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New York City Mafia Tour with Food Tastings: the Insider’s Story

New York City Mafia Tour with Food Tastings: the Insider’s Story

Overview

Immerse yourself in the dramatic underworld of New York’s gangland on this fascinating insider’s tour of the Mafia, including stops at authentic, historic local joints for delicious Italian food.

We designed this tour with the help of a retired NYPD Detective born and raised in Little Italy. He helped us to create an experience from a true “insider’s perspective” of the East Village NYC mafia stories.
Growing up witnessing some of New York’s famous families and having consulted for TV and major film productions on both crime and law enforcement, has contributed to develop this unique tour.
Our expert tour guides lead this experience in the East Village & Little Italy, following the footsteps of notorious New York Mobsters!
You will visit notorious Mafia and Crime locations, share true crime stories, and eat amazing food from the neighbourhood

City: New York City

Mon 18 Nov

Other dates

You can choose the date already on the booking website

Starting at $119.00

Make a reservation

Mon 18 Nov

Starting at $119.00

Make a reservation

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What's Included

Two sit down tastings and a Sicilian cannoli

Enjoy the attention of your local guide, a NYC Mafia expert.

Headsets from 6+ pax

Vegetarian options are available on request.

Additional Info

Wheelchair accessible
Infants and small children can ride in a pram or stroller
Public transportation options are available nearby
Travelers should have at least a moderate level of physical fitness
Face masks required for travellers in public areas
Face masks required for guides in public areas
Gear/equipment sanitised between use
COVID-19 vaccination required for guides

What To Expect

New York City

Get the insider's perspective on the infamous Mafia crime families of New York City on this walking tour with two sit-down tastings included, through the vibrant and fascinating gangland area of New York’s East Village and Little Italy.

East Village

We begin the tour in the East Village, where you will learn the complex origins of the Mafia in New York City, and learn the hierarchies within each crime family from the foot soldiers, to the captains and the ‘Boss’. Walk in the footsteps of famed mobsters like Lucky Luciano, Joe ‘the boss’ Masseria, John Gotti – the Teflon Don, “Vinny the Chin” and “Crazy Joe” Gallo, as you hear about their lives, and their crimes.

St. Mark's-in-the-Bowery Church

Explore second avenue's prohibition history as we walk along this famous avenue exploring places most tours miss.

Liz Christy Bowery Houston Community Garden

Hear about this amazing urban garden and its connection to the New York mafia.

Little Italy

Visit local, historic food joints --including the room where the Mafia was formed -- for Italian style dinner tastings, including a "primo" and a "second piatto". Any drinks you wish to have, you may purchase on the day of the tour. End your tour with a delicious ‘dolce’, a cream-filled Sicilian Cannoli at the best pastry shop in town.

Show 2 more stops

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Traveler Photos

Reviews (59)

Artdecoder

Feb 2020

Dennis is a really interesting guy, he brings to life the gangster stories I have read about and seen in the movies, he is a master story teller, having grown up in the community with the mafia on his doorstep, he shares his experiences with you in an engaging way. Ask questions and the ebb and flow of the tour morphs into different aspects of the subject matter being questioned, which makes each one of these tours a unique and one off experience . The food on the tour is authentic Italian cuisine from some of Little Italy’s longest established businesses. Delicious Hand made Mozzarella cheese and sausage from Russos fine foods , Fresh Pizza , Beautiful Meatballs and Eggplant from Benito One Restaurant. The Cannoli at the end of the tour is “to die for” if you’ll pardon the pun 😂 Dennis goes out of his way to make his guests feel comfortable as he provided the whole group with wireless headsets, everyone in the group could hear Him speaking at all times, even when on the move . I would thoroughly recommend this tour to anyone visiting New York , you’ll get to meet some lovely people indulge in fine food and learn about part of the history of New York City. You will not be disappointed .

Response from Host

Feb 2020

Wow thank you for writing a review that really captures what I’m trying to achieve.. plenary of gangster and mafia tours out there and I am completely different having experienced the area first hand. I’m happy you could appreciate the difference and can’t thank you enough for saying it. Again, if I can assist in any way in NYC please reach out!

Paul0909S

Feb 2020

Dennis definitely knows his history and has the inside track. Given he grew up in the neighborhood and later on became an NYPD officer, he’s got the goods on the real deal....I have been reading and researching a lot of the mob history and Dennis is a legit course of info not to mention he taught me a few new things I haven’t heard any where else. Lately, all the places he brought us to eat were fantastic, small, local, authentic, hole in the wall perfection. Dennis is a good guy and a friend of all he tours with.

Response from Host

Feb 2020

It was my great pleasure to be able to share my neighborhood with you. I love the fact that you were very familiar with the NYC mafia yet I was still able to provide something new for you. Thank you so much for coming out and for taking time to review me!! If you need anything please reach out! - Dennis

belovednomad

Feb 2020

Do yourself a favor and experience this tour if you are in NYC. This tour is different every time with the historical walk changing as the conversation ebbs and flows. He knows all the secrets being born and raised here. He has the official connections from where his stories are from. I am still craving the delicious from this tour two months later. The dining spots are historically interesting, and rest assured you will walk it off as you tour through the streets of what was the playground of these swagger gangsters of Manhattan. The night I went, the night was crispy and chilly, but Dennis brought us all 'Hot hands' packs that kept us warm during the walk. This tour is a solid worth of your time and hard earned money. Such a cool guy too! By the way, there are vegan options. PS a few celebs have already taken this tour before some of you & raved about it, so you better book before it blows up!

Response from Host

Feb 2020

Hey thank you!! I’m glad you at least had toasty warm hands lol.. I appreciate you coming out especially when the weather doesn’t cooperate. I always try to take steps to make sure everyone is comfortable and I appreciate you acknowledging this! It was great to meet you and even better to have been able to spend some of tour time in NYC together- thank you for such a great review ! Dennis