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

From $59.00
4 of 5 (1 Reviews)
Powered by

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

Spend some time on the beat with a retired NYPD detective or officer, learning the shocking truth behind New York’s organized crime rings, white-collar swindlers and modern scandals. Visit traditional hotbeds of NYC crime like Chinatown, the Lower East Side and a more recent addition to the list of Manhattan’s most notorious neighborhoods: Wall Street. Learn how organized crime helped shape the city from your expert guide. A perfect 2-5-hour tour for anyone interested in true crime, storytelling or the turbulent history of this legendary American city.


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

Experience the legendary streets of NYC with the mean and women who know them best. Embark on a 2.5-hour tour of the Big Apple with a retired NYPD officer or detective, who will not only teach you about historical scandals but also intersperse your tour with their own personal anecdotes from years perusing these streets. Explore neighborhoods once home to notorious criminals, discover how the various crime rings ruled the city in waves and find out what modern crime looks like in Manhattan.

Wander throughout NY’s Lower East Side with your small-group of 15 or less participants, seeing tenement buildings where Irish immigrants lived in subhuman conditions. Hear about the neighborhood’s most notorious area — the “Five Points” — a junction so well-known for its gang crime that author Charles Dickens personally checked it out on a trip to NYC, not believing it could live up to its reputation. As your guide will point out, it did.

Learn how during the 1900s the Italian mafia kept Little Italy in a chokehold, while extremely bloody Chinese turf wars dominated the 1970s and ‘80s.

From the city’s earliest ragtag gangs to the mafia empires of the 20th century, you’ll separate the truth from myths popularized by movies like Gangs of New York and TV shows like “The Sopranos.” Your guide will also regale you with stories about the city’s most notorious criminals, from Captain Kidd and Boss Tweed to John Gotti and Leona Helmsley.

While each neighborhood you visit is much nicer today than they were in the past the question remains: has NYC really cleaned up its act? Visit lower Manhattan — particularly Well Street and the Financial District — to get a sense of the city’s modern, white-collar crime (and learn the going rate for a get-out-of-jail-free card).


  • Guided tour by a retired NYPD Officer or detective


  • 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 the subject matter can be 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



From Our Partners