Walking Tours in Massachusetts
Top 10 Best Massachusetts Walking Tours
Found 323 Walking Tours activities in Massachusetts. Sort by Popularity. - Page 9Private City Tour of Boston and Cambridge
This private full-day tour will take you through every highlight Boston and Cambridge! The tour will include sights such as the Old North Church, Paul Revere's house, Faneuil Hall, Boston Common, Beacon Hill, Bunker Hill Monument,... More
Private Tour
Private City Tour of Boston and Cambridge
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Massachusetts
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Superb33 reviews4.9
This private full-day tour will take you through every highlight Boston and Cambridge! The tour will....
Private Tour
Boston Walking/Boat Revolutionary Tour; 1 if by Land, 2 if by Sea
Explore Boston’s Revolutionary sites on an epic land and sea tour! Walk along the Freedom Trail sites that tell the story of events leading up to the start of the American Revolution. See the Boston Massacre Site, Faneuil Hall, ... More
Private Tour
Boston Walking/Boat Revolutionary Tour; 1 if by Land, 2 if by Sea
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Massachusetts
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Superb31 reviews4.9
Explore Boston’s Revolutionary sites on an epic land and sea tour! Walk along the Freedom Trail si....
Private Tour
Private Day Tour of Salem and Boston
Whirlwind full-day tour of Boston and Salem! Drive to Salem to learn about the witch hunt hysteria of the late 17th century. Walk through historic Salem, learning about the area's Puritan past and harsh reality of daily life under... More
Private Tour
Private Day Tour of Salem and Boston
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Massachusetts
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Superb20 reviews5
Whirlwind full-day tour of Boston and Salem! Drive to Salem to learn about the witch hunt hysteria o....
Private Tour
Private Walking tour of Boston's Freedom Trail and more!
There are many Freedom Trail tour options in Boston, but why be shuttled on a trolley tour or be limited by the route of a duck tour when you can see it all on a customized, tour with your own private guide. Our options are limitl... More
Private Tour
Private Walking tour of Boston's Freedom Trail and more!
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Massachusetts
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Superb29 reviews4.8
There are many Freedom Trail tour options in Boston, but why be shuttled on a trolley tour or be lim....
Private Tour
Private Customized Walking Tour of Boston
Discover Boston the way you want to on this 2 to 2.5-hour private walking tour. Customize your itinerary with your guide to ensure you see all of the highlights on your list, such as the Freedom Trail, Boston Common, and Copley Sq... More
Private Tour
Private Customized Walking Tour of Boston
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Massachusetts
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Superb11 reviews4.9
Discover Boston the way you want to on this 2 to 2.5-hour private walking tour. Customize your itine....
Private Tour
Boston Private Food Tour of 6+ Tastings, Cannoli, Lobster Roll
Discover Boston’s famous North End, where Italian tradition meets New England seafood, on our Secret Food Tour. Over 3 delicious hours, our local guide will lead you through cobblestone streets as you explore the city’s rich 4... More
Private Tour
Boston Private Food Tour of 6+ Tastings, Cannoli, Lobster Roll
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Massachusetts
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Superb164 reviews4.9
Discover Boston’s famous North End, where Italian tradition meets New England seafood, on our Secr....
Private Tour
Bites & Brownstones: Sweet & Savory Stroll of Boston's South End
Savor the South End’s Creative Spirit Through Its Flavors, Stories, and Local Makers Discover the South End through its vibrant flavors and creative spirit!This tour features generous tastings from beloved, locally owned eateri... More
Private Tour
Bites & Brownstones: Sweet & Savory Stroll of Boston's South End
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Massachusetts
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Superb72 reviews4.9
Savor the South End’s Creative Spirit Through Its Flavors, Stories, and Local Makers Discover the....
Private Tour
Tour-in-Four -- A Private four hour walking & driving city tour
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 famo... More
Private Tour
Tour-in-Four -- A Private four hour walking & driving city tour
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Massachusetts
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Superb32 reviews5
Private tours are priced per GROUP, not per person. This amazing tour is for those who want more tha....
Private Tour
Visit Historic Concord on a Private Day Trip from Boston
From its revolutionary history to its literary history, Concord is a must-see for any history or literary buff and a perfect day trip idea from Boston. Immerse yourself in the birthplace of renowned literary figures inspired by na... More
Private Tour
Visit Historic Concord on a Private Day Trip from Boston
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Massachusetts
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Superb9 reviews5
From its revolutionary history to its literary history, Concord is a must-see for any history or lit....
Private Tour
Downtown Freedom Trail Walking Tour - History & Architecture
No Costumes! No Yelling! No Huge Tour Group! Just the best in learning about Boston. Experience the history, architecture and culture of Boston wrapped in stories as we explore the Freedom Trail in Downtown Boston. On our 70-minut... More
Private Tour
Downtown Freedom Trail Walking Tour - History & Architecture
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Massachusetts
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Superb194 reviews4.6
No Costumes! No Yelling! No Huge Tour Group! Just the best in learning about Boston. Experience the ....
Private Tour
Beacon Hill + Back Bay History + Photo Walking Tour(SMALL Group)
Visit Boston’s top 3 scenic areas on one tour in 2 hours! Explore must-see attractions in Beacon Hill, the Boston Public Garden and the Back Bay neighborhood. Listen to interesting commentary that reveals the history behind each... More
Private Tour
Beacon Hill + Back Bay History + Photo Walking Tour(SMALL Group)
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Massachusetts
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Superb60 reviews5
Visit Boston’s top 3 scenic areas on one tour in 2 hours! Explore must-see attractions in Beacon H....
Private Tour
Plymouth half day private tour from Boston, groups 1-4
If you've always wanted to see Plymouth Rock, this 4 hour tour lets you check it off the bucket list. It can fit snuggly into a Boston city break without using up too much of your time in the city. We pick up in downtown Boston a... More
Private Tour
Plymouth half day private tour from Boston, groups 1-4
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Massachusetts
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Superb7 reviews5
If you've always wanted to see Plymouth Rock, this 4 hour tour lets you check it off the bucket list....
Private Tour
Boston Food and History Private Tour
Start the day in Little Italy, with traditional cannoli and espresso at the oldest Italian café in Boston. Proceed through the historic "Little Italy" neighborhood to learn about Boston's history! Listen to stories about the neig... More
Private Tour
Boston Food and History Private Tour
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Massachusetts
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Superb10 reviews5
Start the day in Little Italy, with traditional cannoli and espresso at the oldest Italian café in ....
Private Tour
Freedom Trail Experience
Let a costumed colonial dressed expert Guide show you Samuel Adams Boston, Sam Adams was a key figure in many of Boston's key Revolutionary events The Boston Massacre, The Boston Tea Party and more... At The Tour of The Freedom T... More
Private Tour
Freedom Trail Experience
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Massachusetts
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Superb8 reviews5
Let a costumed colonial dressed expert Guide show you Samuel Adams Boston, Sam Adams was a key figur....
Private Tour
Small Group Day Trip to Salem and Hammond Castle from Boston
Take a semi-private day trip you'll never forget! Start the day with a pickup at your door, then ride up the North Shore to Hammond Castle, located on the ocean cliffs of Gloucester. Take a guided tour of the castle, learning abou... More
Private Tour
Small Group Day Trip to Salem and Hammond Castle from Boston
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Massachusetts
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Superb10 reviews4.9
Take a semi-private day trip you'll never forget! Start the day with a pickup at your door, then rid....
Private Tour
Public North End Neighborhood Tour
Recognized by Yelp as Massachusetts #1 food tour in 2025! Why book Boston Foodie Tours' North End Neighborhood Tour? Just ask recent guests! "BEST food tour EVER" and "ahhhhhmazing", they've said. Our multi-award-winning tours a... More
Private Tour
Public North End Neighborhood Tour
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Massachusetts
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Superb113 reviews4.9
Recognized by Yelp as Massachusetts #1 food tour in 2025! Why book Boston Foodie Tours' North End N....
Private Tour
Black Cat Historical Day Tour
Our daytime historic tour is a story of Pirates and Puritans, Witchcraft and War. We travel around the city of Salem and share the tales of its amazing history. From its humble beginnings as a city founded on the idea of peac... More
Private Tour
Black Cat Historical Day Tour
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Massachusetts
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Superb355 reviews4.9
Our daytime historic tour is a story of Pirates and Puritans, Witchcraft and War. We travel around....
Private Tour
Private Tour of Boston for Families & Kids
Spend a great day in Boston learning about history and exploring all the top attractions! The tour is designed to be fun for the whole family - we have quizzes, we have scavenger hunts, we have prizes, and we have interactive stop... More
Private Tour
Private Tour of Boston for Families & Kids
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Massachusetts
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Superb2 reviews5
Spend a great day in Boston learning about history and exploring all the top attractions! The tour i....
Private Tour
Freedom Trail Guided Walking Tour (SMALL GROUP)
Step back in time on a small-group Boston Freedom Trail walking tour. Listen to captivating commentary that reveals the true stories behind the myths surrounding the events leading up to the American Revolution in 1775! Discover ... More
Private Tour
Freedom Trail Guided Walking Tour (SMALL GROUP)
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Massachusetts
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Exellent98 reviews4.5
Step back in time on a small-group Boston Freedom Trail walking tour. Listen to captivating commenta....
Private Tour
Boston's North End History + Photo Walking Tour (SMALL Group)
Explore the North End-Little Italy on a fun 90-minute Boston walking tour designed for small groups. Feel the energetic vibe on the streets and see historic landmarks in the oldest neighborhood in the city. Listen to captivating ... More
Private Tour
Boston's North End History + Photo Walking Tour (SMALL Group)
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Massachusetts
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Superb27 reviews5
Explore the North End-Little Italy on a fun 90-minute Boston walking tour designed for small groups.....
Private Tour