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

star-4.531 Reviews
St. Augustine, United States
Wicked St. Augustine: Bootleggers, Brothels & Gambling in the Ancient City

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Free cancellation
Up to 24 hours in advance. Learn more
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Safety measures
icon1 hour 30 minutes  (approx.)
Mobile ticket
iconOffered in: English


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Guided narrative of the illicit activites that took place in the 'family friendly' tourist town'
Lightner Museum , 75 King St, St. Augustine, FL 32084, USA

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

8:00 PM
This activity will end right where it started.
  • 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
  • OPERATED BY Spyglass Travel
You can cancel up to 24 hours in advance of the experience for a full refund.
  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
  • This experience 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.

Learn more about cancellations.

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
What measures are being taken to ensure staff health & safety during Wicked St. Augustine: Bootleggers, Brothels & Gambling in the Ancient City?
A:The policy on staff health & safety is:

  • Guides required to regularly wash hands
See all safety measures taken by Wicked St. Augustine: Bootleggers, Brothels & Gambling in the Ancient City.


31 Reviews
4 stars
1 star

Reviews by Viator travelers

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Showing 1-8 of 31 reviews
Hidden history revealed!
, Aug 2022
This tour was fantastic! The tour guide has done an incredible amount of research on the history of St. Augustine and brought that history life. The stories she told were fascinating. There was no point during our 2+ hours together that anyone in my group felt bored. If we had had more time, we could have listed to the tour guide into the wee hours of the night!
icon Response from Host , Aug 2022
So glad you enjoyed the experience. Ann has done an incredible job of researching her tour. We appreciate the time you took to share your review.
Take this tour you won’t regret it!!!
, Aug 2022
Wow! We got soooo much more than we bargained for. She spent extra time with us and answered all our questions. She is well researched and definitely engaging! She provides extra information than what was in her book. A truly delightful experience and we will definitely be returning customers.
icon Response from Host , Aug 2022
Awesome! We are so glad you enjoyed the experience. Ann is very passionate about the subject matter, and it shows.
Interesting - But Targeted for the Political Activist with a "Flexible" Regard for Historical Authenticity
, Jun 2022
Nice tour guide with interesting stories, but some of her details were historically inaccurate. Also, her presentation was a little too political: I felt like I was sitting in a Feminist Studies lecture (i.e., men bad, women enslaved and degraded by men from 1565 through 1970s).
icon Response from Host , Jul 2022
So sorry you were a bit disappointed with the experience. The author, also the guide, has painstakingly researched the subject. Thank you for taking the time to review this tour, it helps us be better in the future. Have a great rest of your experience here in our city.
A St. Augustine MUST - D0!!
, Apr 2022
Our guide- Ann Colby- was fantastic! She was a treasure trove of historical facts and presented them in a vibrant manner that brought the past to life. We were spellbound and could have listened to her forever. She presented us with a St. Augustine that we would never have discovered on an ordinary tour: meticulously researched info - sometimes bawdy and outrageous, always startling and fascinating. Also...we recommend buying her book: now used as a text in college curricula, and chock full of delightful facts!
icon Response from Host , Apr 2022
We are so glad you enjoyed the experience. Ann does a fantastic job of bringing this darker side of our history, out of the shadows and into the light. Thanks for taking the time to spread the word!
Wickedly Fun
, Mar 2022
Our guide was very knowledgeable and passionate. It was great to hear such interesting information to kick off our trip to St. Augustine.
icon Response from Host , Mar 2022
We agree, Blanche is something special. Thank you for kind words. Have a great rest of your vacation.
Wicked fun night
, Mar 2022
Tour guides knowledge and enthusiasm. We had a wicked funny night. Blanche (Ann) was amazing. We recommend this tour. Adults only😉
icon Response from Host , Mar 2022
She is such a great storyteller, we agree completely.
Ann Colby's enthusiasm is terrific!
, Dec 2021
The enthusiasm of Ann Colby is terrific. She's researched her subjects and conveys the information with gusto!
icon Response from Host , Jan 2022
Thank you so much. Yes, she is a great storyteller and is passionate about her tour, so glad you enjoyed it!
, Sep 2021
The tour started off with problems. We started early and there was one person came up just before the start time she was given. The guide supposedly had been told a different time then the rest of us. The guide told many tales. Most of the time these stories are based on some truth but embellished for effect. But when another person in the group has family with direct contact with the person in the story and no history of such tales one has to wonder about some of the other stories as well. Also at this time I have not found any documentation of said tales. (Still Checking)The guide did say at the end of the tour that this was his first tour on this subject. Would recommend more research. I went on several walking tours while in the city and no other history ever referred to some of his stories.
icon Response from Host , Sep 2021
So sorry you did not enjoy your experience. Our stories are based on the Wicked St. Augustine book. The stories have been exhaustively researched by the author and we stand behind her research. The subject matter of this tour is not usually covered on most tours, which is what sets it apart.

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