Stories from the Dark Side of New York City with NYPD Guide

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Walks of New York
516 E. 84th St.
ste. 5E
New York, NY 10028

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. Together you’ll visit traditional hotbeds of NYC crime like Chinatown, the Lower East Side, and a more recent addition to the list of New York’s most notorious; Wall Street. In these classic neighborhoods you’ll 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.


  • Step back in time on a history tour
  • Fully narrated tour
  • Small-group tour
  • Instant Confirmation

Take to the streets of New York with the men and women who know them best. For 2.5 hours 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. The most notorious area here was the ‘Five Points’ - a junction so infamous for its gang crime (rumor has it some even lived in burrows under the streets!) that Charles Dickens came to check it out himself on a trip to NYC, not believing it could live up to its status. It did, of course, as your guide will tell you.

Irish gangs weren’t the only group to terrorise the Lower East Side however. Throughout the 1900s the Italian mafia kept Little Italy in a choke hold, while the 1970s and 1980s 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? As part of your tour you’ll visit lower Manhattan, in particular Wall Street and the Financial District, to learn about modern, white collar crime (and the going rate for a get-out-of-jail-free card).

New York City crime tours don’t get any better than when they are lead by retired NYPD police officers and detectives. 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.


  • 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


  • Gratuities
  • Hotel Pick-Up/Drop-Off

Additional Info

  • Confirmation will be received at time of booking
  • This tour may not be suitable for young children, as subject matter may be graphic and disturbing.

Voucher Info

You can present either a paper or an electronic voucher for this activity.

Local operator information

Complete Operator information, including local telephone numbers at your destination, are included on your Confirmation Voucher. Our Product Managers select only the most experienced and reliable operators in each destination, removing the guesswork for you, and ensuring your peace of mind.

Schedule & Info

Departure Point
Central New York

Departure Time
Meeting Time: 10:15am
Departure Time: 10:30am

2 hours 30 minutes

Return Details
Little Italy



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