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: Guided Walking Tour of the Freedom Trail

2. Boston: Guided Walking Tour of the Freedom Trail

See all 16 of Boston's Iconic Freedom Trail sites in a single tour with an experienced guide. Learn about icons like Paul Revere and John Hancock, along with lesser-known stories of women, African Americans, and immigrant patriots and pioneers. Start your tour opposite the Massachusetts Statehouse, at the base of the Robert Gould Shaw Memorial on Boston Common, and finish in the North End with the best view of the Charlestown Freedom Trail sites. Discover tales of rebels, gangs, and Midnight Riders, with a few cheap dad jokes for good measure. Gain an understanding of Boston's role in the American Revolution and how the city became a pioneer in the fields of abolition, American education, and immigration. Along the way, experience the explosive events of the American Revolution like the Boston Tea Party and the Boston Massacre in the places they happened. See Park Street Church, Granary Burying Ground, King's Chapel, the Benjamin Franklin Statue, the Old Corner Bookstore, the Old South Meeting House, the Old State House, the Boston Massacre Site, Faneuil Hall, Paul Revere House, the Old North Church, Copp's Hill Burying Ground, the USS Constitution, and Bunker Hill Monument.

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's North End: Secret Food Tour

4. 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: Freedom Trail Tour

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

7. 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: North End Food Walking Tour

8. Boston: North End Food Walking Tour

If you’re looking for a tasty bite in Boston, then the North End is definitely the first place you should visit! Our expert guide will lead you through this trendy neighborhood and help you discover the best bakeries, bistros, and cafes so you can make the best reservations in town! Delicious options for tastings on this tour may include freshly baked artisanal bread, zesty pizza, and comforting cappuccinos. Not only will you indulge in some of Boston's most delicious foods, you'll enjoy a stroll down the tree-lined promenade of the Paul Revere Mall and snap a picture of the man himself atop his horse, as your guide tells the immortalized tale of Paul and his Midnight Ride. You may even get the chance to step inside the historic walls of The Old North Church. Finally, we’ll head back to the Rose Kennedy Greenway, a picturesque park where you'll see the unique memorials, fountains, parks, and art exhibits, and where your tour will come to its end.

Boston History & Highlights Afternoon Tour

9. 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: 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!