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

4.8 · 97 reviews on Viator & Tripadvisor ⏱ 1h 30m ✓ Free cancellation
Your tour begins right here! This is the Lightner Museum, which during the Gilded Age (Flagler Era) was the Alcazar Hotel

At a glance

Wicked St. Augustine: Bootleggers, Brothels & Gambling in the Ancient City is a 1h 30m guided experience in St Augustine, USA, operated by Spyglass Tours. Travellers rate it 4.8 out of 5 across 97 reviews on Viator and Tripadvisor. Prices start from $31.95 per person, and free cancellation is available. Included: Guided narrative of the illicit activites that took place in the 'family friendly' tourist town'.

Highlights

  • Free cancellation for flexible planning
  • 4 stops in one well-planned itinerary
  • Wheelchair accessible

Quick facts

Duration
1h 30m
Group
Small group, up to 26 travellers
Languages
English
Pickup
Meet at the start point
Confirmation
Confirmed within 48 hours
Ticket
Mobile or paper ticket accepted
Cancellation
Free cancellation (see policy)

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

What's included

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

Itinerary

  1. Stop 1 · 10m

    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. Stop 2 · 10m

    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. Stop 3 · 10m

    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. Stop 4 · 10m

    From here guests will hear stories of gambling halls, speak easies and boarding houses (which were code in the day for brothels).

Meeting point

Guide will meet guests at the fountain in the front courtyard of the Lightner Museum in between the museum and Flagler College.

Good to know

  • Wheelchair accessible
  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Public transportation options are available nearby
  • Transportation options are wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Suitable for all physical fitness levels

Cancellation policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Frequently asked questions

How long does the Wicked St. Augustine: Bootleggers, Brothels & Gambling in the Ancient City take?

The experience lasts about 1h 30m.

How much does it cost?

Prices start from $31.95 per person. The final price depends on the date, time and number of travellers, and is confirmed on Viator before you pay.

What's included?

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

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.

Can I cancel?

For a full refund, cancel at least 24 hours before the scheduled departure time.

Which languages is it offered in?

It is guided in English.

Is it worth it?

Travellers rate it 4.8 out of 5 across 97 reviews on Viator and Tripadvisor, which places it among the top-rated experiences in St Augustine.

From $31.95 · Check availability