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Top Massachusetts Walking Tours

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Massachusetts Tours

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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

Likely to Sell Out
Likely to Sell Out
Salem, USA
4.9 (15,637)

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 (15,637)
from
$36
Harvard University Campus Guided Walking Tour

What better way to see Harvard than through the eyes of a student? Join us for an unforgettable 75-minute student-led walking tour of Harvard University, …More

Likely to Sell Out
Likely to Sell Out
Cambridge, USA
4.8 (3,654)

Harvard University Campus Guided Walking Tour

What better way to see Harvard than through the eyes of a student? Join us for an unforgettable 75-minute student-led walking tour of Harvard University,...

1 hour 10 minutes • Free Cancellation
4.8 (3,654)
from
$23
Salem's Best Ghost Tour

The Salem Night Tour is devoted to unearthing the stories Salem refuses to forget. With over 4,000 five-star reviews and twenty years in Salem, we …More

Likely to Sell Out
Likely to Sell Out
Salem, USA
4.7 (4,364)

Salem's Best Ghost Tour

The Salem Night Tour is devoted to unearthing the stories Salem refuses to forget. With over 4,000 five-star reviews and twenty years in Salem, we...

1 hour 20 minutes • Free Cancellation
4.7 (4,364)
from
$24
Boston Pizza Lovers Food and History Walking Tour

Feed BIG appetites, at small prices! A true Pizza Lover never settles for just samples. Enjoy three different FULL SIZE slices during this fun and …More

Likely to Sell Out
Likely to Sell Out
Boston, USA
4.8 (1,101)

Boston Pizza Lovers Food and History Walking Tour

Feed BIG appetites, at small prices! A true Pizza Lover never settles for just samples. Enjoy three different FULL SIZE slices during this fun and...

2 hours 30 minutes • Free Cancellation
4.8 (1,101)
from
$59
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

Likely to Sell Out
Likely to Sell Out
Boston, USA
4.9 (7,915)

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 (7,915)
from
$39
Boston Freedom Trail Walking Tour with Costumed Guide

The Tour of The Freedom Trail by the Histrionic Academy is the best way to see and learn about Boston's inspiring history. Following the Freedom …More

Boston, USA
4.7 (2,712)

Boston Freedom Trail Walking Tour with Costumed Guide

The Tour of The Freedom Trail by the Histrionic Academy is the best way to see and learn about Boston's inspiring history. Following the Freedom...

1 hour 45 minutes • Free Cancellation
4.7 (2,712)
from
$26
Bewitched Walking Tour of Salem

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

Likely to Sell Out
Likely to Sell Out
Salem, USA
4.9 (1,884)

Bewitched Walking Tour of Salem

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

100 to 120 minutes • Free Cancellation
4.9 (1,884)
from
$35
Tour of Historic Fenway Park, America's Most Beloved Ballpark

Visit the most historic and oldest ballpark in MLB. Fenway Park, also known as "America's Most Beloved Ballpark" is uniquely nestled in the city of …More

Likely to Sell Out
Likely to Sell Out
Boston, USA
4.8 (3,253)

Tour of Historic Fenway Park, America's Most Beloved Ballpark

Visit the most historic and oldest ballpark in MLB. Fenway Park, also known as "America's Most Beloved Ballpark" is uniquely nestled in the city of...

1 hour • Free Cancellation
4.8 (3,253)
from
$45
The Full Revolutionary Story Epic Small-Group Boston Walking Tour

This tour goes beyond surface‑level sightseeing and weaves the sites, people, and turning points of Boston’s iconic Freedom Trail into one immersive, chronological journey. Rather …More

Likely to Sell Out
Likely to Sell Out
Boston, USA
5.0 (2,873)

The Full Revolutionary Story Epic Small-Group Boston Walking Tour

This tour goes beyond surface‑level sightseeing and weaves the sites, people, and turning points of Boston’s iconic Freedom Trail into one immersive, chronological journey. Rather...

3 hours • Free Cancellation
5.0 (2,873)
from
$59
Requiem for Salem Walking Ghost Tour

Step beyond the cobblestone charm and into the shadowy depths of Salem’s past on this adults-only ghost tour. Requiem for Salem isn’t just spooky—it’s steeped …More

Salem, USA
4.7 (568)

Requiem for Salem Walking Ghost Tour

Step beyond the cobblestone charm and into the shadowy depths of Salem’s past on this adults-only ghost tour. Requiem for Salem isn’t just spooky—it’s steeped...

1 hour 30 minutes • Free Cancellation
4.7 (568)
from
$35
Mysteries and Murders of Salem Guided Night-Time Walking Tour

Come experience the darker side of Salem on our night-time walking tour of Salem. We retell the most spine-chilling true crime tales of murder, mystery …More

Salem, USA
4.8 (1,543)

Mysteries and Murders of Salem Guided Night-Time Walking Tour

Come experience the darker side of Salem on our night-time walking tour of Salem. We retell the most spine-chilling true crime tales of murder, mystery...

100 to 120 minutes
4.8 (1,543)
from
$36
Salem Ghosts: Witches & Wicked Whispers Guided Walking Tour

Embark on an unforgettable adventure through Salem's eerie streets with our gripping walking ghost tour! Guided by a knowledgeable local expert, you’ll uncover chilling tales …More

Salem, USA
4.6 (645)

Salem Ghosts: Witches & Wicked Whispers Guided Walking Tour

Embark on an unforgettable adventure through Salem's eerie streets with our gripping walking ghost tour! Guided by a knowledgeable local expert, you’ll uncover chilling tales...

1 hour • Free Cancellation
4.6 (645)
from
$30
Boston’s Politically Incorrect North End Food Tour

As the title suggests, Boston’s “Politically Incorrect “ Food Tour isn’t going to be your typical food tour. With his no BS style, your tour …More

Likely to Sell Out
Likely to Sell Out
Boston, USA
4.8 (750)

Boston’s Politically Incorrect North End Food Tour

As the title suggests, Boston’s “Politically Incorrect “ Food Tour isn’t going to be your typical food tour. With his no BS style, your tour...

3 hours • Free Cancellation
4.8 (750)
from
$99
Boston’s North End Food Tour: Italian Flavors and Heritage Walk

This Boston food tour goes beyond the tourist trail—discover hidden gems, learn fascinating stories, and experience why the North End is the heart of Boston’s …More

Boston, USA
4.9 (1,655)

Boston’s North End Food Tour: Italian Flavors and Heritage Walk

This Boston food tour goes beyond the tourist trail—discover hidden gems, learn fascinating stories, and experience why the North End is the heart of Boston’s...

2 hours • Free Cancellation
4.9 (1,655)
from
$66
Wicked Awesome Tours: Witch Trial History and Salem Haunts!

Travel back in time to 1692 as we experience the Salem Witch Trials. Learn about the victims, the accusers, and the culprits who took part …More

Salem, USA
4.8 (1,358)

Wicked Awesome Tours: Witch Trial History and Salem Haunts!

Travel back in time to 1692 as we experience the Salem Witch Trials. Learn about the victims, the accusers, and the culprits who took part...

1 hour • Free Cancellation
4.8 (1,358)
from
$29
Salem Booze and Brews Haunted Pub Crawl by US Ghost Adventures

Take a detour to some of Salem’s best local watering holes to enjoy brew and booze while listening to sordid stories of ghostly ghouls and …More

Salem, USA
4.6 (535)

Salem Booze and Brews Haunted Pub Crawl by US Ghost Adventures

Take a detour to some of Salem’s best local watering holes to enjoy brew and booze while listening to sordid stories of ghostly ghouls and...

1 hour 30 minutes • Free Cancellation
4.6 (535)
from
$36
Satanic Salem Walking Tour

Salem history from The Satanic Temple's Salem Art Gallery! The most unique walking tour in Salem, free of supernatural or superstitious elements. No ghost stories. …More

Salem, USA
5.0 (1,730)

Satanic Salem Walking Tour

Salem history from The Satanic Temple's Salem Art Gallery! The most unique walking tour in Salem, free of supernatural or superstitious elements. No ghost stories....

1 hour 30 minutes • Free Cancellation
5.0 (1,730)
from
$30
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! …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
Haunted Boston Booze and Boos Ghost Walking Tour

Unearth the spooky history of Boston on this 2.5-hour guided ghost tour and pub crawl. A costumed guide will lead you through historic streets and …More

Boston, USA
4.7 (162)

Haunted Boston Booze and Boos Ghost Walking Tour

Unearth the spooky history of Boston on this 2.5-hour guided ghost tour and pub crawl. A costumed guide will lead you through historic streets and...

2 hours 30 minutes • Free Cancellation
4.7 (162)
from
$36
Self-Guided Smartphone Ghost Walking Tour in Salem

This is a Smartphone Guided ghost tour on our walking tour app. Go to the Ropes Mansion, press play and put your phone in your …More

Salem, USA
4.3 (241)

Self-Guided Smartphone Ghost Walking Tour in Salem

This is a Smartphone Guided ghost tour on our walking tour app. Go to the Ropes Mansion, press play and put your phone in your...

40 to 50 minutes • Free Cancellation
4.3 (241)
from
$8

Frequently Asked Questions

These answers are based on answers previously given to Cool Destinations customers' questions.

Recent tour reviews
The American revolution from beginning to end!!
New York City
The Full Revolutionary Story Epic Small-Group Boston Walking Tour
790trisham, Sep 2026
The American revolution from beginning to end!!
Fabulous tour with Tyler who was engaging and incredibly knowledgeable -- we highly recommend this tour and this particular tour guide!
Read more
Freedom Trail tour
New York City
Boston: Freedom Trail History Small Group Walking Tour
V1734ALdawng, Sep 2026
Freedom Trail tour
We had Jeremiah Poope as our guide. He was fantastic. He was informative, funny and very knowledgeable.. I would highly recommend this tour.
Read more
Wonderful Guide Beautiful Tour
New York City
History and Hauntings of Salem Guided Walking Tour
adrieonam2026, Sep 2026
Wonderful Guide Beautiful Tour
Heidi was engaging, education, funny, and passionate. The stories came alive with how she was telling them and her consideration for everyone in the group, and friendlines was infectious. I highly recommend!!
Read more
Highly interesting, engaging, and fun.
New York City
The Full Revolutionary Story Epic Small-Group Boston Walking Tour
Y5955BSryanm, Sep 2026
Highly interesting, engaging, and fun.
Tyler absolutely killed it as a tour guide. This guys interest in the history of Boston was palatable, his stories interesting and the views were bar none.As a guy doing my first solo trip, in Boston of all places, Tyler made it fun, interesting, and totally worth my time. He knew the crowd, planned for the windy weather, and somehow kept an eye on the traffic!Highly recommend the tour and as someone from Chicago that is familiar with a lot of tour guides, I’d totally recommend this guy as a guide for any of my friends or family visiting in the future. Can’t recommend enough.
Read more
Fantastic! Highly recommend
New York City
Satanic Salem Walking Tour
Laurie_W, Sep 2026
Fantastic! Highly recommend
Amazing tour guide and tour dog. Guide is super knowledgeable and kept the tour entertaining. This is a do not miss tour - highly recommend!!
Read more
Excellent experience
New York City
History and Hauntings of Salem Guided Walking Tour
tracycU9254AL, Sep 2026
Excellent experience
We had Henry for our guide ! He was excellent ! Very knowledgeable and made the tour very interesting ! The time Went by so quickly ! We enjoyed every minute !
Read more
A great historical tour!...
New York City
Wicked Awesome Tours: Witch Trial History and Salem Haunts!
Denita_W, Sep 2026
A great historical tour!...
A great historical tour! Misha was superb! You won't regret this and can't beat it for the price. Book it!
Read more
FUN Tour!!
New York City
Salem Booze and Brews Haunted Pub Crawl by US Ghost Adventures
C9609YTpennys, Sep 2026
FUN Tour!!
Jena was a fantastic tour guide. She was very informational and funny!!👍
Read more
Informative
New York City
Boston: Freedom Trail History Small Group Walking Tour
Judy_O, Sep 2026
Informative
Informative and historical! Our guide was so knowledgeable about Boston history, the walk was easy and fun.
Read more
Informational
New York City
Wicked Awesome Tours: Witch Trial History and Salem Haunts!
O2108OPkathrynb, Sep 2026
Informational
Great! I learned a ton. The guide was informational and I learned a lot about the trials.
Read more
A special and delicious...
New York City
Boston’s North End Food Tour: Italian Flavors and Heritage Walk
Natalie_M, Sep 2026
A special and delicious...
A special and delicious food tour seasoned with history and culture. I do recommend this tour. Claire was a great guide!
Read more
Hahvahd Tour Review
New York City
Harvard University Campus Guided Walking Tour
mur3545, Sep 2026
Hahvahd Tour Review
Our tour of Harvard was excellent. A real historical view of the University coupled with an interesting reflection of the students and its/their accomplishments. First rate!
Read more
Awesome ghost tour
New York City
Salem’s Best Ghost Tour
Tanya_B, Sep 2026
Awesome ghost tour
Quite a bit of walking. The tour was great! Out guide was very entertaining. The stories and stops were very interesting
Read more
Enjoyable learning opportunity
New York City
Boston Freedom Trail Walking Tour with Costumed Guide
cheryldY8720JU, Sep 2026
Enjoyable learning opportunity
John Hancock taught us a lot on this tour. I enjoyed hearing the stories that you don't learn about in school. I understand more about the important events that shaped our country plus interesting color commentary that kept our attention.
Read more
So much fun!
New York City
Boston’s North End Food Tour: Italian Flavors and Heritage Walk
jamieeK7044CZ, Sep 2026
So much fun!
Lexie was great! So much knowledge and passion for the area! We tried so much food and she was organized, funny, and entertaining! Highly recommend!
Read more
Great experience! Our...
New York City
Salem’s Best Ghost Tour
Taylor_B, Sep 2026
Great experience! Our...
Great experience! Our guide was very informative and entertaining! Would definitely recommend if you’re visiting Salem
Read more
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