Guide will meet guests at the fountain in the front courtyard of the Lightner Museum in between the museum and Flagler College.
What's included?
- Guided narrative of the illicit activites that took place in the 'family friendly' tourist town'
Which places does it visit?
It visits Lightner Museum, Historic Tours of Flagler College, St. George Street, Plaza de la Constitucion.
Which languages is it offered in?
It is offered in English.
What fitness level is needed?
It is suitable for all physical fitness levels.
Operated by Spyglass Tours















