Free Concierge Service
    Text or call (650) 414-7338
    Ask AIAI
    Ask AIAI
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Concierge Support

    • Help Center
    [email protected](650) 414-7338

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Boston North Ends Tours

    Boston North Ends Tours

    4.9 • 564 reviews
    Boston, MA

    Anthony Gesualdi offers a refreshingly authentic way to experience Boston’s North End. Born and raised in Little Italy, he brings true local perspective, neighborhood stories, and a deep connection to the area’s Italian-American c...

    Report an issue

    Book Boston North Ends Tours

    Addon image

    Politically Incorrect North End Food Tour in Boston

    Eat your way through Boston’s North End with a local guide who skips tourist traps

    $108.78person

    Review summary

    4.9
    Excellent
    564 reviews•Google Maps
    549
    8
    1
    1
    5

    Anthony, known as "Flash," is a multi-generational North End resident who leads food tours through Boston's most storied Italian neighborhood. Reviewers consistently highlight his unfiltered, no-holds-barred personality as the defining feature of the experience. He grew up in these streets, knows the owners, and takes groups to small mom-and-pop spots that most visitors would never find on their own. The food, which includes pizza, pasta, subs, arancini, gelato, and affogato, is plentiful and genuinely excellent. The tour is best described as spending a few hours with a hilarious, sharp-tongued local who happens to know everyone in the neighborhood. That authenticity is clearly what people love most, but it does come with a caveat that multiple reviewers actually volunteer themselves: if you're easily offended or expect a polished, scripted experience, this probably isn't your tour. For everyone else, the consistent word across hundreds of reviews is that it's one of the most memorable things people do in Boston, locals included.

    What people are saying

    Review 1 of 4
    5/5

    My family and I took a trip to Boston and wanted to have some authentic experiences that you can’t get anywhere else in the world, and let me tell you, there’s only one Anthony in the North End you Get to have a good tour with! Hilarious and rough around the edges, if you want to get a little taste of the North End, Anthony is your guy. The food was great and the restaurants make you feel like you’re part of the community. Highly recommend!

    Photo of skye Baltsersen

    skye Baltsersen

    May 15, 2026

    Review 1 of 1
    5/5

    My family and I took a trip to Boston and wanted to have some authentic experiences that you can’t get anywhere else in the world, and let me tell you, there’s only one Anthony in the North End you Get to have a good tour with! Hilarious and rough around the edges, if you want to get a little taste of the North End, Anthony is your guy. The food was great and the restaurants make you feel like you’re part of the community. Highly recommend!

    Photo of skye Baltsersen

    skye Baltsersen

    May 15, 2026