Boston
Neighborhood Tours

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Our most recommended Boston Neighborhood Tours

Boston History & Highlights Afternoon Tour

1. 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. 

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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.

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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.

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Boston: North End to the Freedom Trail - Food & History Tour

4. Boston: North End to the Freedom Trail - Food & History Tour

Walk through Boston Harbor Island State Park, admiring East Boston and the historic wharfs lining Atlantic Avenue. Head to North End and visit a local Italian bakery serving fresh bread and an Italian salumeria for meats and cheeses. On Hanover Street, relax at a traditional Italian café during a mid-tour break. Taste the pizza at a neighborhood favorite. Finish with samples of the best Italian pastries. Head to the Rose Kennedy Greenway, State Street and the historic Custom House Tower, then onto the famous Faneuil Hall and Quincy Market. Stop in front of the Old State House (the site of the Boston Massacre) before hitting Old City Hall. Check out the State House. Continue through Beacon Hill to see Boston’s red-brick row houses. Finally, arrive at the beautiful Boston Public Garden.

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Boston's North End: Secret Food Tour

5. 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.

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Historic Pub Crawl Tour along the Freedom Trail

6. 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!

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Boston: 2-Hour Back Bay and Freedom Trail Walking Tour

7. Boston: 2-Hour Back Bay and Freedom Trail Walking Tour

Your tour begins in the affluent neighborhood of Back Bay. Walkthrough Back Bay and see many of Boston's most famous architectural sites. Learn about the neighborhood and its development since the 19th-century. Continue your tour towards the stately Beacon Hill, once home to Boston's Aristocracy. during the 18th and 19th-centuries. Afterward, proceed to Boston's downtown area to see the major attractions of Freedom Trail. Visit Fanueil Hall and the Quincy Market Area, where you can later shop or eat to your heart's delight.  On this 2-hour tour see the beauty and grace of Copley Square, the Boston Public Garden, cobblestone drives and gaslights of historic Beacon Hill, the quirky, vibrant architecture and streets of old Downtown Boston, and walk along Freedom Trail from Boston Common to Faneuil Hall.

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Boston: VIP Brewery & Beer-Tasting Tour with Meal

8. 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.

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Boston North End Pizza Tour

9. 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.

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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. You will 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 Collage, 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.

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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

Skye was very upbeat and cheerful, full of local knowledge and enthusiasm despite the cold Boston winds. The doughnuts were perfectly made and tasted wonderful! A great counterpoint to the winter weather.

Janet was fabulous!! Food and history of family owned restaurants were awesome and the food was delicious!! She also gave us tips for the rest of our trip! Definitely recommend!!

Tyler was an amazing guide. He was both friendly as well as knowledgeable about the history and stories that make Boston so fascinating. Thank you!

Janet was fantastic. Made the tour fun and educational for my kids and me.

Scotty was great! Knowledgeable and funny. We had a fantastic time.