We enjoyed a delightful and delicious tour with Stephanie. Lots of great food and lots of great fun.

New York Food Tour: South Village Italian
Sample pizza, pasta, and pastries with immigrant stories
Itinerary Details
From here, we stroll towards the neighborhood's premier church, Our Lady of Pompeii, founded in 1892 as a national parish to serve Italian-American immigrants who settled in Greenwich Village. Over time, it became the American equal to Italy's own Our Lady of Pompeii. Next, we stroll down MacDougal Street, lingering in front of several famous bars and pubs – often frequented by celebrities Bob Dylan, in their heydays.
During our time together, we'll encounter The Church of St Anthony of Padua, America’s earliest extant Catholic church, and several key monuments dedicated to the Italian American immigrants who built up the neighborhood together. As our tour concludes, we'll visit several other key restaurants and cafes that have each played a critical role in adapting and preserving classic cuisines that are foundational to the Italian-American heritage.
FAQ
Can I learn more about Italian Food before my tour?
Yes! Context is proud to offer several Italian-themed cooking classes. For additional details, click here.





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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Washington Square Park
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Various specialty food shops
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Our Lady of Pompeii Church
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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
All of the food we tasted was outstanding! And Brad was a wonderful guide, who also told us lots of historical tidbits about the parts of the Village we passed through on our tour.
Frank was excellent! Very detailed tour including both Italian/Sicilian food culture and architectural history of Greenwich Village in NYC. Tour time was filled to the brim, great value! We tried a variety of delicious pastas, focaccia, meats/cheeses, coffee, and cannoli. Our guide Frank was very knowledgeable and knew Italy on an authentic level as an Italian himself growing up in the culture all his life and within his family. Cannot recommend enough as an off-the-beaten-path, unique activity while in NYC!
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
Explore with 1,200+ Experts—from historians and architects to archaeologists and chefs.







