Top 10 City Tours in Boston, Massachusetts (MA)

November 13, 2021 Carley Gatson

Walk the Freedom Trail the first time you visit Boston and you'll quickly get a sense of this coastal city's revolutionary spirit and history. But make sure you also explore some of Boston's fine museums (try the Isabella Stewart Gardner, featuring masterpieces displayed in their collector's mansion) and old neighborhoods (like the North End, Boston's Little Italy). You can't claim to have experienced real Boston culture, though, until you've watched a Red Sox game from the bleachers.
Restaurants in Boston

1. Boston's North End-Little Italy Guided Photography Walking Tour (Small Group)

Tony DeMarco Statue, 191 Hanover St, Boston, MA 02113, USA PhotoWalks Tours of Boston
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5.0 based on 3 reviews

The North End in Boston welcomed waves of immigrants seeking the American Dream. Today, it is a popular hot spot famous for its busy restaurants, quaint cafes, and crowded pastry shops. One of the best ways to really experience Boston’s Little Italy is on a photo walking tour. We spend more time at each location than a traditional walking tour, so you can practice your newfound photography skills to get that great shot. Highlights include Paul Revere’s house, Old North Church, Hanover St., Salem St., and some hidden gems off-the-beaten-path. And, wait til you hear the interesting historical commentary that shaped Boston’s oldest neighborhood!

Inclusions: Professional Tour Guide, Small Group Tour, Fascinating historical commentary, Creative photography tips to capture amazing pictures with your camera or smartphone

Exclusions: Gratuities

Reviewed By 388adamd

My students and I enjoyed a phenomenal Freedom Trail tour with Saba. She was patient, informative and engaging. My third and fifth graders came out of the experience with big smiles, great photos, and a stronger understanding of the role of Bostonians, and Boston itself, in the Revolution. I would recommend this tour and any other that Saba offers.

2. Boston's Beacon Hill Guided Photography Walking (Small Group)

34 Beacon St, Boston, MA 02108, USA PhotoWalks Tours of Boston
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5.0 based on 22 reviews

Walking along the picturesque streets of Beacon Hill is an immersion into a 19th-century English-inspired neighborhood that's rich in history and charm.  Learn how to compose amazing pictures of Beacon Hill’s diverse architecture, antique gas lamps lining the brick sidewalks, colorful flowers spilling out of the window boxes, the most photographed street in Boston as well as an exclusive enclave and other surprises hidden in unexpected places.  Fascinating commentary on Beacon Hill's historical sites along the itinerary is also provided throughout the tour.

Inclusions: Professional Tour Guide, Small Group Tour, Fascinating historical commentary, Creative photography tips to capture amazing pictures with your camera or smartphone

Exclusions: Gratuities

Reviewed By 388adamd

My students and I enjoyed a phenomenal Freedom Trail tour with Saba. She was patient, informative and engaging. My third and fifth graders came out of the experience with big smiles, great photos, and a stronger understanding of the role of Bostonians, and Boston itself, in the Revolution. I would recommend this tour and any other that Saba offers.

3. Private Day Trip From Boston to Salem

Elite Limo Boston
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5.0 based on 4 reviews

Take a break from Boston and head north to explore spooky Salem, Massachusetts! With this private, full-day trip you'll enjoy roundtrip transportation with a private driver who will escort you to and from your hotel or local Boston accommodations. Discover Salem's haunted history, learn about the infamous Witch Trials, and run into a few practicing witches along the way.

Inclusions: Private day trip

Exclusions: Food and drinks, Gratuities

Reviewed By dmsibert08

My goodnes it was all good! Dave was amazing and knew his stuff. The views were awesome! I enjoyed it!

4. New York To Boston in One Day

371 7th Ave, New York, NY 10001, USA Royal City Tours
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5.0 based on 1 reviews

Come discover beautiful Boston. Let us take care of your transportation and itinerary. Your only job is to sit back and enjoy Boston. We even offer convenient pick-up locations. We will explore the best Boston has to offer: • Fenway Park stadium home to the Boston Red Sox • Harvard University Main campus: Harvard Yard, Old Yard, John Harvard Statue, Johnston Gate, Harvard souvenir store. • Copley Square: Trinity church, Fairmont Copley Hotel, Boston Public Library, John Hancock Tower, “End line” to Boston Marathon. • Boston Common and the public gardens   • Freedom trail: Massachusetts State house, Old state House, Granary Burying ground, Kings chapel, Faneuil hall. • Quincy Market Boston has so much to offer and we will show you the best of it.

Inclusions: All taxes, fees and handling charges, Driver/guide, Professional guide, Hotel pickup and drop-off (selected hotels only), Transport by air-conditioned vehicle

Exclusions: Food and drinks, Gratuities, Souvenirs (available to purchase)

Reviewed By Silverstreak11

Great tour with excellent views of the Manhattan skyline. Our guide Daniel was great and well informed. Highly recommend!

5. Tour-in-Four -- A Private four hour walking & driving city tour

Boston Sightseeing Tours
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5.0 based on 2 reviews

Private tours are priced per GROUP, not per person. This amazing tour is for those who want more than a driving tour but not a ton of walking.(aprox. 90 minute walk) Stroll through the historic North End. Have a snack from a famous North End pastry shop. Go inside the Old North Church and see Paul Revere's house, Explore Copp's Hill Burial Ground and learn about the "Spite House", the "Brink's Job" robbery. and the Great Molasses Flood. Visit the USS Constitution, and go up Bunker Hill where the first organized battle of the Revolutionary war took place. Learn how the Colonists lost that battle but won at the same time. Ride through Downtown, up Beacon Hill, The Back Bay, Fenway and over to Cambridge to see Harvard & MIT. You will see the entire city in half a day. ​Learn all about our history as well as what makes Boston such a great 21st century city. We can confirm tour start time after booking is complete. Weekday tours during the school year tours can only start after 2:30PM

Inclusions: Air-conditioned vehicle, Private transportation, Bottled water

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Reviewed By L1857PAandreac

Neal, Richard and everyone at Boston Sightseeing Tours are wonderful to work with. Their knowledge of the city is unparalleled and they always keep things fun for my students.

6. Boston Private City Tour

Boston Preferred Car Service
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5.0 based on 13 reviews

See all Boston's most important sights in a four hour, private, guided city tour, in a comfortable luxury vehicle. If you value, time, privacy, comfort and would like to have a good overview of the city of Boston at your own convenience and pace, we are the right choice for you. We will drive by or stop and wait at the sights you are most interested in. Our tour is totally customizable and our priority is to please you, not keep a schedule.

Inclusions: Bottled water

Exclusions: Tickets to Attractions

Reviewed By davidvA1340FM

From the ease of making a reservation to the professionalism and timely and polite service would highly recommend using this service. David the driver arrive a few minutes early for a very early flight which provided security for my significant other who was raveling

7. Highlights of Boston Guided Photography Walking Tour (Small Group)

34 Beacon St, Boston, MA 02108, USA PhotoWalks Tours of Boston
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5.0 based on 15 reviews

Capture amazing pictures of Boston’s must-see attractions on this popular two-hour walking photography tour. We begin with two historic sites on the Freedom Trail followed by Beacon Hill, a 19th-century English-inspired neighborhood; the nation’s first Public Garden; and Back Bay, an exclusive area renowned for its architecture and grand Victorian brownstones along Comm. Ave and Marlborough Street. The Highlights of Boston photo tour is informative, fun, and a great value! Highlights: MA State House Louisburg Square Acorn Street Public Garden Swan Boats Marlborough St. in Back Bay

Inclusions: Professional Tour Guide, Small Group Tour, Fascinating historical commentary, Creative photography tips to capture amazing pictures with your camera or smartphone

Exclusions: Gratuities

Reviewed By 388adamd

My students and I enjoyed a phenomenal Freedom Trail tour with Saba. She was patient, informative and engaging. My third and fifth graders came out of the experience with big smiles, great photos, and a stronger understanding of the role of Bostonians, and Boston itself, in the Revolution. I would recommend this tour and any other that Saba offers.

8. Ultimate Boston Self-Guided Combo Tour

Boston Common, 139 Tremont St, Boston, MA 02111, USA Boston City Day Trips
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5.0 based on 1 reviews

Explore Boston, Cambridge, Cape Ann, and more! This package covers Boston's iconic Freedom Trail (Old North Church, Faneuil Hall, & more), Harvard University, the Harborwalk, and a scenic waterfront drive around nearby Cape Ann. This is the ultimate "must-do" package for a trip to Boston and New England. This self-guided tour allows you to explore Boston’s historic wonders with maximum flexibility and value. Purchase one tour per car. Everyone can listen at the same time! Within 30 mins we'll send you a unique password and an app. Download the app onto your phone, enter the password, and download tours. Head over to the first stop. Launch the app and simply follow the instructions from there! Stick to our recommended route and speed limit for the best experience. No expiration — the tour is available from the minute you book until forever! This tour does not include entrance to attractions along the route. Check pandemic rules and opening hours before your visit.

Inclusions: Freedom Trail Tour (Languages: English, Spanish, Chinese), Harborwalk and Tea Party Tour, Scenic Cape Ann Tour, Harvard Yard Tour, Cape Cod and Provincetown Tour, GPS Map, Audios and Text, Online Support

Exclusions: Admission to Paid Attractions

Reviewed By Trek697070

Loved that the tourguide started the topic before we arrived at the destination and was occasionally comical. Didnt love that the map feature didnt let us know when we detoured. Would like to see "places to park" especially if you have an oversized vehicle.

9. Boston Walk Through History Private & All-Inclusive Tour

Tremont St opp Temple Pl, Boston, MA 02108, USA ForeverVacation Boston
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5.0 based on 1 reviews

Our Boston Walk Through History Tour will take you to the most historic spots in Boston in one day. If you are looking for a bit of delicious food, some great photos, and a ton of American History, then this is the tour for you. The morning will start with meeting with your friendly local guide. From there your tour will begin as you start your day walking through Boston and exploring the most historic landmarks in Boston. ==== Full schedule 9:00 AM- Meet your guide Park Street Station 9:15 AM- Arrive at Boston Common 9:30 AM- Arrive at Massachusetts State House 10:00 AM- Granary Burying Ground 10:20 AM- Mesmerizing Kings Chapel 10:45 AM- Learn about the Old South Meeting House 12:00 PM- Boston Massacre Site 12:15 PM- Lunch! 1:00 PM- Faneuil Hall Marketplace 1:30 PM- Go to Paul Revere's House 1:50 PM- The Old North Church 2:30 PM- Walk along Griffin’s Wharf 3:00 PM- Get dropped off by your guide at the Boston South Station

Inclusions: An Uber ride, English Speaking Tour Guide, All Fees and Taxes, Bottled water, Lunch

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Reviewed By Johnsavytravels6

Took this tour in early December as our last stop in the US. What a great tour and great food in Boston. Ask for Robin as your guide. She was so nice and answered all of our questions about Boston. Loved how this tour was private so we could go at our own pace. Highly recommend!

10. Boston Small-Group Food & History North End Freedom Trail Walking Tour

222 State St, Boston, MA 02109, USA Boston Urban Adventures
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4.9 based on 208 reviews

Discover the local side of Boston’s most popular neighborhood, the North End.  Visit Boston’s most revered church and snack your way through the neighborhood, tasting meats, cheeses, fresh bread, pastries, pizza and cappuccino.  Continue along the Freedom Trail and beyond and experience modern Boston through the city’s incredible history.  From the iconic Boston Harbor,  into the heart of beautiful Beacon Hill, join your local guide on an experience that connects you to the Boston of old and new.

Inclusions: Local English-speaking guide, A variety of food samples such as fresh bread, pizza, and pastries, Entrance fee to the historic church (or equivalent alternative), A surprise local treat

Exclusions: Tips/gratuities for your guide

Reviewed By Explorer23589041516

I don't like writing reviews like this but I need to be honest... this was the worst food tour I have ever been on. I have been on several in different cities and some were stronger on the food aspect and some were stronger on the historical aspect. This was very weak on both. The guide was nice and when she spoke it was informative, but, like the food, it was not even close to enough. From the food aspect, there felt like there was very little coordination with the venues we visited. At 2 of the locations we waited about 30 minutes for our food (no one seemed to call ahead, etc.). We only sat at one venue, which was a great stop on the tour - we had an authentic cannoli and outstanding cappuccino. Other than that, our food consisted of 2" of bread, 3" of an Italian sub, and a slice of pizza. During that time of waiting I had wished for much more information to be dispensed. Based on the other ratings and comments from other folks, perhaps this was just a bad day(?) If that is the case, then I wish we had attended on a better day.

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