Boston’s “Politically Incorrect” North End Food Tour — Local services in Boston

One of the Best Values in Boston!

If you’re visiting Boston and want a tour that blends incredible food, authentic history, and a ton of laughs, look no further than The Politically Incorrect North End Food Tour. Our guide, Antony, grew up in the North End, and you can feel his love for his neighborhood in every story he tells. His humor, honesty, and deep knowledge of the community made this tour stand out from anything else we’ve experienced.

We sampled some of the North End’s most iconic foods: Italian subs at Monica’s Mercato, legendary pizza from Regina’s, homemade ravioli at L’Osteria, fresh pastries at Bricco Salumeria, and even a refreshing lemon slushie at Polcari’s Coffee. We ended the tour with a heavenly affogato at Dolce. Every stop came with not just amazing flavors but also history and local backstories you simply wouldn’t get on your own.

A few notes: this tour is not for everyone. Be ready for some F-bombs and strong language — it’s part of the charm, and exactly why it’s called “politically incorrect.” If you’re easily offended, this may not be the tour for you. But if you’re up for humor, candor, and a guide who keeps it real, you’ll love every minute.

Insider tips: • Book directly through Antony — not through Viator or third-party sites. They tack on huge fees and delay paying him for weeks. • Come hungry and wear comfy shoes! You’ll be walking, eating, and laughing your way through Boston’s Little Italy. • Book early in your trip — you’ll want time to circle back to these spots on your own.

This tour is hands-down one of the best values in Boston. I honestly can’t wait to plan another trip back just to do Antony’s tour again and revisit all these...

My family and I recently had the pleasure of joining the North End Politically Incorrect Food Tour, and I can confidently say that it was a fantastic experience that exceeded all expectations. From start to finish, Anthony, our guide, kept us entertained, enlightened, and, most importantly, well-fed throughout the entire 3.5-hour tour.

Anthony was an absolute riot, infusing the tour with his uniquely local humor, and expertise for the best food that the North End had to offer. He had an incredible wealth of knowledge about the neighborhood and its rich history, and he took the time to share his own family's fascinating story, which added a personal touch to the entire experience.

The tour itself was a gastronomical journey like no other. Anthony led us through the narrow, picturesque streets, introducing us to hidden gems and family-owned establishments that we would never have discovered on our own. We sampled an array of Italian favorites that all lived up to the hype.

I cannot recommend the North End Politically Incorrect Food Tour enough. Anthony's passion, humor, and genuine love for the North End made this tour an absolute joy from beginning to end. Whether you're a food enthusiast, a history buff, or simply looking for a good time, this tour will leave you with some great memories and a full stomach!

A heartfelt thank you to Anthony for creating such an...

I've been on many tours in many different cities but this tour was one of the most fun things I have ever done . It's not your typical tasting tour through Little Italy. As a matter of fact Anthony's concept (our tour guide is great) . He doesn't take any tastings from any establishments because he says then the truth is comprimised. He doesn't want to promote or recommend a place based on what they give the group so any tastings are all paid for by Anthony as part of the tour. Although there isn't many little tastings along the way there is a full lunch or dinner from local establishments that is decided as a group . For example Regina Pizza . Italian subs, cannollis, and some of Nonna's cooking but the unique thing we all go back to his mother's house to enjoy a full lunch. Come hungry there is plenty of food offered. You get so comfortable at mama Maria's who is a sweet heart of a women that you literally feel like your part of the family and neighborhood. This tour is worth the money only in food but with the entertainment supplied mostly by Anthony with a little help from some neighborhood buddies it becomes a bargain. These are new tours that just started this year so don't be skeptical because of the lack of reviews and exposure. In the next year you will see this to be one of the best if not the best tour of Boston's North End/...