Stories from the Dark Side: Criminals, Gangs & Mafia with NYPD Guide in New York, NY

Walks LLCAlexander Hamilton Custom HouseNew York, NY 10004
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Overview

Offered by Walks of New York, this tour offers a unique experience walking the Big Apple with a retired NYPD officer or detective. Visitors can enjoy exploring sites that were once home to well-known criminals, including Captain Kidd, Boss Tweed, John Gotti and more. Some of the sites visited include Wall Street, the Lower East Side, the old Five Points neighborhood, Chinatown and Little Italy.

Description

from Stories from the Dark Side: Criminals, Gangs & Mafia with NYPD Guide
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.

Sites Visited:
Wall Street
Lower East Side
The old “Five Points” neighborhood
Chinatown
Little Italy

Reserve New York City Customer Reviews

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TripAdvisor Reviews
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Devvizzo
"Amazing tour with Katie!"
TripAdvisor user rating 5 out of 5
Reviewed January 26, 2019
Today I booked a tour at MET, the guide was Katie, she was simply outstanding, very passionate and with his enthusiasm she made alive so many beautiful artwork in this huge museum! Well done Katie! Ciao!
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Nutmegsmom01
"Awesome Tour!"
TripAdvisor user rating 5 out of 5
Reviewed January 15, 2019
The tour exceeded our expectations! Correy was extremely engaging and shared His personal experiences to further educate us on the Broadway world. The tour at the New Amsterdam was also wonderful to see the theatre and learn the history. Highly recommend to anyone visiting NYC!
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rachelgarcia15
Fort Worth, Texas
"Excellent!! Worth the $ and would highly recommend!!"
TripAdvisor user rating 5 out of 5
Reviewed January 05, 2019
We booked this trip last minute the night before and were not sure what to expect. It ended up being such a great experience for myself, husband and 2 boys. If you book this, I am not sure if you can request a tour guide, but if you can, I highly recommend Rob! The knowledge he had was so impressive and he kept us all interested and informed the entire time!! He is from NY and his family immigrated many years ago, so his story was perfect for the tour and very interesting. The weather was rainy all day but he had no problems getting thru it all. I would definitely recommend this tour and Rob to anyone interested!
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Margaret D
"Excellent time in New York and highly recommend"
TripAdvisor user rating 5 out of 5
Reviewed December 19, 2018
T was truly the best tour guide for the Statue of Liberty and Ellis Island tour. She is what made the experience. We loved her energy and personality. We had three generations in our group and all three of us just loved her. My daughter even included her as part of her favorite parts of our time in New York.
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Cheungog
Singapore, Singapore
"02/12 at Statue of Liberty/Ellis Island Tour with Cherie"
TripAdvisor user rating 5 out of 5
Reviewed December 06, 2018
Cherie was our awesome guide. She took care of us all the way. We are so impressed by her passion for the history of USA. Thank you Cherie.
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Frequently Asked Questions about Stories from the Dark Side: Criminals, Gangs & Mafia with NYPD Guide

How long is the tour?
The tour is approximately 2 hours long.

Who is guiding the tour?
Your tour will be guided by a retired NYPD officer or detective.

What sites will we visit?
Guests will visit the following sites while hearing stories about the area, crime, the past, and more.

  • Wall Street
  • Lower East Side tenement buildings
  • Five Points
  • Chinatown
  • Little Italy