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

82 Reviews 4.85 out of 5 stars Based on 82 traveler reviews collected by Cool St. Augustine and TripAdvisor | Recommended by 96% of reviewers |
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
St Augustine, USA

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1 hour 30 minutes (approx.)
Mobile ticket

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.

What's Included

  • Guided narrative of the illicit activites that took place in the 'family friendly' tourist town'

    Meeting Location

    Meeting point

    King Street
    St. Augustine, FL 32084, USA

    Show on Google Maps

    Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

    End point

    This activity ends back at the meeting point.

    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.
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    10 minutes • Admission Ticket Free

    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.
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    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.
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    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).
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    10 minutes • Admission Ticket Free

    Show 2 more stops

    Additional Info

    • Confirmation will be received within 48 hours of booking, subject to availability
    • Wheelchair accessible
    • Transportation options are wheelchair accessible
    • Public transportation options are available nearby
    • Suitable for all physical fitness levels
    • Infants and small children can ride in a pram or stroller

    Frequently Asked Questions

    (7)

    Q: What is the cancellation policy for the Wicked St. Augustine: Bootleggers, Brothels & Gambling in the Ancient City?

    A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (EDT).This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund. Read more Apr 2025

    Cancellation Policy

    You can cancel up to 24 hours in advance of the tour for a full refund.

    Still have questions?

    We're here to help.
    Activity code: C-309492P2

    Traveler Photos

    Reviews

    4.85
    82 reviews

    Average 4.85 out of 5 stars based on 82 traveler reviews collected by Cool St. Augustine and partner sites such as Cool Destinations and TripAdvisor

    5 stars
    75
    4 stars
    4
    3 stars
    1
    2 stars
    2
    1 star
    0

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    What's Included

    American Museum of Natural History Admission Ticket

    American Museum of Natural History Admission Ticket

    • Guided narrative of the illicit activites that took place in the 'family friendly' tourist town'

    Additional Info

    American Museum of Natural History Admission Ticket

    American Museum of Natural History Admission Ticket

    • Confirmation will be received within 48 hours of booking, subject to availability
    • Wheelchair accessible
    • Transportation options are wheelchair accessible
    • All areas and surfaces are wheelchair accessible
    • Service animals allowed
    • Public transportation options are available nearby
    • Suitable for all physical fitness levels
    • Infants and small children can ride in a pram or stroller
    • This tour/activity will have a maximum of 26 travelers

    Report Product Issue

    American Museum of Natural History Admission Ticket

    American Museum of Natural History Admission Ticket

    Cancellation Policy

    American Museum of Natural History Admission Ticket

    American Museum of Natural History Admission Ticket

    Free cancellation
    100% refund
    No refund

    You can cancel up to 24 hours in advance of the tour for a full refund.

    • For a full refund, you must cancel at least 24 hours before the tour start time.
    • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
    • Any changes made less than 24 hours before the tour start time will not be accepted.
    • Cut-off times are based on the tour local time (EDT).
    • This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
    • This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.

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    American Museum of Natural History Admission Ticket

    American Museum of Natural History Admission Ticket

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