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 →

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'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

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

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 Politically Incorrect North End Food Tour

As the title suggests, Boston’s “Politically Incorrect “ Food Tour isn’t going to be your typical food tour. With his no BS style, your tour …More

Boston, USA

4.8 (847)

Boston’s Politically Incorrect North End Food Tour

As the title suggests, Boston’s “Politically Incorrect “ Food Tour isn’t going to be your typical food tour. With his no BS style, your tour...

3 hours Free Cancellation

4.8 (847)

from
$99

Boston North End Food and History Tour Stories Behind the Bites

Discover Boston's oldest neighborhood on a food tour that's equal parts delicious and "mostly" accurate. Join a local guide as you wander the cobblestone streets …More

Boston, USA

5.0 (8)

Boston North End Food and History Tour Stories Behind the Bites

Discover Boston's oldest neighborhood on a food tour that's equal parts delicious and "mostly" accurate. Join a local guide as you wander the cobblestone streets...

3 hours Free Cancellation

5.0 (8)

from
$99

Boston North End Food Tour with Wine and Limoncello Tasting

We never leave the neighborhood – we only walk three blocks. But we metaphorically travel the whole peninsula of Italy, tasting the regional foods so …More

Boston, USA

5.0 (540)

Boston North End Food Tour with Wine and Limoncello Tasting

We never leave the neighborhood – we only walk three blocks. But we metaphorically travel the whole peninsula of Italy, tasting the regional foods so...

3 hours Free Cancellation

5.0 (540)

from
$100

North End Food Tour: Taste Boston's Italian Heritage

Welcome to the North End Food Tour! One of Boston's oldest and most important neighborhoods, the North End is most known for its multi-generation Italian-American …More

Boston, USA

5.0 (57)

North End Food Tour: Taste Boston's Italian Heritage

Welcome to the North End Food Tour! One of Boston's oldest and most important neighborhoods, the North End is most known for its multi-generation Italian-American...

2 to 3 hours Free Cancellation

5.0 (57)

from
$100

Harvard Square Cambridge Food & Walking Tour

Calling all foodies! We'd love to take you on a Food Tour neighborhood adventure in Harvard Square! Join us for a delicious culinary adventure through …More

Cambridge, USA

4.8 (5)

Harvard Square Cambridge Food & Walking Tour

Calling all foodies! We'd love to take you on a Food Tour neighborhood adventure in Harvard Square! Join us for a delicious culinary adventure through...

2 hours

4.8 (5)

from
$100

Union Square, Somerville Neighborhood Food Tour

Join us for a fun foodie adventure through Union Square, Somerville - a neighborhood like Brooklyn, NY that is bursting with culture, historical significance, and …More

Cambridge, USA

4.8 (5)

Union Square, Somerville Neighborhood Food Tour

Join us for a fun foodie adventure through Union Square, Somerville - a neighborhood like Brooklyn, NY that is bursting with culture, historical significance, and...

150 to 180 minutes

4.8 (5)

from
$100

Central Square Cambridge Food and Mural Arts Guided Walking Tour

Have fun and unleash your inner art critic while exploring Central Square, Cambridge with us. Home to a vibrant public art scene, including iconic Graffiti …More

Cambridge, USA

4.0 (3)

Central Square Cambridge Food and Mural Arts Guided Walking Tour

Have fun and unleash your inner art critic while exploring Central Square, Cambridge with us. Home to a vibrant public art scene, including iconic Graffiti...

2 hours 30 minutes

4.0 (3)

from
$100

Freedom Trail and North End History and Culinary Delights Tour

This small-group tour stands out by offering an intimate, authentic experience, allowing guests to connect more deeply with Boston’s local stories. With a focus on …More

Boston, USA

5.0 (1)

Freedom Trail and North End History and Culinary Delights Tour

This small-group tour stands out by offering an intimate, authentic experience, allowing guests to connect more deeply with Boston’s local stories. With a focus on...

4 hours Free Cancellation

5.0 (1)

from
$102

Private Tour of Boston for Families & Kids

Spend a great day in Boston learning about history and exploring all the top attractions! The tour is designed to be fun for the whole …More

Boston, USA

5.0 (2)

Private Tour of Boston for Families & Kids

Spend a great day in Boston learning about history and exploring all the top attractions! The tour is designed to be fun for the whole...

4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$104

Ready to taste Ptown? Lace up for a 2-hour trek through history and coastal rebel lore. You’ll track the footsteps of Anthony Bourdain and dive …More

Cape Cod, USA

5.0 (20)

Local Legends and Lobster Roll Tour

Ready to taste Ptown? Lace up for a 2-hour trek through history and coastal rebel lore. You’ll track the footsteps of Anthony Bourdain and dive...

2 hours Free Cancellation

5.0 (20)

from
$105

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

Boston: Harvard & Cambridge Walking Food Tour

On our Secret Food Tour: Boston – Harvard & Cambridge, you'll escape the hustle and bustle of downtown to explore a charming New England college …More

Cambridge, USA

4.9 (18)

Boston: Harvard & Cambridge Walking Food Tour

On our Secret Food Tour: Boston – Harvard & Cambridge, you'll escape the hustle and bustle of downtown to explore a charming New England college...

3 hours Free Cancellation

4.9 (18)

from
$119

Flavor Walk Boston Food Tour Haymarket through North End

Explore Boston's culinary scene on The Flavor Walk Food Tour, an immersive guided experience through historic Haymarket and the beloved North End. Enjoy six iconic …More

Boston, USA

5.0 (2)

Flavor Walk Boston Food Tour Haymarket through North End

Explore Boston's culinary scene on The Flavor Walk Food Tour, an immersive guided experience through historic Haymarket and the beloved North End. Enjoy six iconic...

2 hours 30 minutes Free Cancellation

5.0 (2)

from
$119

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

Museum of Fine Arts in Boston Guided Tour with Chinese Guide

Experience the Museum of Fine Arts, Boston like never before on an exclusive Chinese-guided small-group tour (max 8 guests), designed to provide an immersive and …More

Boston, USA

4.0 (1)

Museum of Fine Arts in Boston Guided Tour with Chinese Guide

Experience the Museum of Fine Arts, Boston like never before on an exclusive Chinese-guided small-group tour (max 8 guests), designed to provide an immersive and...

2 hours Free Cancellation

4.0 (1)

from
$124

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