Add dates

Boston Neighborhood tours

Our most recommended Boston Neighborhood tours

Boston: Hop-on Hop-off Old Town Trolley Tour

1. Boston: Hop-on Hop-off Old Town Trolley Tour

Enjoy a hop-on hop-off tour aboard Boston’s charming orange and green Old Town Trolley and visit more than 100 points of interest in the city at your own pace. Enjoy the freedom to hop on or off all day and discover sights like the Boston State House, Liberty Wharf, and the Charlestown Navy Yard. Take in double-decker height views while protected from the elements. The comfortable enclosed trolleys allow you to experience elevated viewing come rain, snow, or shine. Choose between 1-day and 2-day ticket options with free unlimited re-boarding. The Boston Trolley tour covers all the major areas including downtown, Beacon Hill, Back Bay, the theater district, and the waterfront. Conductors narrate the tour, offering a fun mix of trivia and humorous stories. There are 14 stops conveniently located close to over 100 points of interest in Boston, these are: • Stop 1: New England Aquarium/Faneuil Hall Marketplace • Stop 2: Historic North End • Stop 3: USS Constitution/Charlestown Navy Yard • Stop 4: North Station/TD Bank Garden • Stop 5: Old State House * Stop 6: Beacon Hill/Antique Row • Stop 7: Cheers Bar "The Original" • Stop 8: Prudential Center/Skywalk Observatory (Currently closed due to construction) • Stop 9: Christian Science Plaza/Symphony Hall • Stop 10: Copley Place Shopping Galleries • Stop 11: Copley Square/Trinity Church • Stop 12: Old Town Trolley Welcome Center • Stop 13: Boston State House/ Boston Common/Beacon Hill • Stop 14: Boston Tea Party Ships & Museum (discounted admission included)

Boston: History Pub Crawl Tour Along the Freedom Trail

2. Boston: History Pub Crawl Tour Along the Freedom Trail

Enjoy drinks along the famous Freedom Trail with a local guide on this history tour and pub crawl in one. Uncover the stories left out of 8th-grade social studies while laughing with fellow travelers from around the globe. On this walking pub crawl tour, learn the unknown tales of Boston’s colonial and revolutionary history. Discover how beer played a major role in the founding of the nation, from the landing on Plymouth Rock to the Boston Massacre. Customize your experience by choosing from two different tour options. Pick the happy hour option to enjoy four draft beers of your choice, one at each pub. Go with the dry run tour if you want to buy your drinks as you go.

Boston: North End to Freedom Trail Food and History Tour

3. Boston: North End to Freedom Trail Food and History 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 Underground Donut Tour

4. 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'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.

Boston: North End Pizza Tour with 3 Slices and Cannoli

6. Boston: North End Pizza Tour with 3 Slices and Cannoli

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: Freedom Trail Tour

7. Boston: Freedom Trail Tour

Start the tour from the official Visitor's Center on America's first public park, The Boston Common. Meet your colonial-costumed historical interpreter and guide before embarking on a journey through Boston's colonial history. Spot lots of incredible historical sites along this short 1.2-mile stretch between The Boston Common and Faneuil Hall. Pass by the Granary Burial ground where American Fore Fathers are buried, and the site of the world-famous Boston Massacre. Also discover the Park Street Church, America's first public school, the site of The Boston Tea Party, the Old State House, and the Old South Meeting House. Finally contemplate Boston's most visited attraction, Faneuil Hall.

Boston: Guided Seafood Tasting Tour

8. Boston: Guided Seafood Tasting Tour

This Seafood Tour will take you on a culinary journey along the Boston Harbor waterfront and into the city’s most historic neighborhoods. Stop off to sample local culinary delights and see a variety of landmarks with your tour guide. From the stunning Boston Harbor, follow your tour guide into the city, across the Rose Kennedy Greenway to two of Boston’s beloved historic landmarks, Quincy Market and Faneuil Hall, before heading to the city’s oldest restaurant. Along the way, you'll sample a variety of delectable local treats, such as a lobster roll, New England clam chowder, and fried clams.

Boston: North End Food Experience with Pizza, Meats & Cheese

9. Boston: North End Food Experience with Pizza, Meats & Cheese

Begin your North End experience 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. Admire the views of some of the most historic sites and properties in the neighborhood, some dating back to the late 1600s and early 1700s. Know that delicious food is never far away in the North End. Discover a small, hidden Italian bakery serving fresh bread. Break bread with your fellow travelers and let the carbs give you the energy to continue your adventure. Stop by a proper Italian salumeria and enjoy some meats and cheeses. 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: 2.5-Hour City View Bike Tour

10. 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 Take advantage of a tour that includes an individually-fitted bike, helmet, water, and 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.

  • Guided tours
  • Private tours
  • Hop-on hop-off tours
  • Day trips
  • Water activities
23 activities found
Sort by:
Page 1 of 2

Frequently asked questions about Boston

Other Sightseeing Options in Boston

Want to discover all there is to do in Boston? Click here for a full list.

What people are saying about Boston

Overall rating

4.7 / 5

based on 975 reviews

Scotty is a great tour guide. He was very friendly and informative. I appreciate learning about the history of Boston, Salem Witch Hunt, and how the pizza pie started. Things I didn’t learn in the school classroom.

The 2 tour bus drivers we had the pleasure of travelling with were incredibly entertaining as well as full of fun facts, I wish I could remember their names!

Very nice trip to Boston and Cambridge. Even if the travel is long you have sufficient time to visit the most interesting places.

So much fun! Guide was the sweetest and gave us awesome facts about the city! Definitely recommend for a fun morning.

Phenomenal!!! Completely unexpected and wonderfully surprised. Our guide was Lindsey and she was sensational!