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Wicked St. Augustine: Bootleggers, Brothels & Gambling in the Ancient City
Historical Tours 1 hour 30 min 4.9 · 78 reviews Offered in: English

Wicked St. Augustine: Bootleggers, Brothels & Gambling in the Ancient City

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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

  1. 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.

  2. 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.

  3. 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.

  4. 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

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