Top activities
Top landmarks
Trip ideas
Nearby places

Top Massachusetts Walking Tours

265 Results
Boston Seafood Tour: Behind the Scenes at the Historic Fish Pier

Explore Boston’s seafood scene on a small-group, behind-the-scenes tour of the historic Fish Pier, tasting sustainably sourced local favorites while discovering the stories behind America’s …More

Boston, USA

Explore Boston’s seafood scene on a small-group, behind-the-scenes tour of the historic Fish Pier, tasting sustainably sourced local favorites while discovering the stories behind America’s...

2 hours 30 minutes Free Cancellation
4.9 (698)
from
$77
Boston's Freedom Trail and Charming Beacon Hill Tour

Go beyond the Freedom Trail and experience modern Boston through the city’s incredible history.  From the iconic Boston Harbor, to the famous Freedom Trail, into …More

Boston, USA

Go beyond the Freedom Trail and experience modern Boston through the city’s incredible history.  From the iconic Boston Harbor, to the famous Freedom Trail, into...

2 hours Free Cancellation
4.9 (691)
from
$30
North End Boston Food Tour: Pizza, Pasta, Pastry, Wine,Apertivo

As a lifelong resident of the North End of Boston this isn’t just about what you eat—it’s about where you are and who you’re with. …More

Likely to Sell Out
Likely to Sell Out
Boston, USA

As a lifelong resident of the North End of Boston this isn’t just about what you eat—it’s about where you are and who you’re with....

2 to 3 hours Free Cancellation
5.0 (587)
from
$98
Boston North End Food Tour with Wine and Limoncello Tasting

We never leave the neighborhood – we only walk three blocks. But we metaphorically travel the whole peninsula of Italy, tasting the regional foods so …More

Boston, USA

We never leave the neighborhood – we only walk three blocks. But we metaphorically travel the whole peninsula of Italy, tasting the regional foods so...

3 hours Free Cancellation
5.0 (540)
from
$100
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

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
Walk the Historic Freedom Trail with Costumed Guide

Walk the historic Freedom Trail with us and see 11 of 16 sights, the perfect length to keep you absorbed and entertained while learning at …More

Likely to Sell Out
Likely to Sell Out
Boston, USA

Walk the historic Freedom Trail with us and see 11 of 16 sights, the perfect length to keep you absorbed and entertained while learning at...

1 hour 30 minutes Free Cancellation
4.8 (371)
from
$30
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 …More

Salem, USA

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...

90 to 105 minutes Free Cancellation
4.9 (359)
from
$28
Forest Lore Tour

Unlike any walking tour in Salem, the Forest Lore Tour takes you outside the heart of downtown and into one of the few remaining wild …More

Salem, USA
4.9 (325)

Forest Lore Tour

Unlike any walking tour in Salem, the Forest Lore Tour takes you outside the heart of downtown and into one of the few remaining wild...

60 to 90 minutes Free Cancellation
4.9 (325)
from
$43
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

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 (268)
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

Likely to Sell Out
Likely to Sell Out
Boston, USA

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
Boston Seafood Lovers Food and History Walking Tour

A true sea food lover never settles for just samples. Enjoy a FULL SIZE Lobster Roll at one of four Sit-Down stops on this unique …More

Boston, USA

A true sea food lover never settles for just samples. Enjoy a FULL SIZE Lobster Roll at one of four Sit-Down stops on this unique...

2 hours 45 minutes Free Cancellation
4.9 (245)
from
$179
Boston's Revolutionary and Drunken Past with Beer Included

When visiting Boston, the Freedom Trail is a must-do activity, but why not see historic sites while drinking beer? Join Ye Olde Tavern Tours to …More

Boston, USA

When visiting Boston, the Freedom Trail is a must-do activity, but why not see historic sites while drinking beer? Join Ye Olde Tavern Tours to...

2 hours
5.0 (216)
from
$91
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

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
North End and Boston Market District 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 …More

Boston, USA

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...

3 hours 30 minutes Free Cancellation
4.9 (185)
from
$125
Boston Private Food Tour with 6+ Authentic Tastings

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 …More

Likely to Sell Out
Likely to Sell Out
Boston, USA

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...

3 hours
5.0 (181)
from
$160
Boston Historic Pubs Tour with Drinks and Tastings Included

Raise a pint to the spirits of Samuel Adams, Paul Revere and George Washington as you relive almost 400 years of Tavern History in Boston. …More

Boston, USA

Raise a pint to the spirits of Samuel Adams, Paul Revere and George Washington as you relive almost 400 years of Tavern History in Boston....

3 hours 30 minutes Free Cancellation
4.9 (175)
from
$149
Salem Kids Slightly Spooky Tour

This experience is for kids age 6-14. Meets at 18 Broad St. Salem. All of the guides are certified teachers who hold Master's degrees in …More

Salem, USA

This experience is for kids age 6-14. Meets at 18 Broad St. Salem. All of the guides are certified teachers who hold Master's degrees in...

1 hour Free Cancellation
4.9 (172)
from
$20
Beacon Hill Boston Walking Tour: History + Fun Photo Tips

Don’t miss Beacon Hill’s charming fall decorations, adding a festive touch to its historic and picturesque streets! Explore Beacon Hill on a small-group walking tour …More

Likely to Sell Out
Likely to Sell Out
Boston, USA

Don’t miss Beacon Hill’s charming fall decorations, adding a festive touch to its historic and picturesque streets! Explore Beacon Hill on a small-group walking tour...

1 hour 30 minutes Free Cancellation
4.9 (171)
from
$45
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

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
Illustrious Schools: Group Tour of MIT And Harvard

The tour starts on the MIT campus, where you will follow your guide to learn about the school's history, famous pranks, inventions, and much more! …More

Likely to Sell Out
Likely to Sell Out
Cambridge, USA

The tour starts on the MIT campus, where you will follow your guide to learn about the school's history, famous pranks, inventions, and much more!...

3 hours 30 minutes Free Cancellation
4.9 (152)
from
$52

Frequently Asked Questions

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

Recent tour reviews
Activity name

Massachusetts Tours
Attractions
Guides
Calendar