Top Massachusetts Tours & Sightseeing

Q: Which Massachusetts Tours & Sightseeing have Instant Confirmation?

Massachusetts Tours & Sightseeing with Instant Confirmation include: History and Hauntings of Salem Guided Walking Tour Harvard University Campus Guided Walking Tour The Full Revolutionary Story Epic Small-Group Boston Walking Tour Boston's Food and History: North End, Freedom Trail, Beacon Hill Boston Sweet Treats Food Tour: Fresh Donuts, Cider & Much More View all Tours with Instant Confirmation →

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

No problem. These Massachusetts Tours & Sightseeing include Hotel Pickup: Boston Private 3-Hour Tour by Car Experience Martha's Vineyard #1 Private Tours for up to 6 people Day Trip from Boston To Salem Witch Exhibits Best Boston Small Group Tour: I Know the Secrets Others Don't! Boston Sightseeing Tour - a fully-narrated driving tour 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 →

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

5.0 (216)

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...

2 hours

5.0 (216)

from
$91

The Escape Game Dedham: Epic 60-Minute Adventures at Legacy Place

The Escape Game Dedham offers five immersive games including Timeliner: Train Through Time, one of our newest escape rooms. Every family-friendly option features multiple rooms …More

5.0 (195)

The Escape Game Dedham: Epic 60-Minute Adventures at Legacy Place

The Escape Game Dedham offers five immersive games including Timeliner: Train Through Time, one of our newest escape rooms. Every family-friendly option features multiple rooms...

1 hour 15 minutes Free Cancellation

5.0 (195)

from
$41

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

4.9 (185)

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...

3 hours 30 minutes Free Cancellation

4.9 (185)

from
$125

The Signature Boston Brew Tour is the perfect introduction to Boston's impressive and world-renowned craft beverage scene. On this compact, three and a half hour …More

Boston, USA

4.9 (184)

Boston Signature Guided Brewery Tour

The Signature Boston Brew Tour is the perfect introduction to Boston's impressive and world-renowned craft beverage scene. On this compact, three and a half hour...

3 hours 30 minutes Free Cancellation

4.9 (184)

from
$105

Immersive Costume Photography Salem MA Pequot House Herbal Hearth

The Herbal Hearth – Colonial Keeping Room Kitchen - A photo set that includes a Huge colonial fireplace, a large gathering table, hutches with apothecary …More

Salem, USA

4.9 (181)

Immersive Costume Photography Salem MA Pequot House Herbal Hearth

The Herbal Hearth – Colonial Keeping Room Kitchen - A photo set that includes a Huge colonial fireplace, a large gathering table, hutches with apothecary...

45 minutes Free Cancellation

4.9 (181)

from
$47

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

Boston, USA

5.0 (181)

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...

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

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

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

Boston, USA

4.9 (171)

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...

1 hour 30 minutes Free Cancellation

4.9 (171)

from
$45

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

This private car tour is the perfect way to orientate yourself to Boston, to see not just the historic sites, but the entire city. On …More

Boston, USA

5.0 (148)

Boston Private 3-Hour Tour by Car

This private car tour is the perfect way to orientate yourself to Boston, to see not just the historic sites, but the entire city. On...

3 hours Hotel pickup offered Free Cancellation

5.0 (148)

from
$550

Lexington & Concord 250th Birthday Tour with Concord Museum Entry

A Once-In-A-Lifetime Historical Tour Event! Celebrate the anniversary America's Independence. The tour departs from Boston through Cambridge to Lexington and Concord. Great Boston Tours offers …More

Boston, USA

4.8 (135)

Lexington & Concord 250th Birthday Tour with Concord Museum Entry

A Once-In-A-Lifetime Historical Tour Event! Celebrate the anniversary America's Independence. The tour departs from Boston through Cambridge to Lexington and Concord. Great Boston Tours offers...

7 to 8 hours Free Cancellation

4.8 (135)

from
$159

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

Experience Martha's Vineyard #1 Private Tours for up to 6 people

This private tour for up to 6ppl will introduce the history of our 6 unique towns! Oak Bluffs, a Victorian seaside, built around the Methodist …More

Martha's Vineyard, USA

4.9 (128)

Experience Martha's Vineyard #1 Private Tours for up to 6 people

This private tour for up to 6ppl will introduce the history of our 6 unique towns! Oak Bluffs, a Victorian seaside, built around the Methodist...

3 hours Hotel pickup offered Free Cancellation

4.9 (128)

from
$550

Recognized by Yelp as Massachusetts' #1 food tour in 2025! Small, intimate tours. Why book Boston Foodie Tours' North End Neighborhood Tour? Just ask recent …More

Boston, USA

4.9 (123)

Public North End Neighborhood Food Tour

Recognized by Yelp as Massachusetts' #1 food tour in 2025! Small, intimate tours. Why book Boston Foodie Tours' North End Neighborhood Tour? Just ask recent...

3 hours 30 minutes Free Cancellation

4.9 (123)

from
$120

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

Boston Architectural Landmarks & History Tour with Photo Tips

Boston’s architectural history is spread across several neighborhoods—this small-group walking tour links Back Bay, the Public Garden, and Beacon Hill with commentary from a Boston …More

Boston, USA

5.0 (113)

Boston Architectural Landmarks & History Tour with Photo Tips

Boston’s architectural history is spread across several neighborhoods—this small-group walking tour links Back Bay, the Public Garden, and Beacon Hill with commentary from a Boston...

2 hours Free Cancellation

5.0 (113)

from
$55

Day Trip from Boston To Salem Witch Exhibits

Join us on a journey from the vibrant city of Boston to the historic town of Salem, Massachusetts. Our expert guides will take you on …More

Cambridge, USA

4.8 (105)

Day Trip from Boston To Salem Witch Exhibits

Join us on a journey from the vibrant city of Boston to the historic town of Salem, Massachusetts. Our expert guides will take you on...

8 to 9 hours Hotel pickup offered Free Cancellation

4.8 (105)

from
$190

We will be walking all around the great city of Boston. Along the way, as you look at the city that stands today, I will …More

Boston, USA

5.0 (100)

1 If By Land Walking Tours

We will be walking all around the great city of Boston. Along the way, as you look at the city that stands today, I will...

2 hours 30 minutes Free Cancellation

5.0 (100)

from
$45

Chatham Bites and Sights Walking Guided Food Tasting Tour

Taste your way through the heart of Cape Cod on a relaxed, flavor-packed food tour through Chatham’s most iconic streets and hidden gems. Led by …More

Cape Cod, USA

5.0 (91)

Chatham Bites and Sights Walking Guided Food Tasting Tour

Taste your way through the heart of Cape Cod on a relaxed, flavor-packed food tour through Chatham’s most iconic streets and hidden gems. Led by...

3 hours Free Cancellation

5.0 (91)

from
$119

Private, Guided Sightseeing Tour of Marthas Vineyard Island(3hrs)

-Offering private tours of beautiful Marthas' Vineyard Island specifically for small groups of people (5 max) looking for a truly unique experience. -Relax and enjoy …More

Martha's Vineyard, USA

4.9 (91)

Private, Guided Sightseeing Tour of Marthas Vineyard Island(3hrs)

-Offering private tours of beautiful Marthas' Vineyard Island specifically for small groups of people (5 max) looking for a truly unique experience. -Relax and enjoy...

3 hours Free Cancellation

4.9 (91)

from
$650

Frequently Asked Questions

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

What are the best options for Massachusetts Tours & Sightseeing?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Massachusetts Tours & Sightseeing are:

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

Which Massachusetts Tours & Sightseeing have Instant Confirmation?

Which Massachusetts Tours & Sightseeing have Free Cancellation?

Massachusetts Tours & Sightseeing 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 Tours & Sightseeing have Hotel Pickup?

Got any more Massachusetts trip ideas?

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