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: Hop-On, Hop-Off Trolley Ticket

3. Boston: Hop-On, Hop-Off Trolley Ticket

Discover Boston onboard an enchanting hop-on and hop-off trolley to see all the historic sights at your own pace. Choose from a 1-day or 2-day hop-on hop-off open-air trolley ticket, providing access to 9 stops, all conveniently located close to the city’s premier attractions. Friendly tour guides are on board, ready to narrate your tour, and you can join and end the tour at any of the stops along the route. Jump off in neighborhoods such as North End and Beacon Hill to explore further. Take the full 1-hour circuit non-stop to get a great orientation of downtown Boston or explore in your own time. Hop-on and hop-off trolley stops: • New England Aquarium - Shuttle and Ferry - Quincy Market – Faneuil Hall • Paul Revere House - Little Italy • North End - Old North Church • USS Constitution - Old Ironsides • North Station - TD Bank Garden Sports Museum • Old State House - Faneuil Hall – Boston Massacre - Government Center • Boston Common - Public Garden • State House - Beacon Hill • South Station - Convention Center - Children’s Museum

Boston: History Pub Crawl Tour Along the Freedom Trail

4. 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 Underground Donut Tour

5. 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: Historic Walking Tour of the Freedom Trail

6. Boston: Historic Walking Tour of the Freedom Trail

Learn about the tumultuous 15-year period that culminated in the American Revolution on this small-group walking tour. As you walk through Boston, you’ll follow the footsteps of colonial Bostonians, all of whom grappled with the difficult question of loyalty or rebellion to crown and country. Start your walking tour on Boston Common, where the Freedom Trail originates. From there, you'll begin your walk along the historic Freedom Trail with your guide. Along the way, learn the significance of landmarks such as the Granary Burying Ground, the Old South Meeting House, the Boston Massacre Site, the Old State House, Faneuil Hall, and more. Your walking tour concludes at either Faneuil Hall (1.5-hour option) or Copp's Hill Terrace (2.5-hour option). The 1.5-hour tour visits 11 of 16 official Freedom Trail landmarks and the 2.5-hour tour includes views of all 16 official landmarks.

Boston History & Highlights Afternoon Tour

7. 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: Freedom Trail Tour

8. 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's North End: Secret Food Tour

9. 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.

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.

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

Frequently asked questions about Boston

What top attractions are a must-see in 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

This tour was great! The guides (we had three riding with us) had a lot of personality. They kept us safe, such as stopping traffic at certain intersections. They were very knowledgeable of the areas we went through and threw in some quirky facts along the way. The ride itself was easy... only one hill where I had to walk my bike up. The ride along the Charles River was so scenic! All in all, a wonderful, fun tour -- great guides, easy to handle bikes, and some exercise!

Sully did a fantastic job. He was very informative about all aspects of Boston's history and made sure we saw all the highlights during our tour. He was a professional and you could tell he enjoyed sharing his love for Boston with his guests. I would highly recommend this tour.

Our guide Keith was very interesting and knowledgable, he seemed to know the history of Boston perfectly and all the relevant data. In addition he was flexible regarding our wants and needs. In short, we are very satisfied with the visit.

This was an awesome tour of Boston. Austin our guide was so knowledgeable and made the ride so much fun.

The guides were great and the ride was fun. We were able to see a lot of the city. Very nice!