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Top 10 Best Massachusetts Walking Tours

Found 316 Walking Tours activities in Massachusetts. Sort by Popularity. - Page 7
 

Family Friendly Ghostly Tales of Salem

(5 of 1 review)

Pretty Spooky Tours are family-friendly walking tours that has you step into the magical and mysterious world of Salem through captivating stories and history of this iconic period where history and myth intertwine to form the bac... More

Free Cancellation
Start From $24.99
 
Family Friendly Ghostly Tales of Salem

Family Friendly Ghostly Tales of Salem

  • Massachusetts
  • Superb1 review5

Pretty Spooky Tours are family-friendly walking tours that has you step into the magical and mysteri....

    Free Cancellation
    Start From $24.99
 
 

2 Hour Historic Pub Crawl in Boston

(4.8 of 40 reviews)

Boston is home to not only the most historic but also the best pubs in New England, so this pub crawl is perfect for history geeks and beer lovers alike. Forget the classroom and forget the textbooks, this is the real way to lear... More

Free Cancellation
Start From $35.00
 
2 Hour Historic Pub Crawl in Boston

2 Hour Historic Pub Crawl in Boston

  • Massachusetts
  • Superb40 reviews4.8

Boston is home to not only the most historic but also the best pubs in New England, so this pub craw....

    Free Cancellation
    Start From $35.00
 
 

Boston's Freedom Trail: A Self-Guided Tour of All 16 Sites

(4.9 of 12 reviews)

Are you looking for a way to see all 16 Freedom Trail sites without joining a tour group? Explore at your own pace with this self-guided walking tour. • Find out about Samuel Adams, the one man on whom you could maybe blame the... More

Free Cancellation
Private Tour
Start From $14.99
 
Boston's Freedom Trail: A Self-Guided Tour of All 16 Sites

Boston's Freedom Trail: A Self-Guided Tour of All 16 Sites

  • Massachusetts
  • Superb12 reviews4.9

Are you looking for a way to see all 16 Freedom Trail sites without joining a tour group? Explore at....

    Free Cancellation
    Private Tour
    Start From $14.99
 
 

Boston's North End History + Photo Walking Tour (SMALL Group)

(5 of 27 reviews)

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

Free Cancellation
Private Tour
Start From $45.00
 
Boston's North End History + Photo Walking Tour (SMALL Group)

Boston's North End History + Photo Walking Tour (SMALL Group)

  • Massachusetts
  • Superb27 reviews5

Explore the North End-Little Italy on a fun 90-minute Boston walking tour designed for small groups.....

    Free Cancellation
    Private Tour
    Start From $45.00
 
 

The Martinis & Mingle Tour

(5 of 20 reviews)

Toast to Provincetown’s vibrant past on a 2-hour history journey down Commercial Street, blending craft cocktails, local bites, and tales of bohemian spirit. Ideal for cocktail lovers and history buffs, this tour celebrates Ptow... More

Free Cancellation
Private Tour
Start From $78.00
 
The Martinis & Mingle Tour

The Martinis & Mingle Tour

  • Massachusetts
  • Superb20 reviews5

Toast to Provincetown’s vibrant past on a 2-hour history journey down Commercial Street, blending ....

    Free Cancellation
    Private Tour
    Start From $78.00
 
 

Tales of Salem Candyland Tour

(3.8 of 6 reviews)

The Candyland tour is unique because it is the only tour in Salem that explores the history of candy and the candy shops here in Salem. Salem is a Halloween city, and some would even say the Halloween capital. Candy plays an impor... More

Free Cancellation
Private Tour
Start From $30.00
 
Tales of Salem Candyland Tour

Tales of Salem Candyland Tour

  • Massachusetts
  • Very Good6 reviews3.8

The Candyland tour is unique because it is the only tour in Salem that explores the history of candy....

    Free Cancellation
    Private Tour
    Start From $30.00
 
 

Boston Walking/Boat Revolutionary Tour; 1 if by Land, 2 if by Sea

(4.9 of 29 reviews)

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

Free Cancellation
Private Tour
Start From $98.75
 
Boston Walking/Boat Revolutionary Tour; 1 if by Land, 2 if by Sea

Boston Walking/Boat Revolutionary Tour; 1 if by Land, 2 if by Sea

  • Massachusetts
  • Superb29 reviews4.9

Explore Boston’s Revolutionary sites on an epic land and sea tour! Walk along the Freedom Trail si....

    Free Cancellation
    Private Tour
    Start From $98.75
 
 

Private North End Neighborhood Tour

(5 of 23 reviews)

Yelp's 2025 pick for Massachusetts #1 food tour! Create food memories with one of Boston's original food tours. Our North End Neighborhood Tour offers a view of Boston's Little Italy from the perspective of our founder, a native ... More

Free Cancellation
Private Tour
Start From $135.00
 
Private North End Neighborhood Tour

Private North End Neighborhood Tour

  • Massachusetts
  • Superb23 reviews5

Yelp's 2025 pick for Massachusetts #1 food tour! Create food memories with one of Boston's original ....

    Free Cancellation
    Private Tour
    Start From $135.00
 
 

Cape Cod & Provincetown Self-Guided Driving & Walking Audio Tour

(3.9 of 206 reviews)

Purchase one tour per car, not per person. Everyone listens together! Explore all that Cape Cod has to offer with this self-guided driving tour, from quintessential lighthouses to sandy beaches! As you drive, discover the Cape’... More

Free Cancellation
Private Tour
Start From $24.99
 
Cape Cod & Provincetown Self-Guided Driving & Walking Audio Tour

Cape Cod & Provincetown Self-Guided Driving & Walking Audio Tour

  • Massachusetts
  • Very Good206 reviews3.9

Purchase one tour per car, not per person. Everyone listens together! Explore all that Cape Cod has....

    Free Cancellation
    Private Tour
    Start From $24.99
 
 

North End Boston Food Tour

(5 of 133 reviews)

As a lifelong resident of the North End of Boston and first hand knowledge of the Italian culture and foods you will experience an immersive and unforgettable experience of the North End (Little Italy). My food tour is the most au... More

Free Cancellation
Private Tour
Start From $98.00
 
North End Boston Food Tour

North End Boston Food Tour

  • Massachusetts
  • Superb133 reviews5

As a lifelong resident of the North End of Boston and first hand knowledge of the Italian culture an....

    Free Cancellation
    Private Tour
    Start From $98.00
 
 

Haunted Boston Common & Beacon Hill Ghost Tour

(4.8 of 25 reviews)

Uncover the secrets of Boston’s eerie past on a captivating ghost tour that’s equal parts history, mystery, and thrill. Guided by a local historian and paranormal expert, this small group walking tour explores the city’s hau... More

Free Cancellation
Private Tour
Start From $39.00
 
Haunted Boston Common & Beacon Hill Ghost Tour

Haunted Boston Common & Beacon Hill Ghost Tour

  • Massachusetts
  • Superb25 reviews4.8

Uncover the secrets of Boston’s eerie past on a captivating ghost tour that’s equal parts histor....

    Free Cancellation
    Private Tour
    Start From $39.00
 
 

Cocktails & Culinary Gems: Boston's Evening Food & Drink Tour

(5 of 2 reviews)

Local Foods, Libations & Lots of Fun! Visit the local eateries Boston's South End residents call home. Walk to 4 different locations, where each visit includes an alcoholic beverage paired with your food tasting. Food Tastings a... More

Free Cancellation
Private Tour
Start From $115.00
 
Cocktails & Culinary Gems: Boston's Evening Food & Drink Tour

Cocktails & Culinary Gems: Boston's Evening Food & Drink Tour

  • Massachusetts
  • Superb2 reviews5

Local Foods, Libations & Lots of Fun! Visit the local eateries Boston's South End residents call ho....

    Free Cancellation
    Private Tour
    Start From $115.00
 
 

Marble House,The Breakers&Downtown Newport 1-Day Tour

(5 of 1 review)

Spend a relaxing day exploring the historic coastal city of Newport, Rhode Island. Departing from Boston in the morning, your first stop will be The Breakers Mansion, a grand Vanderbilt family summer home filled with Gilded Age el... More

Free Cancellation
Private Tour
Start From $177.00
 
Marble House,The Breakers&Downtown Newport 1-Day Tour

Marble House,The Breakers&Downtown Newport 1-Day Tour

  • Massachusetts
  • Superb1 review5

Spend a relaxing day exploring the historic coastal city of Newport, Rhode Island. Departing from Bo....

    Free Cancellation
    Private Tour
    Start From $177.00
 
 

Salem Bewitched Tour With Tarot Reading

(5 of 6 reviews)

This tour is designed for who is interested in esotericism, clairvoyance, history and mystery Join us for a thrilling Psychic and Witch walking tour in Salem, MA! This tour is designed for who is interested in esotericism, clairv... More

Free Cancellation
Private Tour
Start From $135.00
 
Salem Bewitched Tour With Tarot Reading

Salem Bewitched Tour With Tarot Reading

  • Massachusetts
  • Superb6 reviews5

This tour is designed for who is interested in esotericism, clairvoyance, history and mystery Join ....

    Free Cancellation
    Private Tour
    Start From $135.00
 
 

Boston: Freedom Trail History Tour and Brewery Taste

(5 of 36 reviews)

Boston's principal role in launching the American Revolution is linked by the brick-lined Freedom Trail. This world-famous pedestrian path is best experienced on foot with an expert historian! Tour & Taste combines Boston history ... More

Free Cancellation
Private Tour
Start From $79.00
 
Boston: Freedom Trail History Tour and Brewery Taste Likely to Sell Out

Boston: Freedom Trail History Tour and Brewery Taste

  • Massachusetts
  • Superb36 reviews5

Boston's principal role in launching the American Revolution is linked by the brick-lined Freedom Tr....

    Free Cancellation
    Private Tour
    Start From $79.00
 
 

Guided Walking Tour of Copley Square to Downtown Boston Freedom Trail

(4.5 of 46 reviews)

Enjoy the vibrant atmosphere of Boston on this guided, 2-hour walking tour. Includes the History, Architecture and Culture of Boston. See the Victorian brownstone homes in Back Bay. Explore the historic Beacon Hill neighborhood wh... More

Free Cancellation
Private Tour
Start From $45.00
 
Guided Walking Tour of Copley Square to Downtown Boston Freedom Trail Likely to Sell Out

Guided Walking Tour of Copley Square to Downtown Boston Freedom T....

  • Massachusetts
  • Exellent46 reviews4.5

Enjoy the vibrant atmosphere of Boston on this guided, 2-hour walking tour. Includes the History, Ar....

    Free Cancellation
    Private Tour
    Start From $45.00
 
 

Boston Private Food Tour of 6+ Tastings, Cannoli, Lobster Roll

(4.9 of 162 reviews)

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

Free Cancellation
Private Tour
Start From $395.00
 
Boston Private Food Tour of 6+ Tastings, Cannoli, Lobster Roll Likely to Sell Out

Boston Private Food Tour of 6+ Tastings, Cannoli, Lobster Roll

  • Massachusetts
  • Superb162 reviews4.9

Discover Boston’s famous North End, where Italian tradition meets New England seafood, on our Secr....

    Free Cancellation
    Private Tour
    Start From $395.00
 
 

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

(4.7 of 3 reviews)

Get the full Massachusetts experience with this combo of walking and driving tours around Boston! You’ll find ten tours in one app - all highly entertaining, thoroughly researched and prepared by local guides. Self-Guided Tour... More

Free Cancellation
Private Tour
Start From $49.99
 
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours Likely to Sell Out

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

  • Massachusetts
  • Superb3 reviews4.7

Get the full Massachusetts experience with this combo of walking and driving tours around Boston! Y....

    Free Cancellation
    Private Tour
    Start From $49.99
 
 

Double Trouble Combination Pass: 2 Tours (History & Ghost Tours)

(4.4 of 52 reviews)

Save $5 on two tours! Learn about Salem's dark past in "Steps Through 1692" or "Wandering Witches" & then join us at night for "Salem's Spooky Specters" ghost tour. Choose from: 1. Wandering Witches @ 3:30pm: Have you ever wonde... More

Free Cancellation
Private Tour
Start From $61.00
 
Double Trouble Combination Pass: 2 Tours (History & Ghost Tours) Likely to Sell Out

Double Trouble Combination Pass: 2 Tours (History & Ghost Tours)

  • Massachusetts
  • Exellent52 reviews4.4

Save $5 on two tours! Learn about Salem's dark past in "Steps Through 1692" or "Wandering Witches" &....

    Free Cancellation
    Private Tour
    Start From $61.00
 
 

2 Hour North End 'Little Italy' Walking Tour

(4.7 of 119 reviews)

Boston's North End is the city's oldest residential community, and most recently, due to the large numbers of Italian immigrants arriving in the 19th century, it has gained its reputation as 'Little Italy'. The best way to get t... More

Free Cancellation
Private Tour
Start From $35.00
 
2 Hour North End 'Little Italy' Walking Tour Likely to Sell Out

2 Hour North End 'Little Italy' Walking Tour

  • Massachusetts
  • Superb119 reviews4.7

Boston's North End is the city's oldest residential community, and most recently, due to the large n....

    Free Cancellation
    Private Tour
    Start From $35.00
 
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