Walking Tours in Massachusetts
Top 10 Best Massachusetts Walking Tours
Found 314 Walking Tours activities in Massachusetts. Sort by Popularity. - Page 8Tour Boston's Rock & Roll Past and Present by Soundscape Tours
Guided by a local musician, explore Boston’s rock and roll past, present (and future), on a walking tour through Boston’s Fenway neighborhood. Visit the sites of legendary venues like the Rat, Storyville, and the Boston Tea Pa... More
Likely to Sell Out Tour Boston's Rock & Roll Past and Present by Soundscape Tours
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Massachusetts
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Superb25 reviews5
Guided by a local musician, explore Boston’s rock and roll past, present (and future), on a walkin....
Boston History Walking Tour with USS Constitution and Boat Cruise
Step back in time and explore the heart of Boston on this guided small-group walking tour, where history comes alive through iconic landmarks and stories of America’s fight for independence. Begin at the Bunker Hill Museum, whe... More
Likely to Sell Out Boston History Walking Tour with USS Constitution and Boat Cruise
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Massachusetts
Step back in time and explore the heart of Boston on this guided small-group walking tour, where his....
Freedom Trail: Boston Common, Old State House, Faneuil Hall
Join this 2 hour guided walking tour with a local Boston tour guide to share the stories and history. Stroll the Freedom Trail's sites from Boston Common, past historic cemeteries, the old and new State Houses, the site of the Bos... More
Likely to Sell Out Freedom Trail: Boston Common, Old State House, Faneuil Hall
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Massachusetts
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Superb23 reviews4.8
Join this 2 hour guided walking tour with a local Boston tour guide to share the stories and history....
Local Legends and Lobster Roll Tour
Dive into Ptown’s culinary and cultural treasures on this 2-hour Anthony Bourdain centric stroll, savoring a lobster roll, Ice Cold Beer, and a Portuguese malasada (all of his favorites) while uncovering tales of Bourdain and se... More
Private Tour
Likely to Sell Out Local Legends and Lobster Roll Tour
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Massachusetts
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Superb9 reviews5
Dive into Ptown’s culinary and cultural treasures on this 2-hour Anthony Bourdain centric stroll, ....
Private Tour
North End & Boston Public Market Food Tour with Local Guide
Recognized by Yelp as Massachusetts #1 food tour in 2025! Locally owned by Boston native. Specialize in award-winning best eats, culinary education, and history. Part 1: Tour begins in the North End, Boston's Little Italy, with a... More
Private Tour
Likely to Sell Out North End & Boston Public Market Food Tour with Local Guide
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Massachusetts
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Superb171 reviews4.8
Recognized by Yelp as Massachusetts #1 food tour in 2025! Locally owned by Boston native. Specialize....
Private Tour
Real Pirates Salem Museum with Guided Directors Tour
What you see in Real Pirates is an authentic true story of the riches pirate ever Sam Bellamy. You will see real pirate artifacts and treasure. You will also see parts of the real shipwreck of the Whydah, his famed pirate ship. Yo... More
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Likely to Sell Out Real Pirates Salem Museum with Guided Directors Tour
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Massachusetts
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Superb45 reviews4.8
What you see in Real Pirates is an authentic true story of the riches pirate ever Sam Bellamy. You w....
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Private Tour
Steps Through 1692 (History Tour)
Uncover Salem's Witch Trial hysteria as you take steps through 1692. Discover Salem's haunting history with our immersive 1 hour walking tour that transports you to the heart of downtown Salem, MA. As you traverse the cobblestone... More
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Private Tour
Likely to Sell Out Steps Through 1692 (History Tour)
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Massachusetts
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Superb47 reviews4.9
Uncover Salem's Witch Trial hysteria as you take steps through 1692. Discover Salem's haunting hist....
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Private Tour
Pizza Beer and Paul Revere Tour
There’s tons of options for things to do in this city, and tons of Tour Guides…while you’re here, come hang out with the most colorful one in town, on the Pizza, Beer, and Paul Revere Tour! I’m Jimbo the Tye Dyed Tour Gu... More
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Private Tour
Likely to Sell Out Pizza Beer and Paul Revere Tour
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Massachusetts
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Superb10 reviews5
There’s tons of options for things to do in this city, and tons of Tour Guides…while you’re he....
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Private Tour
Boston Freedom Trail History and Food Tour
Walk Boston’s Freedom Trail with a local guide who brings the city’s history — and its food scene — to life. This tour pairs landmark sites with optional tastings of classic bites like clam chowder, baked beans, and cannol... More
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Private Tour
Likely to Sell Out Boston Freedom Trail History and Food Tour
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Massachusetts
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Superb21 reviews4.6
Walk Boston’s Freedom Trail with a local guide who brings the city’s history — and its food sc....
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Private Tour
The Pilgrim Monument Tour- From Harbor to Heights
This private guided walking tour of Provincetown's majestic Pilgrim Monument, , is led by expert local guide Cathy from Cathy's Cape Cod Tours. Cathy, a knowledgeable historian and storyteller, specializing in blending Provincetow... More
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Private Tour
Likely to Sell Out The Pilgrim Monument Tour- From Harbor to Heights
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Massachusetts
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Superb1 review5
This private guided walking tour of Provincetown's majestic Pilgrim Monument, , is led by expert loc....
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Private Tour
Plymouth Pilgrims Self-Guided Walking Audio Tour
Visit the place where the Pilgrims landed! As one of the earliest English settlements in North America, Plymouth is an essential stop for any history lover. Get to know the Pilgrims, the Wampanoag who helped them, and learn what l... More
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Private Tour
Likely to Sell Out Plymouth Pilgrims Self-Guided Walking Audio Tour
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Massachusetts
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Very Good28 reviews3.9
Visit the place where the Pilgrims landed! As one of the earliest English settlements in North Ameri....
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Private Tour
Boston Massachusetts Private Photography Tour
We are soulful photographers. Our objective is to create absolutely stunning photographs for you that you will cherish and proudly share with your friends and family. Boston offers some of the most breathtaking natural and urban ... More
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Private Tour
Likely to Sell Out Boston Massachusetts Private Photography Tour
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Massachusetts
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Superb3 reviews5
We are soulful photographers. Our objective is to create absolutely stunning photographs for you tha....
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Private Tour
Self Guided Audio Tour 'Hawthorne's Haunts' Haunted Walking Tour Salem
This is a Smartphone Guided ghost tour on the WalknTours app. Go anytime, the tour never expires and you can take it as many times as you like. 1 purchase works on 2 smartphones. Great deal! Nathaniel Hawthorne’s legacy runs d... More
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Private Tour
Likely to Sell Out Self Guided Audio Tour 'Hawthorne's Haunts' Haunted Walking Tour ....
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Massachusetts
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Superb6 reviews4.8
This is a Smartphone Guided ghost tour on the WalknTours app. Go anytime, the tour never expires and....
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Private Tour
Boston Movie Mile Walking Tour
Tour the Boston Common and Beacon Hill areas and visit more than 30 movie locations on this captivating private movie and TV walking tour! This tour is a must for film buffs, and is also a great way to explore Boston and its many ... More
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Private Tour
Likely to Sell Out Boston Movie Mile Walking Tour
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Massachusetts
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Exellent119 reviews4.5
Tour the Boston Common and Beacon Hill areas and visit more than 30 movie locations on this captivat....
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Private Tour
Hauntings, History and Legends Tour in Salem
A real crowd pleaser with something for everyone! Learn about the Witch Trials. Hear the paranormal activity associated with every beautiful building and event - but then, experience other surprising chapters of Salem's history - ... More
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Private Tour
Likely to Sell Out Hauntings, History and Legends Tour in Salem
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Massachusetts
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Superb12 reviews5
A real crowd pleaser with something for everyone! Learn about the Witch Trials. Hear the paranormal ....
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Private Tour
Wandering Witches
"Why do Witches wear black?" "Why do Witches ride brooms?" "What exactly is Witchcraft, does it even work?" Have you ever wondered the answer to these burning questions? The Wandering Witches tour is a unique Master Class experi... More
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Private Tour
Likely to Sell Out Wandering Witches
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Massachusetts
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Exellent32 reviews4.4
"Why do Witches wear black?" "Why do Witches ride brooms?" "What exactly is Witchcraft, does it even....
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Private Tour
Plymouth Pilgrim Historic Self Guided GPS Audio Walking Tour
The tour will take you from the decks of the Mayflower Two, a faithful replica of the Pilgrims’ ship, and end at the historic Jabez Howland House, the last standing home in Plymouth where Pilgrims actually lived. Along the way y... More
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Private Tour
Likely to Sell Out Plymouth Pilgrim Historic Self Guided GPS Audio Walking Tour
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Massachusetts
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Exellent4 reviews4.3
The tour will take you from the decks of the Mayflower Two, a faithful replica of the Pilgrims’ sh....
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Private Tour
A Ghost Hunting Tour Specters and Apparitions in Salem
Have you ever been curious about the spirit world? Or are you a ghost denier? This 90 minute tour may change your mind! This tour dives into Salem’s paranormal activity using professional ghost-hunting equipment. We visit some o... More
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Private Tour
Likely to Sell Out A Ghost Hunting Tour Specters and Apparitions in Salem
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Massachusetts
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Superb29 reviews4.8
Have you ever been curious about the spirit world? Or are you a ghost denier? This 90 minute tour ma....
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Private Tour
Martha’s Vineyard Self-Guided Driving & Walking Audio Tour
Get ready to visit one of the greatest vacation spots in the USA, a favorite among celebrities and even presidents! Martha’s Vineyard is home to stunning beaches and coastline, picturesque little towns, and plenty of fun—but t... More
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Private Tour
Likely to Sell Out Martha’s Vineyard Self-Guided Driving & Walking Audio Tour
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Massachusetts
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Superb6 reviews4.7
Get ready to visit one of the greatest vacation spots in the USA, a favorite among celebrities and e....
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Private Tour
Boch Center Wang Theatre Tour & Folk Americana Roots Hall of Fame
Visit the historic Boch Center Wang Theatre and take a 1-hour behind-the-scenes tour of one of Boston’s most prominent theatrical landmarks - plus get an exclusive look at the Folk Americana Roots Hall of Fame! Stand on the stag... More
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Private Tour
Likely to Sell Out Boch Center Wang Theatre Tour & Folk Americana Roots Hall of Fame
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Massachusetts
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Superb98 reviews4.8
Visit the historic Boch Center Wang Theatre and take a 1-hour behind-the-scenes tour of one of Bosto....
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Private Tour