Top Massachusetts Walking & Biking Tours

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

Massachusetts Walking & Biking 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 & Biking Tours have Hotel Pickup?

No problem. These Massachusetts Walking & Biking 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 →

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

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

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 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
$86

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 (916)

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 (916)

from
$79

Boston City View Bicycle Tour: Historical E-bike/City Bike Tour

Discover Boston’s famous sites and hidden treasures on this 2.5 to 3-hour guided bike tour – a perfect way to explore the city! Start in …More

Boston, USA

4.9 (636)

Boston City View Bicycle Tour: Historical E-bike/City Bike Tour

Discover Boston’s famous sites and hidden treasures on this 2.5 to 3-hour guided bike tour – a perfect way to explore the city! Start in...

2 hours 30 minutes Free Cancellation

4.9 (636)

from
$78

Cambridge Guided Bicycle Tour: E-bike/City Bike Tour

On this tour, you’ll cross the Charles River and enter the City of Cambridge. Renowned as one of America’s most bicycle-friendly cities, you will experience …More

Boston, USA

4.9 (35)

Cambridge Guided Bicycle Tour: E-bike/City Bike Tour

On this tour, you’ll cross the Charles River and enter the City of Cambridge. Renowned as one of America’s most bicycle-friendly cities, you will experience...

2 hours 30 minutes Free Cancellation

4.9 (35)

from
$78

Family Friendly Guided Bike Tour of Boston: E-Bike/City Bike Tour

The Tour de Boston Bicycle Tour is the perfect family tour for those with young children or who would prefer to enjoy a more leisurely …More

Boston, USA

4.8 (18)

Family Friendly Guided Bike Tour of Boston: E-Bike/City Bike Tour

The Tour de Boston Bicycle Tour is the perfect family tour for those with young children or who would prefer to enjoy a more leisurely...

2 hours 30 minutes Free Cancellation

4.8 (18)

from
$78

Glide through over 400 years of Boston history on Wander Boston's award-winning immersive historic e-bike tour. Lead by an expert guide who will provide live …More

Boston, USA

4.8 (119)

Boston's Historic Electric Bike Tour

Glide through over 400 years of Boston history on Wander Boston's award-winning immersive historic e-bike tour. Lead by an expert guide who will provide live...

2 hours 30 minutes Free Cancellation

4.8 (119)

from
$78

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?