Boston Harbor
Neighborhood Tours

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Our most recommended Boston Harbor Neighborhood Tours

Boston: Italian Food Tour with Pizza, Meats, Cheese, & Bread

1. Boston: Italian Food Tour with Pizza, Meats, Cheese, & Bread

Your North End experience begins at the lifeblood of Boston, the Boston Harbor. Walk through a scenic waterfront park, with views of the harbor, East Boston and the historic wharfs lining Atlantic Ave. Make your way to the heart of the North End, with views of some of the most historic sites and properties in the neighborhood, some dating back to the late 1600s and early 1700s. Delicious food is never far away in the North End. Your guide will introduce you to a small, hidden Italian bakery serving up fresh bread daily. Break bread with your fellow travelers and let the carbs give you the energy to continue your adventure! A proper Italian salumeria is next, and you’ll have a chance to enjoy Italian meats and cheeses at their finest and freshest.  Next up, take in the energy of the North End’s busiest corridor, Hanover Street. It’s time for a mid-tour break with your guide at a traditional Italian café. Here, you will have a chance to enjoy your choice of a classic cappuccino, espresso, or tea. Let the caffeine kick in as you go back in time into North End history. You’ll hear stories about some of the most influential events that have happened in Boston, including Paul Revere’s midnight ride. Make your way to the Old North Church and step inside the hallowed walls. To this day, North Enders still attend this church, which is famous for its role in the Revolution.  After church, dive deeper into the local side of the North End. A taste of pizza awaits at a neighborhood favorite and the stories are endless. Cap off the North End food experience with samples of the best of the best Italian pastries along the backstreets of this delicious neighborhood. Hopefully, there will be a chance to meet and chat with the area’s top bakers if you catch them at a quiet moment.  After the tour, you’ll surely be ready to make a dinner reservation. Consult with your guide for the best recommendations and you will be set up for an amazing time in Boston.

Boston: North End, Freedom Trail Food & History Walking Tour

2. Boston: North End, Freedom Trail Food & History Walking Tour

Learn about Boston's own Little Italy district of North End and its rich culinary scene. Also, learn about the significant role the city played during the American Revolution on a fascinating guided walking tour of Boston.  Make your way through to the heart of the North End, home to some of the city’s oldest buildings and renowned for its variety of food offerings. Try some fresh bread and Italian meats and cheeses at a hidden bakery. You will also indulge in some sweet local pastries. On the Freedom Trail, explore the Rose Kennedy Greenway, State Street, and the historic Custom House Tower. Then, head over to Old City Hall, which was the birthplace of public education in America. Don’t forget to get a picture of the bronzed Donkey outside the entrance Your tour will finish at the Boston Public Garden. Enjoy the rest of your day relaxing in the park and its beautiful surroundings. 

Boston History & Highlights Afternoon Tour

3. Boston History & Highlights Afternoon Tour

Your experience begins at the Aquarium “T” Station on the historic Long Wharf, the focus of Boston Harbor, and the economic engine of Boston for most of its history. From the harbor, continue past the Rose Kennedy Greenway, State Street and the historic Custom House Tower, the city’s first skyscraper. Then, your guide will lead you toward the famous Faneuil Hall and Quincy Market, which both boast stunning views. Moving into the heart of Downtown Boston, stop in front of the Old State House and site of the Boston Massacre. Was it really a massacre or maybe just great propaganda for the Revolution? Ask your expert guide about that one!  A short trek through Downtown Crossing brings you to Old City Hall. This beautiful building, done in French Revivalist architecture, was the seat of city government for years in Boston. It also happens to be the site of the birth of public education in America. You'll definitely want to have your guide snap your picture with the bronze donkey outside the entrance. On most weekdays, you’ll have a chance to see the government at work (or not) inside the inspiring, historic and beautiful Massachusetts State House, designed and built by famous federalist architect Charles Bulfinch in 1798. Outside the State House, take in the views of modern Boston, including the skyscrapers of Downtown, the Financial District, and the tallest building in New England: the John Hancock Tower.   Continue your journey through Beacon Hill, where you’ll have a chance to take in the quintessential architecture of Boston’s red brick row houses. Get out your cameras — this neighborhood is one of the most photogenic in the city. Finally, arrive at the beautiful Boston Public Garden, one of Boston’s favorite green spaces, where you’ll see locals walking the dogs, playing with the kids and enjoying lunch in the shade. Your guide will point you in the right direction, and will help with any and all recommendations for great things to do in Boston that evening and beyond. 

Boston: Guided Walking Tour with Seafood Tasting

4. Boston: Guided Walking Tour with Seafood Tasting

Join your guide as you discover Boston's oldest neighborhoods. Learn about the city's colonial and revolutionary history and enjoy some delicious seafood dishes along the way. Your tour begins in Boston's North End neighborhood. Explore the maze of narrows streets and see some of the city's oldest buildings, including the Paul Revere House and Old North Square. Continue your tour as you head to Boston's Harborwalk and Long Wharf to admire the scenic views from the city's oldest commercial port. Learn about the history of Faneuil Hall and the Old State House before you head to Quincy Market. As you tour Boston, stop at three different restaurants for a sit-down tasting of local favorites. End your foodie adventure on a sweet note with dessert from a famous North End bakery.

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Other Sightseeing Options in Boston Harbor

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What people are saying about Boston Harbor

Overall rating

4.8 / 5

based on 267 reviews

Sully was awesome and we really enjoyed the tour. We have been to Boston many times but learned a ton and really enjoyed our visit to Old North Church and all the great food we got to try. Highly recommend the North End Italian Food Tour.

Great activity with lots of great information on the history of Boston and the Revolution, delicious food and all handled in a personal and entertaining manner by our Guide, "Sully" (Kevin Sullivan). Great fun and a beautiful day.

Great tour. We landed this morning and just finished the 5 hour tour. Great sampling of food and history.

Sully was great, it felt like a friend with lots of insight showing us around.

Jim is a great tour guy . He is very knowledgeable and fun.