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 →

Calling all chocoholics! Let us romance your senses on a Harvard Square, Cambridge Chocolate Tour! Join us for a delectable adventure through historical Harvard Square. …More

Cambridge, USA

4.4 (14)

Harvard Square Chocolate Tour

Calling all chocoholics! Let us romance your senses on a Harvard Square, Cambridge Chocolate Tour! Join us for a delectable adventure through historical Harvard Square....

1 hour 30 minutes

4.4 (14)

from
$60

Double Trouble Combination Pass: 2 Tours (History & Ghost Tours)

Save $5 on two tours! Learn about Salem's dark past in "Steps Through 1692" OR "Wandering Witches" & then join us at night for "Salem's …More

Salem, USA

4.5 (53)

Double Trouble Combination Pass: 2 Tours (History & Ghost Tours)

Save $5 on two tours! Learn about Salem's dark past in "Steps Through 1692" OR "Wandering Witches" & then join us at night for "Salem's...

3 hours

4.5 (53)

from
$61

Back Bay Chocolate and Art Galleries Tour

Back Bay is one of Boston's most beautiful neighborhoods and a city-planning masterclass that illustrates American architecture's changing tastes and stylistic evolution from the mid-to-late …More

Boston, USA

5.0 (39)

Back Bay Chocolate and Art Galleries Tour

Back Bay is one of Boston's most beautiful neighborhoods and a city-planning masterclass that illustrates American architecture's changing tastes and stylistic evolution from the mid-to-late...

2 hours 30 minutes Free Cancellation

5.0 (39)

from
$65

Boston’s Freedom Trail: Private Tour including Paul Revere House

Visit the best of Boston on a half-day tour, discovering the best of the Freedom Trail on your private tour of Boston’s highlights. Along your …More

Boston, USA

3.0 (1)

Boston’s Freedom Trail: Private Tour including Paul Revere House

Visit the best of Boston on a half-day tour, discovering the best of the Freedom Trail on your private tour of Boston’s highlights. Along your...

3 hours Free Cancellation

3.0 (1)

from
$65

Join Your guide Cathy and embark on a captivating journey through Provincetown’s West End, where the sands of time meet the tides of history. This …More

Cape Cod, USA

4.9 (7)

Provincetown West End History Tour

Join Your guide Cathy and embark on a captivating journey through Provincetown’s West End, where the sands of time meet the tides of history. This...

1 hour 30 minutes Free Cancellation

4.9 (7)

from
$68

Private Boston Movie Mile Guided Walking Tour

Tour the Boston Common and Beacon Hill areas and visit more than 30 movie locations on this captivating private movie and TV walking tour! This …More

Boston, USA

5.0 (12)

Private Boston Movie Mile Guided Walking Tour

Tour the Boston Common and Beacon Hill areas and visit more than 30 movie locations on this captivating private movie and TV walking tour! This...

1 hour 30 minutes

5.0 (12)

from
$69

Boston Sweet Treats Food Tour: Fresh Donuts, Cider & Much More

Recently voted as one of Cool Shore Excursions's top food tours in the US. Explore Boston’s sweetest side on the Underground Donut Tour, a delicious …More

Boston, USA

4.9 (1,456)

Boston Sweet Treats Food Tour: Fresh Donuts, Cider & Much More

Recently voted as one of Cool Shore Excursions's top food tours in the US. Explore Boston’s sweetest side on the Underground Donut Tour, a delicious...

2 hours Free Cancellation

4.9 (1,456)

from
$70

Harvard Square's Sweetest Food Tour: Donuts, Sweet Treats & More

Our tour begins at the Charles Hotel to make sure you get your morning fix before we quickly head over to our first stop, Union …More

Cambridge, USA

5.0 (62)

Harvard Square's Sweetest Food Tour: Donuts, Sweet Treats & More

Our tour begins at the Charles Hotel to make sure you get your morning fix before we quickly head over to our first stop, Union...

2 hours Free Cancellation

5.0 (62)

from
$70

Boston Haunted Donut Tour: Sweet Treats and Spooky Stories

Discover the sweeter and spookier side of Boston on this haunted donut walking tour. Enjoy delicious donuts and sweet treats while exploring the city’s eerie …More

Boston, USA

5.0 (21)

Boston Haunted Donut Tour: Sweet Treats and Spooky Stories

Discover the sweeter and spookier side of Boston on this haunted donut walking tour. Enjoy delicious donuts and sweet treats while exploring the city’s eerie...

2 hours Free Cancellation

5.0 (21)

from
$70

Boston Holiday Food Tour: Donuts, Sweet Treats & Holiday Cheer

Your holiday tour begins in the Financial District at Kane’s Donuts where we’ll sample several of their daily flavors. After which, we’ll take a leisurely …More

Boston, USA

5.0 (1)

Boston Holiday Food Tour: Donuts, Sweet Treats & Holiday Cheer

Your holiday tour begins in the Financial District at Kane’s Donuts where we’ll sample several of their daily flavors. After which, we’ll take a leisurely...

2 hours Free Cancellation

5.0 (1)

from
$70

Private Walking Tour with a Local Guide in Boston

Boston can sometimes feel inaccessible to foreign visitors. Take the mystery out of your visit by exploring with a local on a private walking tour. …More

Boston, USA

5.0 (2)

Private Walking Tour with a Local Guide in Boston

Boston can sometimes feel inaccessible to foreign visitors. Take the mystery out of your visit by exploring with a local on a private walking tour....

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$74

There’s tons of options for things to do in this city, and tons of Tour Guides…while you’re here, come hang out with the most colorful …More

Boston, USA

5.0 (14)

Pizza Beer and Paul Revere Tour

There’s tons of options for things to do in this city, and tons of Tour Guides…while you’re here, come hang out with the most colorful...

2 hours Free Cancellation

5.0 (14)

from
$75

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

4.9 (702)

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...

2 hours 30 minutes Free Cancellation

4.9 (702)

from
$77

Freedom Trail Walking Tour with Bunker Hill and USS Constitution

Most tours of the Freedom Trail are partial tours, skipping sections to save time. This tours will take you from start to finish -- with …More

Boston, USA

5.0 (914)

Freedom Trail Walking Tour with Bunker Hill and USS Constitution

Most tours of the Freedom Trail are partial tours, skipping sections to save time. This tours will take you from start to finish -- with...

4 hours Free Cancellation

5.0 (914)

from
$79

Learn about how the city once known for the infamous Salem Witch Trials has become the home of one of the largest communities of Wiccans …More

Salem, USA

5.0 (12)

Salem Witch Tour

Learn about how the city once known for the infamous Salem Witch Trials has become the home of one of the largest communities of Wiccans...

1 to 2 hours Free Cancellation

5.0 (12)

from
$80

Group Guided Walking Food Tour of Hyannis and Local Insights

The Cape Cod Food Tour offers a delightful culinary adventure through historic Hyannis, where food lovers can savor a range of local delicacies. Stroll along …More

Cape Cod, USA

5.0 (2)

Group Guided Walking Food Tour of Hyannis and Local Insights

The Cape Cod Food Tour offers a delightful culinary adventure through historic Hyannis, where food lovers can savor a range of local delicacies. Stroll along...

3 hours

5.0 (2)

from
$80

Triple Threat Combo Pass: 3 TOURS (3:30pm, 5pm, & 7pm or 8:30pm)

Save $10 when you embark on all three captivating tours! Immerse yourself in tales of History, Mystery, and Magick through Salem's past and present: 1. …More

Salem, USA

4.7 (224)

Triple Threat Combo Pass: 3 TOURS (3:30pm, 5pm, & 7pm or 8:30pm)

Save $10 when you embark on all three captivating tours! Immerse yourself in tales of History, Mystery, and Magick through Salem's past and present: 1....

3 hours 15 minutes

4.7 (224)

from
$82

French-American Guided Tour of the Freedom Trail, Boston

Follow a professional historian, concerned about historical accuracy, able to address adults and children alike, in joy and good humor, to discuss the links between …More

Boston, USA

5.0 (1)

French-American Guided Tour of the Freedom Trail, Boston

Follow a professional historian, concerned about historical accuracy, able to address adults and children alike, in joy and good humor, to discuss the links between...

90 to 120 minutes Free Cancellation

5.0 (1)

from
$85

Boston North End Food Tour with Authentic Local Flavors & Dishes

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

4.8 (1,676)

Boston North End Food Tour with Authentic Local Flavors & Dishes

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...

2 to 3 hours Free Cancellation

4.8 (1,676)

from
$86

2-Hour Boston North End Food Tour with Authentic Italian Flavors

Dive into the historic grit and gourmet soul of the "Cradle of Liberty". We’ll bypass the typical tourist traps to explore the city’s oldest corridors, …More

Boston, USA

4.9 (43)

2-Hour Boston North End Food Tour with Authentic Italian Flavors

Dive into the historic grit and gourmet soul of the "Cradle of Liberty". We’ll bypass the typical tourist traps to explore the city’s oldest corridors,...

2 hours Free Cancellation

4.9 (43)

from
$86