Top Massachusetts Walking & Biking Tours

Q: Which Massachusetts Walking & Biking Tours have Instant Confirmation?

Massachusetts Walking & Biking Tours with Instant Confirmation include: Boston Scavenger Hunt & Highlights Self-Guided Walking Tour Martha's Vineyard at Your Pace: Iconic Cottages & Lighthouses Boston Record Breakers: Self-Guided Scavenger Hunt Harvard’s Secret Society: Exploration Game and Tour 2 Hour Boston Historical and Heritage Walking Tour View all Tours with Instant Confirmation →

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

No problem. These Massachusetts Walking & Biking Tours include Hotel Pickup: Private Walking Tour with a Local Guide in Boston Private Tour of Boston for Families & Kids Private Open-Air Pedicab Tour in Provincetown Private Open- Air Pedicab Tour in Provincetown Highlights of Boston Private 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 →

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

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 (606)

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 (606)

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 (852)

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 (852)

from
$99

Boston's Emerald Necklace Guided Bicycle Tour: E-Bikes/City Bikes

The Emerald Necklace bike tour is an amazing way to see Boston’s most famous green spaces in a ‘green’ way - you may forget you …More

Boston, USA

4.7 (15)

Boston's Emerald Necklace Guided Bicycle Tour: E-Bikes/City Bikes

The Emerald Necklace bike tour is an amazing way to see Boston’s most famous green spaces in a ‘green’ way - you may forget you...

4 hours

4.7 (15)

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

Frequently Asked Questions

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

What are the best options for Massachusetts Walking & Biking Tours?

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

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Massachusetts Walking & Biking Tours are:

View all kid-friendly Tours →

Which Massachusetts Walking & Biking Tours have Instant Confirmation?

Which Massachusetts Walking & Biking Tours have Free Cancellation?

Massachusetts Walking & Biking Tours 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 Walking & Biking Tours have Hotel Pickup?

Got any more Massachusetts trip ideas?

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