Top Massachusetts Walking Tours

Q: Which Massachusetts Walking Tours have Instant Confirmation?

Massachusetts Walking Tours with Instant Confirmation include: 4 Day Boston and North East Coast Exploration Private 1.5-Hour Freedom Trail Walking Tour with Costumed Guide Private Boston Freedom Trail Walking Tour Cambridge Classics Harvard MIT and Everything In Between Boston Harvard Half Day Tour View all Tours with Instant Confirmation →

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

No problem. These Massachusetts Walking Tours include Hotel Pickup: Boston and Cambridge walking and driving private tour Salem half day private tour from Boston Private Customized Walking Tour of Boston Private 4-Hour Driving & Walking City Tour Private Walking Tour from Boston to Beacon Hill Freedom Trail Harborwalk 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 →

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

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

Boston Freedom Trail History Pub Crawl Small-Group Tour

The Independence Pub Crawl combines Boston’s revolutionary history with four iconic and unique pubs along the Freedom Trail. An expert local guide will share the …More

Boston, USA

4.9 (1,081)

Boston Freedom Trail History Pub Crawl Small-Group Tour

The Independence Pub Crawl combines Boston’s revolutionary history with four iconic and unique pubs along the Freedom Trail. An expert local guide will share the...

2 hours 15 minutes Free Cancellation

4.9 (1,081)

from
$60

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

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 (1,713)

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 (1,713)

from
$60

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

Boston, USA

4.8 (1,114)

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 (1,114)

from
$59

Interactive Mystery Scavenger Hunt in Boston

Channel your inner Sherlock Holmes in this mystery scavenger hunt around Boston! In "Murder by Boston Common," you are transported back to the year 1895. …More

Boston, USA

5.0 (1)

Interactive Mystery Scavenger Hunt in Boston

Channel your inner Sherlock Holmes in this mystery scavenger hunt around Boston! In "Murder by Boston Common," you are transported back to the year 1895....

1 to 2 hours Free Cancellation

5.0 (1)

from
$59

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

Boston, USA

5.0 (3,058)

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 (3,058)

from
$55

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

Beacon Hill + Public Garden Walking Tour: History+ Fun Photo Tips

Explore three of Boston’s most scenic attractions on a small-group walking tour in just two hours. A longtime local guide shares insightful historical commentary and …More

Boston, USA

4.9 (76)

Beacon Hill + Public Garden Walking Tour: History+ Fun Photo Tips

Explore three of Boston’s most scenic attractions on a small-group walking tour in just two hours. A longtime local guide shares insightful historical commentary and...

2 hours Free Cancellation

4.9 (76)

from
$55

Private Walking Tour of Freedom Trail and Little Italy

See every site on the Freedom Trail! This walking tour includes all 16 stops on the Freedom Trail, covering historical sites such as the Paul …More

Boston, USA

5.0 (8)

Private Walking Tour of Freedom Trail and Little Italy

See every site on the Freedom Trail! This walking tour includes all 16 stops on the Freedom Trail, covering historical sites such as the Paul...

4 hours 30 minutes Free Cancellation

5.0 (8)

from
$53

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 (153)

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 (153)

from
$52

Boston Historical Freedom Trail and Cheers Landmark Tour

Explore the ultimate highlights of one of America’s greatest cities with our comprehensive tour, blending history, culture, and heritage into one unforgettable experience. Delve into …More

Boston, USA

5.0 (7)

Boston Historical Freedom Trail and Cheers Landmark Tour

Explore the ultimate highlights of one of America’s greatest cities with our comprehensive tour, blending history, culture, and heritage into one unforgettable experience. Delve into...

2 hours 30 minutes Free Cancellation

5.0 (7)

from
$51

The Official "Hocus Pocus" Movie Locations Tour of Salem

***Please read the entire description before purchasing. 3 mile Walk and doesn’t end near start location *** Come celebrate Disney's blockbuster, Hocus Pocus! Starring Better …More

Salem, USA

4.8 (913)

The Official "Hocus Pocus" Movie Locations Tour of Salem

***Please read the entire description before purchasing. 3 mile Walk and doesn’t end near start location *** Come celebrate Disney's blockbuster, Hocus Pocus! Starring Better...

2 hours 30 minutes

4.8 (913)

from
$50

Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)

Get the full Massachusetts experience with this combo of walking and driving tours around Boston! You’ll find ten tours in one app - all highly …More

Gloucester, USA

4.7 (3)

Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)

Get the full Massachusetts experience with this combo of walking and driving tours around Boston! You’ll find ten tours in one app - all highly...

2 days Free Cancellation

4.7 (3)

from
$50

Tides Tales and Treasures A Salem Waterfront Walking Tour

Ahoy Mateys! Did you know that Salem was one of the most important ports of call in the United States? This historic walking tour dives …More

Salem, USA

5.0 (7)

Tides Tales and Treasures A Salem Waterfront Walking Tour

Ahoy Mateys! Did you know that Salem was one of the most important ports of call in the United States? This historic walking tour dives...

2 hours 30 minutes

5.0 (7)

from
$49

Boston Revolutionary Pub Crawl History Bars and Drinks

This history-driven pub crawl combines Revolutionary Boston with four wildly different bars, drinks, and stories. Over two hours, you’ll discover what connects Sam Adams Brewery, …More

Boston, USA

5.0 (7)

Boston Revolutionary Pub Crawl History Bars and Drinks

This history-driven pub crawl combines Revolutionary Boston with four wildly different bars, drinks, and stories. Over two hours, you’ll discover what connects Sam Adams Brewery,...

2 hours 30 minutes Free Cancellation

5.0 (7)

from
$49

Spirits and Superstitions A Friday the 13th Tour

This is the only tour in Salem which focuses on Friday the 13th, superstitions and local ghost stories. On this 90-minute tour, learn the secrets …More

Salem, USA

4.9 (7)

Spirits and Superstitions A Friday the 13th Tour

This is the only tour in Salem which focuses on Friday the 13th, superstitions and local ghost stories. On this 90-minute tour, learn the secrets...

1 hour 30 minutes

4.9 (7)

from
$48

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

Boston, USA

4.8 (3,395)

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 (3,395)

from
$45