Stories from the Dark Side: New York Crime Tour with Retired NYPD Guide

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  • No booking or credit card fees
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What To Expect

Spend some time on the beat with a retired NYPD officer or detective, learning the shocking truth behind New York's organized crime rings, white collar swindlers and modern scandals. Visit traditional hotbeds of crime and learn how the city shaped and was shaped by organized crime. This is the perfect experience for anyone with an interest in true crime, storytelling or the turbulent history of America's greatest city.


  • Learn the historical 'crimeline' of New York, from the immigrant gangs made famous by the movie Gangs of New York, to the white collar criminals of Wall Street

  • Walk the beat with a retired NYPD officer or detective guide who will tell you some stories from their own career too


Crime Tours in New York
Departs From:
New York
Meeting Point:
Fraunces Tavern
2 hours and 30 minutes
Tuesday, Friday and Saturday at 10:30 AM
Product Code:
Voucher info:
Print voucher. You will not have access to the tour without this voucher.
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With this Tour, you'll walk the Big Apple with a retired NYPD officer or detective, exploring neighborhoods once home to notorious criminals, learning how the city was ruled in waves by various immigrant crime rings, and finding out what modern crime looks like in the city.

On the Lower East Side, you'll see tenement buildings where Irish immigrants lived in subhuman conditions. You guide will tell you everything about the most notorious area: the "Five Points" (a junction so infamous that Charles Dickens himself came to check it out). Irish gangs weren't the only group to terrorise the Lower East Side however.

Throughout the 1900's the Italian mafia kept Little Italy in a choke hold, while the 1970's and 1980's were dominated by Chinese turf wars, so bloody you'll hardly believe it.

From the city's earliest rag-tag gangs to the mafia empires of the 20th century, you'll separate the truth from from myths popularized by movies like Gangs of New York and TV shows like The Sopranos. You'll also learn about the city's most notorious criminals: from Captain Kidd and Boss Tweed, to John Gotti and Leona Helmsley.

The neighborhoods you visit are much nicer today than they were in the past, but has NYC really cleaned up its act? You'll visit lower Manhattan, in particular Wall Street and the Financial District, to learn about modern, white collar crime.

Having spent a lifetime walking these streets, chasing criminals of all creeds, these guides will teach you about incredible, historic scandals but also intersperse your tour with their own personal anecdotes and insights for a much more personal experience.

Visited sites:

  • Wall Street

  • Lower East Side

  • The old "Five Points" neighborhood

  • Chinatown

  • Little Italy


  • Guided tour of the Lower East Side & Wall Street

  • Tour is led by a retired NYPD Officer or detective

  • Small groups of 15 people or fewer


  • Meals and Drinks

  • Tips and gratuities

  • Personal expenses

  • Hotel pick-up/drop-off

Please Note

  • Gratuities to guides are appreciated but never obligatory.

  • This tour may not be suitable for young children, as subject matter may be graphic and disturbing.

  • Comfortable shoes are recommended.

Cancellation Policy

  • Free cancellation: 8 days or more prior to start date of activity.
  • 20% Cancellation Fee (80% reimbursement): between 4 to 7 days prior to date of activity.
  • 100% Cancellation Fee (no reimbursement): 3 days or less prior to date of activity.

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