Our guide was pleasant and knowledgeable. We enjoyed some of his stories and learned a little bit about the subject matter. It may have been positive to engage more with the kids through challenging questions but overall we enjoyed the tour.

Little Italy Neighborhood Tour: Immigration and Myth
Separate Italian-American history from mafia stereotypes
Tour Itinerary
We'll encounter several of the city's oldest and most famous restaurants, which have housed their fair share of family dinners and business meetings over the centuries. We'll discover the favored hangouts and haunts of the alleged mafia members, cross-referencing many documentaries and famous photographs that have been taken in this neighborhood.
The Italian-American influence on the nation's early history is critical to understand in its original context. As we stroll along Mulberry and Mott Streets, we'll be able to retrace the footsteps of several key players in the battle for immigrants' rights and fair treatment under the law. As we view the 14th Ward Industrial School, we'll consider the fight for public education as well. Together we'll also pause at the exterior of the former New York Police headquarters–where many members of the mafia have been held overnight.
Our tour concludes at the former Lupo Grocery Store – a popular social spot and market for the neighborhood –as we discuss its storied relationship with the famous Spaghetti Restaurant across the way, which belonged to Giuseppe “The Clutch Hand” Morello.
FAQ










From iconic landmarks to tucked-away local favorites, these are the places you’ll explore and experience firsthand with your Expert.
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Basilica of St. Patrick's Old Cathedral
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Little Italy
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New York City Police Headquarters
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English-speaking expert guideTours led in English, offering you unbroken understanding throughout.
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Intentionally sized groupsA smaller group means more time for conversations and questions.
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Tickets and entrance feesAll entry tickets included (unless clearly stated otherwise).
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HeadsetsHeadsets are included on tours that need them, so every word can be heard.
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Food and drinkUnless booking a Food & Drink tour or tasting experience, refreshments are not included.
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Transportation to and from the meeting pointUnless noted, pre- and post-tour transport isn’t included - this service can be added by request.
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GratuitiesTips aren’t included, but we encourage tipping as a way to thank your guide after your experience.
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Hotel pickup or drop-offUnless noted, travel to or from accommodation isn’t included - this service can be added by request.
Make the Most of Your Tour
Some helpful advice for getting the most from your experience, from practical prep to small on-the-day tips.
- Wear comfortable footwear
- Check the weather and dress appropriately
- Bring a bottle of water (no glass)
- Feel free to ask your Expert anything
- Bring firearms or weapons
- Bring sharp objects (e.g. knives, swiss army knives, switchblades, hiking sticks)
- Dress inappropriately to enter religious sites or sacred monuments
Don’t just take our word for it
Learned about the context for my family’s immigration. Visited Martin Scorcese’s birthplace—on the eve of his 92nd birthday!
There was a little information at the beginning of the tour about the Mafia which was informative. However, the second half of the tour was mainly walking through without too much information. In fact the last hour was almost walking with no information at all. In the past we have found they Context Tour guides are exceptionally knowledgable. This tour was not as detailed as the tour guide at the Meteopolitan Museum. This is as our last tour with you
Let Your Curiosity Shape Your Journey
Join passionate experts on intimate walking tours that reveal a city’s unique stories, spark conversations, and leave you seeing the world—and yourself—a little differently.
Structured, never scripted
Your interests guide your Expert, leading to stories and perspectives that matter to you.
Crafted for conversation
With 12 or fewer guests, ask questions, engage with your Expert, and fully immerse yourself.
Experts, not guides
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