Newport Sin City Tour: Explore Historic Mafia Sites

Experience the Newport Mobster Tour and uncover the hidden history of the mafia in comfort. Explore historic sites from the comfort of an air-conditioned vehicle while learning about Newport’s notorious past.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • Wooden Cask Brewery Company - The tour will commence at the Wooden Cask Brewery, the previous location of the 633 Flamingo Club. Here, participants will discover its ties to the infamous Cleveland Syndicate mafia and the renowned celebrities who graced its stage, such as Marilyn Monroe, Dean Martin, and Frank Sinatra!
  • **eat well celebrations &…
What's Included
  • Visual Tour Guide
  • In-vehicle air conditioning
What's Not Included
  • Lunch
  • Bottled water
Additional Information

While there are a few walking tours about the “Sin City” years of Newport, our tour is the only one where you can view all of the historic sites from the comfort of an air-conditioned vehicle (minivan). This allows us to explore far more historic sites in less time than a walking tour can! You will relax from the comfort of your seat while you are…

Location
Wooden Cask Brewing Company
York Street
All tours will meet on the sidewalk in front of the Wooden Cask Brewery on York Street. Check-in 5 minutes prior to your tour departure time. Park in the lot across the street from the Wooden Cask Brewery. Please do not park in the brewery parking lot unless you intend to patronize the brewery.
Cancellation Policy

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

Customer Ratings
4.7
(44 Ratings)
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Jtwinch1
Feb 11, 2025
Enjoyable, enlightening, very satisfied. - Chris the owner of the business (River City Tours) was a very knowledgeable and pleasant person to listen to. Even though I had some awareness and knowledge of certain events he really brought life to it. I would highly recommend this tour. They also have a ghost tour of haunted sites. I think I plan on going to that also. We also really appreciate driving around and discussing history, as opposed to walking so much as we both have difficulty doing that.
Review provided by Tripadvisor
590denaeb
Feb 2, 2025
Great to tour - The host is very informative. He took his time and he was very respectful of time. Christopher was a very nice tour guide. And the tour was extremely informative also enjoyable. I recommend it.
Review provided by Tripadvisor
Musacchiatara
Jan 25, 2025
Sin City Mob Tour - The tour was a fun way to spend an afternoon. We love mob history and learning of all the local ties from our guide, Chris was very interesting. I’ve lived in this area my whole life and I learned so many stories and facts. Chris was knowledgeable and engaged. We had a fantastic time and learned about Newport, Ky and its deep rooted connection to mob history.
Review provided by Tripadvisor
Stevefardo
Sep 28, 2024
Really enjoyed! - Very well-organized and informative! We appreciated the opportunity to ask questions and learn more about personalities we heard of growing up in NKY in the 1950’s and 60’s. The tour guide was friendly and knowledgeable.
Review provided by Tripadvisor
808jacquelynh
Sep 7, 2024
Prohibition, gambling, and vice in Newport, KY. - This is a very interesting tour highlighting the era of prohibition, gambling, and mob violence in the early 1920's. Newport really earned its reputation as Sin City.
Review provided by Tripadvisor
Bonnie_b
Sep 6, 2024
Awesome - Chris was very knowledgeable about all of the places we saw. I love this kind of history. Very enjoyable
Review provided by Viator
600denisal
Oct 1, 2024
Newport mobster tou - Guide was highly informed. Enthusiastic and responsive to all questions. Attentive and polite host. Our experience was pleasurable and enlightening. Highly recommend the experience!
Review provided by Tripadvisor
B2961jxstevenm
Sep 25, 2024
What a great history lesson of the Mob, and its impact on Newport, KY. - What a great history lesson of the Mob, and its impact on Newport, KY. I never would have guessed this small city would attract so much attention from the NY and Clevland Mafia. Our guide, Chris was friendly and very informative and provided binders with pictures of the Mob players. I found our stop at the recently installed historic marker and Memorial at the former site of the Beverly Hills Supper Club to be the most impactful. The third most deadly night-club fire in U.S. history, and that the fire was tied to the Mob, and possible political corruption that may have extended all the way to the governor. Just fascinating stuff. Our transportation around town was comfortable and air conditioned.
Review provided by Tripadvisor
Camper85074
Sep 23, 2024
Sunday tour of sin city - The car windshield should be clean for viewing. Very informative with plenty of k owledge. Courtesy drive. Waited for us because we were lost.sunday
Review provided by Tripadvisor
Lindacinaz
Oct 19, 2024
The Buildings Ain't What They Used To Be - The tour was interesting, but it lacked substance. We saw a lot of empty buildings, and pictures of what the places were like in the past.
Review provided by Tripadvisor
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