Boston
Neighborhood Tours

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Our most recommended Boston Neighborhood Tours

Historic Pub Crawl Tour along the Freedom Trail

1. Historic Pub Crawl Tour along the Freedom Trail

Wander along the same cobblestone streets as Paul Revere once did, pass through bustling markets where Sam Adams peddled the idea of revolution. Visit historic bars that have been frequented by Bostonians for hundreds of years. Revisit the story of America's birth and raise a glass as you learn the importance of beer in the founding of America. This historic pub crawl reveals hidden history about the events leading up to the revolutionary war and takes you where it all started: taverns. The four historic taverns visited on the tour are in the Faneuil Hall area and provide a wonderful backdrop as expert guides tell stories about Boston's rebellious past that helped lead to America's independence. Each tavern dates back at least to the 1800's, several even further which includes America's oldest tavern! At each tavern your guide will recommend beer as unique as the history of the city. Most of the beers are exclusively served in Boston and several can only be found in the taverns visited on the tour!

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

2. 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 Underground Donut Tour

3. Boston Underground Donut Tour

Celebrate the donut in all its glory while discovering downtown Boston on this underground tour. Take in historic sites, drink coffee and apple cider, and sample some of the finest donuts Boston has to offer. Begin your tour in the Financial District at Kane’s Donuts where you’ll sample several of their daily flavors. Take a stroll along the waterfront to Boston’s Public Market to try some delicious donuts and apple cider. Learn about the market's history and check out some of its other vendors. Next, walk through Little Italy, one of the city's oldest neighborhoods and home to the Old North Church. Make a stop at one of the oldest bakeries in the neighborhood and enjoy a uniquely Boston treat. Finish your tour back at the Public Market and the delicious Union Square Donuts.

Boston North End Pizza Tour

4. Boston North End Pizza Tour

Pizza is without a doubt America's favorite food. In all, there are over 61,000 restaurants serving pizza in the US, and Massachusetts alone boasts around 1,500 pizzerias. Enjoy a slice from Boston's oldest pizzeria that has a brick oven dating back to 1883, or a slice from a North End pizzeria voted Boston's Best Slice multiple times! Other stops may include a pizzeria named in the Top 25 Best in America, or from an eatery named one of the Top 10 Best Italian Restaurants in the World. Each tour features 3 different slices, all from top-rated Boston pizzerias. You’ll enjoy 2.5 hours of food, fun and history, and finish with a cannoli from a famous North End bakery.

Boston: 2.5-Hour City View Bike Tour

5. Boston: 2.5-Hour City View Bike Tour

The Urban AdvenTours Boston City View Bicycle Tour offers a classic ride for those looking to get a great overall introduction to the city. During the 2.5-hour tour you’ll get to know the city and find neighborhoods that you can explore in greater depth later. Discover the unique character and charm of each area you visit up close, in person, and only possible by bicycle. This comprehensive tour covers all of Boston’s best sites, including: • Historic Fenway Park • The Christian Science Center • Boston Common • The beautiful brownstones in Back Bay and the South End • The Rose Kennedy Greenway, Boston’s newest public park • The Charles River Esplanade • The North End, Boston’s oldest residential, Italian neighborhood • Copley Square, where you’ll see the Boston Public Library, Trinity Church, and the John Hancock building The City View tour includes an individually-fitted bike, helmet, water, and of course, a friendly and knowledgeable guide who will lead you on your travels. The tour covers 10-12 miles, from the bustling streets of downtown, to the serene bike paths along the Charles River, this tour truly brings you the best of Boston by bicycle! You can opt to do the City View tour on a regular hybrid bike, or on a pedal assist electric (e-bike). Select your bike choice at the time of booking.

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

6. 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's North End: Secret Food Tour

7. Boston's North End: Secret Food Tour

Explore the vibrant culinary scene of Boston’s North End, as you walk along a trail dating from the American Revolution. By the time the tour ends, you'll have a full stomach and almost 400 years of history behind you. Make seven stops to taste local favorites on this 3 to 3.5-hour guided small-group food tour. Explore the birthplace of the American Revolution, savoring each bite along the way. Fill your tummy with appetizing dishes, locally roasted nuts, a unique Italian sandwich, pizza, cannoli, and a secret dish.

Boston: Guided Walking Tour with Seafood Tasting

8. 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.

Boston: VIP Brewery & Beer-Tasting Tour with Meal

9. Boston: VIP Brewery & Beer-Tasting Tour with Meal

Get an in-depth analysis of up to 16 different beers on a beer tasting tour of Boston. Enjoy a delectable lunch and beer pairing at Chelsea Station, and learn how one of Boston’s premier beer bars maintains 100 different beers on draft. Whether you’re a light beer drinker or a connoisseur of the brew, this is the perfect introduction to Boston’s top breweries, cider houses and distilleries. From pilsners to stouts, your beer guides will introduce you to award-winning beers of all styles. On Monday to Friday tours, visit legendary brewers including the Samuel Adams Brewing Company, Chelsea Station, Downeast Cider House, Night Shift Brewing or Mystic Brewery. On Saturday tours, the route may vary. Samuel Adams Brewing Company:  Learn the history of the Samuel Adams brewery and who the brewer and patriot Samuel Adams was on an immersive look at the brewing process from start to finish. Taste the specialty malts used to brew Samuel Adams beers and smell the unforgettable aroma of their traditional Hallertau hops. Samuel Adams utilizes only artesian-imported hops and fresh malt, making all their beer delightfully refreshing. Chelsea Station: Chelsea Station is a new restaurant and bar that opened in 2014, transforming an old firehouse to a dazzling hub of food and drink in the culturally rich neighborhood of Chelsea. Its dishes prove just as robust as its culture, as it flaunts a modern-American menu that has so many choices it is sure to please even the pickiest of eaters. So take a chair in their 115-seat dining room and prepare yourself for a treat, before washing it all down with a seasonal rotation of local brews, or one of the classic staples of Massachusetts’ finest craft beers. Whatever your tastes, there’s something for you at the Chelsea Station. Night Shift Brewing: (weekdays)  Go to a nocturnal nanobrewery and taproom in Everett at Night Shift Brewing, known for its avant-garde brewing style and unusual ingredients. Habanero pepper and agave nectar in “Viva Habanera” and rosemary and pink peppercorn in “Rose” sound more like something you’d find in a 5-star kitchen than a beer bottle. Downeast Cider House:  From its humble beginnings in the basement of a Bates College dormitory, Downeast Cider House is the result of hundreds of test batches aimed at crafting the best hard cider you’ve ever tasted. Original Blend is made from freshly pressed local apples, because the guys at Downeast Cider not only believe in high quality produce, they believe in America.

From NYC: Exclusive Spanish-Language Day Trip to Boston

10. From NYC: Exclusive Spanish-Language Day Trip to Boston

Your trip to Boston begins in Midtown Manhattan at the entrance of your preferred pickup hotel: Millennium Broadway, Pennsylvania, or Manhattan at Times Square. Once you have been picked up, head north to the capital city of Massachusetts. There will be a stop halfway, where you will have time to have breakfast and use the services. Once you arrive in Boston, the first stop is Copley Square, where you can appreciate the architectural contrasts of the city. See iconic sites such as the first public library in the United States, the Hancock Tower, the Church of the Holy Trinity, and the Fairmont Copley Plaza Hotel. Within Copley Square, discover the monument to the Hare and the Turtle, which commemorates the cemetery of the Boston Marathon.  The next stop will be in the Church of Christ Scientist. Following, head through Massachusetts Avenue where you will see the Back Bay neighborhood, famous for its Victorian houses. Pass by Berkeley College, the largest private music school in the world. Then, marvel at the monument to Domingo Faustino Sarmiento and get up close to the Baseball Stadium Fenway Park, home of the Red Sox. Continue towards Cambridge where the MIT Massachusetts Institute of Technology and the prestigious Harvard University are located. Walk through the Harvard University Campus and past the famous monument of the three lies, after which you will have time to buy souvenirs. After this experience, back in Boston, walk one of the most attractive and expensive neighborhoods in the city "Beacon Hill." Leaving the neighborhood, pass by the bar made famous by the TV show "Cheers" and through the first public park in the USA. Cross through the Massachusetts Governorate, part of the Freedom Trail and the Financial Center, and the place of the Boston Massacre of 1770. The last stop will be at Quincy Market. At its inception in 1826, it was used as a center of production, purchase, and exchange of food products and is now the city's cultural center. In the market, you will have free time for lunch. Your guide will advise you as to where the best clam chowder and lobster sandwiches are sold, two of Boston's most famous local dishes. Finally, after lunch, head back to NYC and get dropped off where you were picked up.

Frequently asked questions about Boston Neighborhood Tours

What are other things to do than Neighborhood Tours that are worth visiting in Boston?

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Other Sightseeing Options in Boston

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What people are saying about Boston

Overall rating

4.7 / 5

based on 975 reviews

I had a wonderful time with Deniss! She was warm, energetic and took the initiative to ask me about the areas I wanted to explore beforehand. She showed me around some of the more unique landmarks in seaport and brought me to a lovely tea house! She even shared pieces of Boston’s history and some travel tips with me which was a huge bonus! At the end of the tour, she was even kind enough to show me the way back to my student accommodation as it was my first time taking the T. A great experience!

Scottie was an excellent tour guide! He was very funny and super knowledgeable. Learned a lot of really interesting history about Boston and the North End. Oh and the pizza was to die for! Excellent experience, would definitely recommend!

Although a cold day in Boston, the tour was great. Tour guides were knowledgeable and fun! Would definitely recommend.

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.