Top Massachusetts Historical & Heritage Tours

Q: What are the best options for Massachusetts Historical & Heritage Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Massachusetts Historical & Heritage Tours are: A Taste of the Freedom Trail: Iconic Boston Food & History Tour Boston: Underground Railroad History Tour of Beacon Hill Historian's Guide to the Salem Witch Trials Real Pirates Salem Museum General Admission Ticket 2 Hour Boston Segway Tour

Q: What are the best kid-friendly options for Massachusetts Historical & Heritage Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Massachusetts Historical & Heritage Tours are: Boston Hop-On Hop-Off Trolley Tour with 11 Stops History and Hauntings of Salem Guided Walking Tour Salem Ghost Tour Harvard University Campus Guided Walking Tour Tour of Historic Fenway Park, America's Most Beloved Ballpark View all kid-friendly Tours →

Q: Which Massachusetts Historical & Heritage Tours have Instant Confirmation?

Massachusetts Historical & Heritage Tours with Instant Confirmation include: Boston Hop-On Hop-Off Trolley Tour with 11 Stops History and Hauntings of Salem Guided Walking Tour Salem Ghost Tour Harvard University Campus Guided Walking Tour Tour of Historic Fenway Park, America's Most Beloved Ballpark View all Tours with Instant Confirmation →

Q: I need a ride! Which Massachusetts Historical & Heritage Tours have Hotel Pickup?

No problem. These Massachusetts Historical & Heritage Tours include Hotel Pickup: Private Day Trip to Lexington and Concord from Boston Salem Full Day Private Tour from Boston Cambridge, Lexington, & Concord: Private Revolutionary War Tour Day Trip from Boston To Salem Witch Exhibits Experience Martha's Vineyard #1 Private Tours for up to 6 people 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 →

A Taste of the Freedom Trail: Iconic Boston Food & History Tour

Experience Boston's iconic Freedom Trail through its most legendary dishes. Savor generous tastings of New England classics, including creamy clam chowder, a classic lobster roll, …More

Boston, USA

5.0 (63)

A Taste of the Freedom Trail: Iconic Boston Food & History Tour

Experience Boston's iconic Freedom Trail through its most legendary dishes. Savor generous tastings of New England classics, including creamy clam chowder, a classic lobster roll,...

3 hours Free Cancellation

5.0 (63)

from
$135

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

Historian's Guide to the Salem Witch Trials

This tour is only given by Krystina, a historian specializing in the history of witchcraft that has presented academically both nationally and internationally. This tour …More

Salem, USA

4.9 (65)

Historian's Guide to the Salem Witch Trials

This tour is only given by Krystina, a historian specializing in the history of witchcraft that has presented academically both nationally and internationally. This tour...

2 hours Free Cancellation

4.9 (65)

from
$30

Real Pirates Salem Museum General Admission Ticket

Immerse yourself in the real-life stories of real pirates! Featuring Black Sam Bellamy – one of the youngest most successful pirates of all time, and …More

Salem, USA

4.9 (283)

Real Pirates Salem Museum General Admission Ticket

Immerse yourself in the real-life stories of real pirates! Featuring Black Sam Bellamy – one of the youngest most successful pirates of all time, and...

60 to 90 minutes Free Cancellation

4.9 (283)

from
$22

Get the true Boston experience with your 2-hour Segway tour! Starting with the same route as your 1-hour tour before gliding your way through the …More

Boston, USA

5.0 (217)

2 Hour Boston Segway Tour

Get the true Boston experience with your 2-hour Segway tour! Starting with the same route as your 1-hour tour before gliding your way through the...

2 hours 30 minutes

5.0 (217)

from
$99

Downtown Freedom Trail, Beacon Hill & Back Bay Walking Tour

See THREE AREAS on our Walking Tour: The Freedom Trail Downtown, Beacon Hill and Back Bay! No Costumes! No Huge Groups! Enjoy Boston's history, vibrant …More

Boston, USA

4.7 (463)

Downtown Freedom Trail, Beacon Hill & Back Bay Walking Tour

See THREE AREAS on our Walking Tour: The Freedom Trail Downtown, Beacon Hill and Back Bay! No Costumes! No Huge Groups! Enjoy Boston's history, vibrant...

2 hours Free Cancellation

4.7 (463)

from
$45

Downtown Freedom Trail Walking Tour - History & Architecture

No Costumes! No Yelling! No Huge Tour Group! Just the best in learning about Boston. Experience the history, architecture and culture of Boston wrapped in …More

Boston, USA

4.6 (188)

Downtown Freedom Trail Walking Tour - History & Architecture

No Costumes! No Yelling! No Huge Tour Group! Just the best in learning about Boston. Experience the history, architecture and culture of Boston wrapped in...

1 hour 10 minutes Free Cancellation

4.6 (188)

from
$30

Underground Boston Ghost Tours: Gravestones & Gunpowder

Join us for a spine-tingling adventure through Boston's historic district on our captivating walking ghost tour. Led by an expert local guide, this tour intertwines …More

Boston, USA

4.3 (269)

Underground Boston Ghost Tours: Gravestones & Gunpowder

Join us for a spine-tingling adventure through Boston's historic district on our captivating walking ghost tour. Led by an expert local guide, this tour intertwines...

1 hour Free Cancellation

4.3 (269)

from
$26

Boston "Death and Dying" Walking Ghost Tour

Looking for a ghost tour that goes beyond the bumps in the night? Welcome to Death & Dying, Boston’s adults-only ghost tour—and easily the most …More

Boston, USA

4.5 (221)

Boston "Death and Dying" Walking Ghost Tour

Looking for a ghost tour that goes beyond the bumps in the night? Welcome to Death & Dying, Boston’s adults-only ghost tour—and easily the most...

1 hour 30 minutes Free Cancellation

4.5 (221)

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

Cambridge, USA

4.9 (152)

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!...

3 hours 30 minutes Free Cancellation

4.9 (152)

from
$52

Glide through over 400 years of Boston history on Wander Boston's award-winning immersive historic e-bike tour. Lead by an expert guide who will provide live …More

Boston, USA

4.8 (117)

Boston's Historic Electric Bike Tour

Glide through over 400 years of Boston history on Wander Boston's award-winning immersive historic e-bike tour. Lead by an expert guide who will provide live...

2 hours 30 minutes Free Cancellation

4.8 (117)

from
$78

Step beyond the typical Salem ghost tour with Wicked Ghost Hunters. Our 90-minute paranormal walking tour is led by real paranormal investigators who share Salem’s …More

Salem, USA

4.3 (91)

Salem Paranormal Ghost Tours

Step beyond the typical Salem ghost tour with Wicked Ghost Hunters. Our 90-minute paranormal walking tour is led by real paranormal investigators who share Salem’s...

1 hour 30 minutes Free Cancellation

4.3 (91)

from
$30

Plimoth Patuxet Admission with Mayflower II & Plimoth Grist Mill

It's America's Founding story! Plimoth Patuxet Museums is a living history museum that tells the story of the historic events of America's founding story: the …More

Plymouth, USA

4.5 (483)

Plimoth Patuxet Admission with Mayflower II & Plimoth Grist Mill

It's America's Founding story! Plimoth Patuxet Museums is a living history museum that tells the story of the historic events of America's founding story: the...

4 to 5 hours Free Cancellation

4.5 (483)

from
$35

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Recommended: Purchase one tour per car, not per person. Everyone listens together! Discover the natural beauty of New England’s most picturesque coastline with this narrated …More

Gloucester, USA

4.3 (112)

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Recommended: Purchase one tour per car, not per person. Everyone listens together! Discover the natural beauty of New England’s most picturesque coastline with this narrated...

2 to 3 hours Free Cancellation

4.3 (112)

from
$17

We are so excited to show you all that the city has to offer in such a short amount of time! From historical landmarks to …More

Boston, USA

5.0 (75)

1 Hour Boston Segway Tour

We are so excited to show you all that the city has to offer in such a short amount of time! From historical landmarks to...

1 hour 30 minutes

5.0 (75)

from
$69

Historically, Salem isn't known for positive outcomes from chatter, but that's just because there's never been a mouth like Lucinda Lipol's to do the job! …More

Salem, USA

5.0 (123)

The Lucinda Lipol Tour of Salem

Historically, Salem isn't known for positive outcomes from chatter, but that's just because there's never been a mouth like Lucinda Lipol's to do the job!...

1 hour Free Cancellation

5.0 (123)

from
$30

Salem's Spooky Spectres Walking Ghost Tour

Discover Salem's darkest secrets on our 60-75 minute Ghost Tour. Our expert guides will lead you to the spookiest spots in the heart of Salem, …More

Salem, USA

4.5 (271)

Salem's Spooky Spectres Walking Ghost Tour

Discover Salem's darkest secrets on our 60-75 minute Ghost Tour. Our expert guides will lead you to the spookiest spots in the heart of Salem,...

60 to 75 minutes

4.5 (271)

from
$33

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

4.9 (175)

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....

3 hours 30 minutes Free Cancellation

4.9 (175)

from
$149

We are unique as we are the oldest tour company on the historic island of Nantucket. From the early days when Chester Barrett founded the …More

Nantucket, USA

4.8 (218)

Historical Tour of Nantucket

We are unique as we are the oldest tour company on the historic island of Nantucket. From the early days when Chester Barrett founded the...

1 hour 30 minutes Free Cancellation

4.8 (218)

from
$57

Newport Small-Group Day Tour: The Breakers & Marble House

Travel from Boston to Newport for a small-group day trip through the elegance of the Gilded Age. Tour The Breakers and Marble House with included …More

Boston, USA

4.8 (130)

Newport Small-Group Day Tour: The Breakers & Marble House

Travel from Boston to Newport for a small-group day trip through the elegance of the Gilded Age. Tour The Breakers and Marble House with included...

8 to 10 hours Free Cancellation

4.8 (130)

from
$169

Frequently Asked Questions

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

What are the best options for Massachusetts Historical & Heritage Tours?

What are the best kid-friendly options for Massachusetts Historical & Heritage Tours Tours?

Which Massachusetts Historical & Heritage Tours have Instant Confirmation?

Which Massachusetts Historical & Heritage Tours have Free Cancellation?

Massachusetts Historical & Heritage Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Massachusetts Historical & Heritage Tours have Hotel Pickup?

Got any more Massachusetts trip ideas?

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