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 →

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

Boston, USA

5.0 (589)

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....

2 to 3 hours Free Cancellation

5.0 (589)

from
$98

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

Boston's Food and History: North End, Freedom Trail, Beacon Hill

Uncover Boston’s best-kept secrets on a walking tour that blends history, culture, and flavor. Wander through the iconic North End, tasting fresh bread, pastries, pizza, …More

Boston, USA

4.9 (1,930)

Boston's Food and History: North End, Freedom Trail, Beacon Hill

Uncover Boston’s best-kept secrets on a walking tour that blends history, culture, and flavor. Wander through the iconic North End, tasting fresh bread, pastries, pizza,...

5 hours Free Cancellation

4.9 (1,930)

from
$91

Toast to Ptown’s past on a Commercial Street stroll blending craft cocktails and bohemian history. Perfect for drink lovers and history buffs, this tour celebrates …More

Cape Cod, USA

5.0 (27)

The Martinis & Mingle Tour

Toast to Ptown’s past on a Commercial Street stroll blending craft cocktails and bohemian history. Perfect for drink lovers and history buffs, this tour celebrates...

1 hour 30 minutes Free Cancellation

5.0 (27)

from
$88

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
$75

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

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

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

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

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

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

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

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 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

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)