Experience the best of Boston on a small-group walking tour (maximum 12 guests) that blends the city’s incredible food scene with its most iconic historic landmarks. Begin your journey at Boston Harbor and head into the North End, Boston’s oldest neighborhood and home to its famous Italian heritage. Here, you’ll taste your way through authentic local favorites: fresh bread from a hidden bakery, artisanal meats and cheeses from a traditional salumeria, and a slice of pizza from a neighborhood institution. Pause for a mid-tour break at a classic Italian café, where you can purchase a cappuccino or espresso while your guide shares stories of the North End’s colorful past. Cap off the food portion with samples of the best Italian pastries and learn about the bakers who keep these traditions alive.

After satisfying your taste buds, continue your adventure along the Freedom Trail for a deep dive into Boston’s revolutionary history. Your guide will lead you past Faneuil Hall, Quincy Market, the Old State House, and the site of the Boston Massacre, sharing fascinating stories about the events that shaped America. Stroll through Downtown Crossing and admire Old City Hall, then make your way to the Massachusetts State House and Beacon Hill, known for its charming red-brick architecture. Along the way, enjoy views of modern Boston, including the Financial District and the John Hancock Tower. Finish your tour at the Boston Public Garden, a beloved green space where locals relax and play. Throughout the experience, your guide will provide insider tips for dining and exploring Boston beyond the tour.

This half-day experience is the perfect way to discover Boston’s flavors and history in one unforgettable journey!