You’ll wander Boston’s North End with a local guide who knows every bakery window and shortcut to good pizza. Taste legendary cannoli, Sicilian slices, fresh mozzarella, apple cider doughnuts at Boston Public Market, and finish with classic chowder at Union Oyster House. Expect laughter over messy bites and stories that stick with you long after lunch ends.
I didn’t expect the North End to smell like Sunday dinner — garlic, bread, something sweet in the air. Our guide, Mike (born here, you could tell), handed me a cannoli from a place he said his grandmother still argues is “the only real one.” I bit in and powdered sugar went everywhere. No one cared. That was kind of the vibe — people chatting in Italian on doorsteps, church bells echoing off brick. We wandered past a bakery where they let us try this chewy bread that’s apparently won awards. I’m not sure what makes bread “award-winning,” but it was warm and salty and gone too fast.
At Haymarket, it got noisy — vendors shouting prices, someone slicing fruit samples right into your hand. It’s wild thinking this market’s been here for almost 200 years. On Fridays and Saturdays you get to see it in full swing; otherwise, you skip right to Boston Public Market inside (which is way less chaotic). There was this apple cider doughnut at the market that tasted like autumn even though it was June. Our group tried roasted nuts too — cinnamon everywhere on my fingers after.
We ended up at Union Oyster House for chowder — thick and peppery, with those little oyster crackers floating on top. The waitress called everyone “hon” which made me smile. Somewhere along the way we passed the New England Holocaust Memorial; glass towers catching sunlight between all the eating. I kept thinking about how many stories are layered into these streets — food memories, real history, families arguing over whose cannoli is best. I’d do this food tour again just for another shot at picking between Mamma Connie’s meatball or their house-made limoncello (I picked meatball… no regrets).
The tour includes tastings of cannoli, Sicilian pizza, Italian slush (seasonal), award-winning bread, fresh mozzarella, either Mamma Connie's meatball or house-made limoncello, apple cider doughnut, roasted nuts, and chowder.
Yes, on Fridays and Saturdays the tour visits Haymarket Market; otherwise it goes directly to Boston Public Market.
Yes, lunch is included along with multiple food tastings throughout the tour.
The reference does not specify vegetarian options; contact operator for details.
The exact duration isn’t listed in the reference content provided.
Yes, an expert local guide leads the tour through all stops.
Yes, children can join but must be accompanied by an adult; infants may sit on laps or ride in strollers.
Your day includes all food tastings—cannoli, pizza slices, bakery bread and more—plus lunch portions like chowder at Union Oyster House. You’ll be guided by a local expert from start to finish as you walk through Boston’s North End and visit both outdoor Haymarket (on Fridays/Saturdays) and indoor Boston Public Market before wrapping up downtown.
Do you need help planning your next activity?