Top Massachusetts Walking Tours

Q: I need a ride! Which Massachusetts Walking Tours have Hotel Pickup?

No problem. These Massachusetts Walking Tours include Hotel Pickup: Private Walking Tour with a Local Guide in Boston Private Tour of Boston for Families & Kids Highlights of Boston Private Tour Private Day Tour of Salem and Boston Private City Tour of Boston and Cambridge View all Tours with Hotel Pickup →

Q: Got any more Massachusetts trip ideas?

We sure do. Check out our curated lists of hand-picked Massachusetts Tours. Top 10 Massachusetts 2026 Senior-friendly tours Massachusetts The best tours and activities for culture lovers in Massachusetts Top Day Trips from Massachusetts Things to do in Massachusetts this summer View all Massachusetts Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Massachusetts?

Based on our sales data over the past year, the most popular styles of tours and activities in Massachusetts are: Massachusetts Luxury & Special Occasions Massachusetts Luxury Tours Massachusetts Tours & Sightseeing Massachusetts Cultural & Theme Tours Massachusetts Historical & Heritage Tours View all tour styles in Massachusetts →

2024 Cool Shore Excursions Experiences Rising Star Award Winner! Often referred to as the "Best tour in Salem!" The most in-depth look at the Witch …More

Salem, USA

4.9 (1,963)

Bewitched Walking Tour of Salem

2024 Cool Shore Excursions Experiences Rising Star Award Winner! Often referred to as the "Best tour in Salem!" The most in-depth look at the Witch...

100 to 120 minutes Free Cancellation

4.9 (1,963)

from
$35

Formerly the Anne Hutchinson Tour of Provincetown, Lucinda Liphol has taken over the talking points. Her tongue is so sharp she can't close her mouth! …More

Cape Cod, USA

4.9 (404)

The Lucinda Lipol Tour of Provincetown

Formerly the Anne Hutchinson Tour of Provincetown, Lucinda Liphol has taken over the talking points. Her tongue is so sharp she can't close her mouth!...

45 to 60 minutes Free Cancellation

4.9 (404)

from
$35

Welcome to the Salem Witch Walk! You will enter the Enchanted Garden where the magic begins! With a: -Musical Light Show -Dragons -Cauldrons -Fog and …More

Salem, USA

4.8 (1,324)

The Salem Witch Walk

Welcome to the Salem Witch Walk! You will enter the Enchanted Garden where the magic begins! With a: -Musical Light Show -Dragons -Cauldrons -Fog and...

1 hour

4.8 (1,324)

from
$35

Boston: Underground Railroad History Tour of Beacon Hill

Boston's role in the fight to end legalized slavery is linked by the Black Heritage Trail in historic Beacon Hill. This pedestrian path is best …More

Boston, USA

5.0 (203)

Boston: Underground Railroad History Tour of Beacon Hill

Boston's role in the fight to end legalized slavery is linked by the Black Heritage Trail in historic Beacon Hill. This pedestrian path is best...

2 hours 30 minutes Free Cancellation

5.0 (203)

from
$35

Boston isn’t just one of America’s most historic cities—it’s also home to some of New England’s most legendary pubs. This lively pub crawl combines Revolutionary …More

Boston, USA

4.8 (76)

2 Hour Historic Pub Crawl in Boston

Boston isn’t just one of America’s most historic cities—it’s also home to some of New England’s most legendary pubs. This lively pub crawl combines Revolutionary...

2 hours Free Cancellation

4.8 (76)

from
$35

Lizzie Borden Nightfall: Hauntings and History After Dark

Just an hour south of Boston, The Historic Lizzie Borden House is introducing Lizzie Borden Nightfall, a new one-hour guided evening tour that invites guests …More

Boston, USA

4.9 (246)

Lizzie Borden Nightfall: Hauntings and History After Dark

Just an hour south of Boston, The Historic Lizzie Borden House is introducing Lizzie Borden Nightfall, a new one-hour guided evening tour that invites guests...

1 hour Free Cancellation

4.9 (246)

from
$35

Journey from the Boston Marathon finish line to the Red Sox home at Fenway Park and walk in the footsteps of sports legends! Come discover …More

Boston, USA

5.0 (20)

Boston Strong Sports Walking Tour

Journey from the Boston Marathon finish line to the Red Sox home at Fenway Park and walk in the footsteps of sports legends! Come discover...

2 hours 30 minutes Free Cancellation

5.0 (20)

from
$35

2 Hour North End 'Little Italy' Walking Tour

Boston’s North End is the city’s oldest residential neighborhood and one of its most vibrant. Over time it transformed into Boston’s beloved “Little Italy,” thanks …More

Boston, USA

4.8 (161)

2 Hour North End 'Little Italy' Walking Tour

Boston’s North End is the city’s oldest residential neighborhood and one of its most vibrant. Over time it transformed into Boston’s beloved “Little Italy,” thanks...

2 hours Free Cancellation

4.8 (161)

from
$35

2-Hour Beacon Hill True Crime Expert Guided Tour

Step into the dark side of Boston’s past on this gripping true-crime walking tour through historic Beacon Hill. Beneath the neighborhood’s elegant brownstones and gaslit …More

Boston, USA

4.9 (269)

2-Hour Beacon Hill True Crime Expert Guided Tour

Step into the dark side of Boston’s past on this gripping true-crime walking tour through historic Beacon Hill. Beneath the neighborhood’s elegant brownstones and gaslit...

2 hours Free Cancellation

4.9 (269)

from
$35

Meet Boston, after dark. The real Boston. The Boston of terrifying serial killers, infamous gangsters, urban legends, bizarre industrial accidents, unsolved crimes, ghost stories, and …More

Boston, USA

5.0 (29)

Boston After Dark Walking Tour

Meet Boston, after dark. The real Boston. The Boston of terrifying serial killers, infamous gangsters, urban legends, bizarre industrial accidents, unsolved crimes, ghost stories, and...

1 hour 30 minutes Free Cancellation

5.0 (29)

from
$35

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 …More

Boston, USA

5.0 (10)

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...

90 to 115 minutes Free Cancellation

5.0 (10)

from
$35

Spirits Of The Dead - A Boston Ghost Tour

Explore the eerie side of Boston as you take a stroll through some of its most haunted locations with a local guide. Learn about Boston's …More

Boston, USA

5.0 (9)

Spirits Of The Dead - A Boston Ghost Tour

Explore the eerie side of Boston as you take a stroll through some of its most haunted locations with a local guide. Learn about Boston's...

1 hour 30 minutes Free Cancellation

5.0 (9)

from
$35

Boston is known worldwide for its contributions to freedom, and nothing exemplifies freedom as much as Lucinda's mouth. Her lips do not shy away from …More

Boston, USA

5.0 (5)

The Lucinda Lipol Tour of Boston

Boston is known worldwide for its contributions to freedom, and nothing exemplifies freedom as much as Lucinda's mouth. Her lips do not shy away from...

45 to 60 minutes Free Cancellation

5.0 (5)

from
$35

America's 250th Anniversary Revolutionary Boston History Tour

Celebrate America's 250th anniversary with a vibrant 75-minute guided history tour in Boston. Follow the footsteps of the founding fathers as you walk the forgotten …More

Boston, USA

5.0 (2)

America's 250th Anniversary Revolutionary Boston History Tour

Celebrate America's 250th anniversary with a vibrant 75-minute guided history tour in Boston. Follow the footsteps of the founding fathers as you walk the forgotten...

1 hour 15 minutes Free Cancellation

5.0 (2)

from
$35

Explore Boston's rich sports history on foot! Dynasty beginnings to banner nights—experience the legacies that make this town shimmer! Come discover why Boston gets its …More

Boston, USA

5.0 (4)

Title Town Sports Walking Tour

Explore Boston's rich sports history on foot! Dynasty beginnings to banner nights—experience the legacies that make this town shimmer! Come discover why Boston gets its...

2 hours Free Cancellation

5.0 (4)

from
$35

Discover the stories behind Marblehead’s harbor, historic homes, and hidden corners. This small-group walking tour winds through Old Town streets, scenic overlooks, and centuries-old burial …More

5.0 (8)

Marblehead Legends and Lore

Discover the stories behind Marblehead’s harbor, historic homes, and hidden corners. This small-group walking tour winds through Old Town streets, scenic overlooks, and centuries-old burial...

1 hour 30 minutes

5.0 (8)

from
$35

REV250: The Town That Carried the Revolution™ explores how Marblehead’s fishermen, mariners, and merchants became indispensable to American independence. Walk the harbor streets where citizen-soldiers …More

5.0 (8)

REV250 Marblehead's Revolution Tour

1 hour 30 minutes

5.0 (8)

from
$35

Ghosts of Christmas Past a Haunted Holiday Stroll in Salem

“Ghosts of Christmas Past”: a Haunted Holiday Stroll Uncover Salem’s fascinating and ghostly holiday history, from strict Puritan bans on Christmas making it illegal even …More

Salem, USA

4.4 (7)

Ghosts of Christmas Past a Haunted Holiday Stroll in Salem

“Ghosts of Christmas Past”: a Haunted Holiday Stroll Uncover Salem’s fascinating and ghostly holiday history, from strict Puritan bans on Christmas making it illegal even...

2 hours

4.4 (7)

from
$35

Boston: Freedom Trail History Small Group Walking Tour

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, in …More

Boston, USA

4.9 (8,401)

Boston: Freedom Trail History Small Group Walking Tour

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, in...

2 hours 30 minutes Free Cancellation

4.9 (8,401)

from
$35

History and Hauntings of Salem Guided Walking Tour

Come and explore the rich, mysterious history of one of New England's most loved destinations Salem, Massachusetts. This ~2 hour walking tour brings to life …More

Salem, USA

4.9 (16,527)

History and Hauntings of Salem Guided Walking Tour

Come and explore the rich, mysterious history of one of New England's most loved destinations Salem, Massachusetts. This ~2 hour walking tour brings to life...

120 to 135 minutes

4.9 (16,527)

from
$36