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Newport "Sin City" Mobster Tour

4.7
(44 reviews)
Newport "Sin City" Mobster Tour Gallery Image 1
Newport "Sin City" Mobster Tour Gallery Image 2
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Newport "Sin City" Mobster Tour Gallery Image 4

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 transported from site-to-site and will learn all about the unique history of each site, it's connections with the mafia, illegal gambling, bootlegging, and prostitution that earned Newport the name "the sin city of the south"! You will also have an opportunity to get out of the vehicle at each tour stop and do some exploring of your own, with your tour guide there to answer any questions you may have.

Overview

Are you a fan of The Godfather? Goodfellas? Scarface? The Sopranos? The Untouchables? Casino? Boardwalk Empire? A Bronx Tale? If you love mobster movies, then this is the tour for you! This is the only tour about the "Sin City" years of Newport 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 transported from site-to-site and will learn all about the unique history of each site, it's connections with the mafia, illegal gambling, bootlegging, and prostitution that earned Newport the name "the sin city of the south"! You will also have an opportunity to get out of the vehicle at each tour stop and do some exploring of your own, with your tour guide there to answer any questions you may have.

Itinerary

  • Wooden Cask Brewery Company

    We will begin our tour at the Wooden Cask Brewery, former site of the 633 Flamingo Club and learn about its connections with the notorious Cleveland Syndicate mafia and the famous celebrities who performed there, including Marilyn Monroe, Dean Martin, and Frank Sinatra!

    15 minutes
  • Newport

    We will visit 518 York Street, home of the former Yorkshire Club, one of the largest premiere "carpet club" casinos and perhaps the biggest illegal Horse Racing bookmaking clubs in the 1930's. You will learn about the owner's feud with the mafia and the club's eventual takeover by the mob.

    15 minutes
  • Newport

    We will view the exterior of The Brass Ass Gentleman's Club, home of the former Stardust Casino (the Neon star is still on the building!) and Silver Slipper brothel. You will learn about the indictment and conviction of one of Newport's most notorious mobsters, and how prostitution fueled the local economy.

    15 minutes
  • Thompson House

    We will visit the John Thompson house, home of the inventor of the Thompson machine gun ("tommy gun") and you will learn about how this weapon became a favorite of mobsters in the 1920s and 1930s and its role in the Saint Valentine's Day Massacre!

    15 minutes
  • Bobby Mackey's Music World

    We will visit the Gangster's Dueling Piano Bar, site of the former Glenn Schmidt's Playtorium, and you will learn about the owner's feud with the Cleveland Mafia that nearly cost him his life.

    15 minutes
  • Southgate

    We will visit the historic marker and the Memorial in Southgate, KY, former site of the Beverly Hills Supper Club and the third most deadly night-club fire in U.S. history. You will learn about the troubled history of the club, the owner's feud with the Mafia, and the mysterious circumstances surrounding the fire that eventually destroyed it, killing 165 people in the process.

    15 minutes
  • Newport

    We will visit the John Nolan Auto, former home of Merchant's Club, where you will learn about the notorious mobster who ran the club for the Cleveland Mafia and a gangland shoot-out that nearly led to his death.

    15 minutes
  • Newport

    We will visit Mustang Betty's Antiques, home of the former Mustang Club where you will learn about a victim of the mob and a mysterious fire where a gruesome discovery was made!

    15 minutes

Location

Meeting Point Map

Address

629 York St, Newport, KY 41071, USA

Open Google Map

Inclusions

  • Visual Tour Guide
  • In-vehicle air conditioning

Exclusions

  • Lunch
  • Bottled water

Additional Information

  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Suitable for all physical fitness levels

Guide Languages

  • English

Cancellation Policy

  • A full refund will apply if you cancel more than 24 hours before the activity start time.

  • No refund is possible if you cancel less than 24 hours before the activity start time.

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