Touren/St Augustine/Wicked St. Augustine: Bootleggers, Bordelle & Gambling in the Ancient City
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Wicked St. Augustine: Bootleggers, Bordelle & Gambling in the Ancient City

4.8(96)St Augustine1 Stunde
VIATOR4.7(31)TRIPADVISOR4.9(65)

Beschreibung

Die Wicked St. Augustine Tour taucht in die ungeschriebene Geschichte der ältesten Stadt des Landes ein. Sie werden Geschichten über die illegalen Industrien hören, die die Stadt zu einem finanziellen Erfolg gemacht haben, während Sie gleichzeitig den Ruf einer sündigen Stadt vermeiden. Seit seiner Gründung hatte St. Augustine eine florierende Taverne, Glücksspiel- und Prostitutionsindustrie, auch wenn er eine auf religiösen Prinzipien gegründete Stadt darstellte. Sehen Sie sich die Orte des Glücksspiels mit hohen Einsätzen an, sprechen Sie einfache Tavernen und private Clubs, die die Gesetze des Tages wie das Verbot umgehen. Erfahren Sie, wie die politischen Mächte von diesen Aktivitäten wussten, ihre Anbieter heimlich unterstützten und gleichzeitig ein blitzsauberes Image bewahrten.

Tour-Optionen

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

Reiseverlauf

10 Min

Der Innenhof vor dem alten Alcazar Hotel, heute das Lightner Museum, auch im Blick auf das alte Ponce de Leon Hotel, heute Flagler College.

10 Min

Lage des alten Ponce de Leon Hotels, erbaut von Henry Flagler. Dies war der Inbegriff von Luxus und Dekadenz während des vergoldeten Zeitalters.

10 Min

Hier die Geschichten von den privaten Clubs, die diese und die angrenzenden Straßen säumten, Spielhallen, Sprechstunden und Pensionen für gehobene Urlauber, bis hin zu den Arbeitern der Stadt.

10 Min

Von hier aus hören die Gäste Geschichten von Spielhallen, Sprechstunden und Pensionen (die damals Code für Bordelle waren).

Highlights

Geführte Erzählung über die illegalen Aktivitäten, die in der „familienfreundlichen“ Touristenstadt stattfanden

Was ist inklusive

Inklusive
Geführte Erzählung über die illegalen Aktivitäten, die in der „familienfreundlichen“ Touristenstadt stattfanden

Bewertungen der Reisenden

4.8
96 Bewertungen
5
86
4
6
3
2
2
2
1
0

Wichtige Informationen

  • Rollstuhlgerechter Zugang
  • Kleinkinder können in einem Kinderwagen gefahren werden.
  • Begleittiere erlaubt
  • In der Umgebung sind öffentliche Verkehrsmittel verfügbar.
  • Die Transfermöglichkeiten sind rollstuhlgerecht.
  • Alle Bereiche und Böden sind rollstuhlgerecht.
  • Für alle Fitnesslevel geeignet

Bewertungen(96)

4
436ritah
May 6, 2026
Good info but far too long winded

Most frontier or new towns had brothels, booze and gambling for men who wanted that type of entertainment. Henry Flagler’s reputation is suss for other reasons which are alluded to on other tours. Author/tour guide is nice enough with some very fun info to share but needs to find the most interesting and compelling arguments for her tour. Not having a timeline saying ‘one of my tours went until 3 am’ had me planning my exit as soon as we started. We sat in front of the Lightner Museum for over 90 minutes in more of a lecture than a tour. Again, some good info you might not hear on other tours but needs to be more planned out and succinct.

Antwort des Anbieters

We appreciate your review and will pass the information along to Ann. She does tell guests that she can adjust the tour length to their schedule. Also, thank you for taking the time for such in depth feedback, enjoy the rest of your visit.

C
cheryljF3484YC
April 29, 2026
Awesome, Well Worth Every Penny!

This tour blew me away! There were 7 of us, and we were the only ones. We read that it will be longer than what was said in the description. When we got there, the wonderful tour guide said it could be 3 or 4 hours or however long we want it to be because she can talk for hours and hours about St. Augustine! It ended up being about 3.5 hours for us. But you have the choice with how long you'd like it to be. Ann, the tour guide, was very informative. She did her own research, and she even wrote a book about it. She told us things that most of the other tours in the area won't tell you about bootlegging, brothels, gambling, and Mr. Flagler. We didn't have to walk much. We stayed mostly between Flagler College and the Lightner Museum, then slowly walked towards the main street by the water. In between, she brought seat cushions, and we were able to sit while she shared details about the magnificent city. The tour was definitely worth the price. If she does any other tours, I would gladly book another one!

Antwort des Anbieters

Thank you. Ann is very passionate about the subject matter and gives the passion every tour. We are so glad you enjoyed her experience.

J
Jeff K
March 4, 2026
Saint Augustine‘s historical wicked tour

This was our first night in Saint Augustine. I’m glad we started with Ann’s tour as she gave an awesome historical view of the city and how it came to be. She is very knowledgeable and she did an amazing job of helping us see into a part of history that is not normally shared. Her deep dive into historical archives on a city she was raised in and loves was much appreciated.

Antwort des Anbieters

Glad you enjoyed Ann's tour. She shines a light on history that usually remains in the shadows.

7
786jaden
February 23, 2026
Hidden History of St. Augustine

I grew up in Florida and have visited St. Augustine many times, so I’ve heard all the usual ghost stories and the standard tour information. This experience was completely different, in the best way. It offered a wealth of knowledge about the lesser-known parts of St. Augustine’s history, diving much deeper than the typical tours. I learned fascinating details and stories I had never heard before. It’s definitely geared toward someone who truly enjoys history and wants more than just the popular highlights.

1 Personen fanden das hilfreich
Antwort des Anbieters

Excellent! There is always so much more to history. Ann takes a less traveled historical path that most have never thought about. Glad you enjoyed the experience.

K
Kimberly_W
February 18, 2026
Excellent tour guide. She will give you more than 90 min if you have the time!

Wicked and very informative. You'll learn about all the vices in St. Augustine's long and colorful history.

Antwort des Anbieters

This is the shady side of our history, but no less important!

B
breyam2025
December 21, 2025
A Must Tour for St. Augustine- Non-negotiable

Absolutely worth the money and more!! Lady Ann is a wealth of knowledge on St. Augustine's real history. Definitely plan for way over an hour- she will tell you she once went on for six hours for a group. Our tour was only about 2-3 hours because it was too cold even for her, and it was worth every minute; I probably could have stayed six hours myself with how invested I was. Lady Ann has a way of really reeling you into the most interesting tales. This tour was absolutely the highlight of my trip and I would go every time. I also recommend purchasing her book!! She works way more for what the tour is priced at.

Antwort des Anbieters

Thank you for taking the time to review and those kind words. Ann is incredibly passionate about the subject matter and loves sharing stories with guests. Have a great time exploring the rest of our city.

S
shannonhZ5613YV
December 15, 2025
Great storyteller, plan to stay awhile!

Plan for longer than the hour & half that’s listed for the tour. Ann does tell you this from the beginning, but had we known prior to booking we could have planned better. Unfortunately we booked this tour on our last night in town & still had so much to see. We had to leave the tour early as interesting as it was. Ann is very knowledgeable and knows how to tell a story! I was freezing cold, but she had me so intrigued I stayed as long as I could bare.

Antwort des Anbieters

Agreed, she is a great storyteller and passionate about her subject matter. She has many more stories, come back and visit again.

J
Julie_P
November 18, 2025
The guide was EXTREMELY...

The guide was EXTREMELY KNOWLEDGEABLE. She’s written a book on the vice industry in St Augustine. I enjoyed it. The tour is actually longer than it’s scheduled for so we had to leave before it was over. If you like history this tour fits the bill. It’s good for people who don’t want to walk a lot.

Antwort des Anbieters

Thank you. Ann is very passionate about the subject matter and tends to go long. She will tell stories as long as you will listen. Have a great time visiting.

N
N524KAkylem
November 17, 2025
Great experience, tour guide was very knowledgeable

We had a great time! Ann has done research and is passionate about brothels, bootleggers, and gambling. We’re from the area and still learned many, many new things! Would recommend!

Antwort des Anbieters

Glad you enjoyed the experience. She is indeed passionate, and loves to share the shadier side of our history.

J
James H
November 10, 2025
Wicked but fascinating tour of St Augustine

I have lived in St Augustine for over a decade and I was very impressed by this tour. Ann had us transfixed for 2 1/2 hours recounting a well researched history of St Augustine that very few people knew. Her takedown of Henry Flagler was absolutely fascinating. I would rate this tour among my favorites including the civil rights tours (David Nolan). I would suggest putting this tour at the top of your list.

Antwort des Anbieters

Ann is very passionate about the subject matter. We are thrilled you enjoyed the experience.

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