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...
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.
I did this tour with my wife and we absolutely loved it. The host, Anthony (Flash) talks about his roots in the community, where he grew up and went to school and the foods he ate. He talks about the history of the area and demographics, and how things have evolved to this day. Yes, he swears and smokes and drinks coffee, and doesn’t look before crossing the street, it’s all part of it and it’s fun. This may not be for everyone, but we had a great time, lots of good laughs, learned some things, and ate some amazing food and we were stuffed. Thank you Flash for a great time. We highly recommend this tour. And yes, Flash, Canadians do tip lol
Amir Nevo
August 9, 2026
I did this tour with my wife and we absolutely loved it. The host, Anthony (Flash) talks about his roots in the community, where he grew up and went to school and the foods he ate. He talks about the history of the area and demographics, and how things have evolved to this day. Yes, he swears and smokes and drinks coffee, and doesn’t look before crossing the street, it’s all part of it and it’s fun. This may not be for everyone, but we had a great time, lots of good laughs, learned some things, and ate some amazing food and we were stuffed. Thank you Flash for a great time. We highly recommend this tour. And yes, Flash, Canadians do tip lol
Amir Nevo
August 9, 2026