Top Massachusetts Walking & Biking Tours

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

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Massachusetts Walking & Biking Tours are: Boston Historical Freedom Trail and Cheers Landmark Tour Pizza Beer and Paul Revere Tour Title Town Sports Walking Tour Boston North End Food and History Tour Stories Behind the Bites Freedom Trail and North End History and Culinary Delights Tour

Q: 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: History and Hauntings of Salem Guided Walking Tour Salem Ghost Tour Harvard University Campus Guided Walking Tour Tour of Historic Fenway Park, America's Most Beloved Ballpark Boston Freedom Trail Walking Tour with Costumed Guide View all kid-friendly Tours →

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

Massachusetts Walking & Biking Tours with Instant Confirmation include: History and Hauntings of Salem Guided Walking Tour Salem Ghost Tour Harvard University Campus Guided Walking Tour Tour of Historic Fenway Park, America's Most Beloved Ballpark Boston: Freedom Trail History Small Group 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 Day Trip to Lexington and Concord from Boston Salem Full Day Private Tour from Boston Cambridge, Lexington, & Concord: Private Revolutionary War Tour Private Open-Air Pedicab Tour in Provincetown 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 →

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

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

Explore Boston's rich sports history on foot! Dynasty beginnings to banner nights—experience the legacies that make this town shimmer! Come discover why Boston gets its …More

Boston, USA

5.0 (4)

Title Town Sports Walking Tour

Explore Boston's rich sports history on foot! Dynasty beginnings to banner nights—experience the legacies that make this town shimmer! Come discover why Boston gets its...

2 hours Free Cancellation

5.0 (4)

from
$35

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

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

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 Walk Through History Private & All-Inclusive Tour

Our Boston Walk Through History Tour will take you to the most historic spots in Boston in one day. If you are looking for a …More

Boston, USA

4.6 (11)

Boston Walk Through History Private & All-Inclusive Tour

Our Boston Walk Through History Tour will take you to the most historic spots in Boston in one day. If you are looking for a...

3 to 6 hours Free Cancellation

4.6 (11)

from
$339

Salem Through a New Lens: Anniversary of Joseph White Murder

A walking tour and photography workshop in one! Experience a fascinating, in-depth exploration of Salem’s most notorious murder with a local guide. Along the way, …More

Salem, USA

5.0 (12)

Salem Through a New Lens: Anniversary of Joseph White Murder

A walking tour and photography workshop in one! Experience a fascinating, in-depth exploration of Salem’s most notorious murder with a local guide. Along the way,...

90 to 120 minutes Free Cancellation

5.0 (12)

from
$36

Boston Private Food and History Tour With Revolutionary Sites

Boston's best food and history are scattered across its neighborhoods, so we bring them together in one relaxed, private tour. Start in the North End …More

Boston, USA

5.0 (10)

Boston Private Food and History Tour With Revolutionary Sites

Boston's best food and history are scattered across its neighborhoods, so we bring them together in one relaxed, private tour. Start in the North End...

5 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (10)

from
$213

Boston's Freedom Trail: A Self-Guided Tour of All 16 Sites

Are you looking for a way to see all 16 Freedom Trail sites without joining a tour group? Explore at your own pace with this …More

Boston, USA

4.9 (16)

Boston's Freedom Trail: A Self-Guided Tour of All 16 Sites

Are you looking for a way to see all 16 Freedom Trail sites without joining a tour group? Explore at your own pace with this...

120 to 160 minutes

4.9 (16)

from
$15

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 (10)

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 (10)

from
$80

This tour is designed for who is interested in esotericism, clairvoyance, history and mystery Join us for a thrilling Psychic and Witch walking tour in …More

Salem, USA

5.0 (11)

Salem Bewitched Tour With Tarot Reading

This tour is designed for who is interested in esotericism, clairvoyance, history and mystery Join us for a thrilling Psychic and Witch walking tour in...

2 to 3 hours

5.0 (11)

from
$135

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

Boston Seafood Tour: A Taste of New England History

Welcome to the Boston Seafood Tour! I created a guided culinary experience featuring New England seafood classics, many of which date back hundreds of years. …More

Boston, USA

4.3 (6)

Boston Seafood Tour: A Taste of New England History

Welcome to the Boston Seafood Tour! I created a guided culinary experience featuring New England seafood classics, many of which date back hundreds of years....

3 hours Free Cancellation

4.3 (6)

from
$160

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

Private Customized Walking Tour of Boston

Discover Boston the way you want to on this 2 to 2.5-hour private walking tour. Customize your itinerary with your guide to ensure you see …More

Boston, USA

4.9 (11)

Private Customized Walking Tour of Boston

Discover Boston the way you want to on this 2 to 2.5-hour private walking tour. Customize your itinerary with your guide to ensure you see...

2 to 2.5 hours Hotel pickup offered Free Cancellation

4.9 (11)

from
$595

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

Private All-Inclusive Boston Famous Foodie Tour

Our Boston Food Tour will take you to the most iconic and delicious spots in Boston all in one day. If you are looking for …More

Boston, USA

4.7 (10)

Private All-Inclusive Boston Famous Foodie Tour

Our Boston Food Tour will take you to the most iconic and delicious spots in Boston all in one day. If you are looking for...

3 hours Free Cancellation

4.7 (10)

from
$288

Plymouth Pilgrims Self-Guided Walking Audio Tour

Visit the place where the Pilgrims landed! As one of the earliest English settlements in North America, Plymouth is an essential stop for any history …More

Plymouth, USA

4.1 (31)

Plymouth Pilgrims Self-Guided Walking Audio Tour

Visit the place where the Pilgrims landed! As one of the earliest English settlements in North America, Plymouth is an essential stop for any history...

2 to 3 hours Free Cancellation

4.1 (31)

from
$15

You don’t need to know how to pose, the photographer will help you with that throughout the session. You’ll be guided with posing suggestions, flattering …More

Boston, USA

5.0 (6)

Private Photoshoot in Boston

You don’t need to know how to pose, the photographer will help you with that throughout the session. You’ll be guided with posing suggestions, flattering...

1 hour Free Cancellation

5.0 (6)

from
$239

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?

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?