Top Massachusetts Walking & Biking Tours

273 Results
Marblehead Legends and Lore

Discover the stories behind Marblehead’s harbor, historic homes, and hidden corners. This small-group walking tour winds through Old Town streets, scenic overlooks, and centuries-old burial …More

Discover the stories behind Marblehead’s harbor, historic homes, and hidden corners. This small-group walking tour winds through Old Town streets, scenic overlooks, and centuries-old burial...

1 hour 30 minutes
5.0 (8)
from
$35
REV250 Marblehead's Revolution Tour

REV250: The Town That Carried the Revolution™ explores how Marblehead’s fishermen, mariners, and merchants became indispensable to American independence. Walk the harbor streets where citizen-soldiers …More

REV250: The Town That Carried the Revolution™ explores how Marblehead’s fishermen, mariners, and merchants became indispensable to American independence. Walk the harbor streets where citizen-soldiers...

1 hour 30 minutes
5.0 (8)
from
$35
Provincetown West End History Tour

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

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...

1 hour 30 minutes Free Cancellation
4.9 (7)
from
$68
Tides Tales and Treasures A Salem Waterfront Walking Tour

Ahoy Mateys! Did you know that Salem was one of the most important ports of call in the United States? This historic walking tour dives …More

Likely to Sell Out
Likely to Sell Out
Salem, USA

Ahoy Mateys! Did you know that Salem was one of the most important ports of call in the United States? This historic walking tour dives...

2 hours 30 minutes
5.0 (7)
from
$49
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

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
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

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
Spirits and Superstitions A Friday the 13th Tour

This is the only tour in Salem which focuses on Friday the 13th, superstitions and local ghost stories. On this 90-minute tour, learn the secrets …More

Salem, USA

This is the only tour in Salem which focuses on Friday the 13th, superstitions and local ghost stories. On this 90-minute tour, learn the secrets...

1 hour 30 minutes
4.9 (7)
from
$48
Provincetown Self-Guided Walking Audio Tour

Explore Provincetown's rich history with this self-guided walking tour! Discover the charm of Commercial Street, admire the towering Pilgrim Monument, and visit the bustling Beachcombers …More

Cape Cod, USA

Explore Provincetown's rich history with this self-guided walking tour! Discover the charm of Commercial Street, admire the towering Pilgrim Monument, and visit the bustling Beachcombers...

1 to 2 hours Free Cancellation
4.9 (7)
from
$15
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 …More

Boston, USA

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
Building Blocks of Boston : Downtown Walking Tour

Discover Boston's modern sites as historic delights are revealed by your guide's Ultra HD scroll! See, hear, and feel how the city was built over …More

Boston, USA

Discover Boston's modern sites as historic delights are revealed by your guide's Ultra HD scroll! See, hear, and feel how the city was built over...

2 hours 5 minutes Free Cancellation
5.0 (6)
from
$40
The Lucinda Lipol Tour of Boston

Boston is known worldwide for its contributions to freedom, and nothing exemplifies freedom as much as Lucinda's mouth. Her lips do not shy away from …More

Boston, USA

Boston is known worldwide for its contributions to freedom, and nothing exemplifies freedom as much as Lucinda's mouth. Her lips do not shy away from...

45 to 60 minutes Free Cancellation
5.0 (5)
from
$35
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

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
Private Walking Tour from Boston to Beacon Hill Freedom Trail Harborwalk

The best tour for the first acquaintance with Boston. Step by step we will become acquainted with the exciting history of the founding of Boston, …More

Boston, USA

The best tour for the first acquaintance with Boston. Step by step we will become acquainted with the exciting history of the founding of Boston,...

3 hours Hotel pickup offered Free Cancellation
5.0 (5)
from
$350
Spooky Ramen Tours

Allie Del Franco is a local with experience living in NYC and Hollywood. She brings both history with humor on the tour - a perfect …More

Salem, USA

Allie Del Franco is a local with experience living in NYC and Hollywood. She brings both history with humor on the tour - a perfect...

1 hour Free Cancellation
5.0 (5)
from
$24
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

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
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 …More

Likely to Sell Out
Likely to Sell Out
Boston, USA

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
Highlights and History of Boston: GPS Guided Audio Tour

This tour hits the highlights of Boston's most historic districts. You can take this tour anytime between 7:00am and 8:00pm. Once you make the booking, …More

Boston, USA

This tour hits the highlights of Boston's most historic districts. You can take this tour anytime between 7:00am and 8:00pm. Once you make the booking,...

3 to 4 hours
4.8 (4)
from
$10
Private Walking Tour of the 100th Town in Westborough

There is a lot to see in this picturesque New England town: authentic houses, churches, cemeteries, farms and more, including dining and shopping. If you …More

There is a lot to see in this picturesque New England town: authentic houses, churches, cemeteries, farms and more, including dining and shopping. If you...

1 to 2 hours Free Cancellation
5.0 (4)
from
$40
Boston Massachusetts Private Photography Tour

We are soulful photographers. Our objective is to create absolutely stunning photographs for you that you will cherish and proudly share with your friends and …More

Boston, USA

We are soulful photographers. Our objective is to create absolutely stunning photographs for you that you will cherish and proudly share with your friends and...

1 hour Free Cancellation
5.0 (3)
from
$130
Private Cultural Walk Through Historic Salem’s Legends

This private cultural walking tour reveals the fascinating heritage and enduring mysteries of Salem, one of America’s most historic and storied destinations. Explore the city's …More

Salem, USA

This private cultural walking tour reveals the fascinating heritage and enduring mysteries of Salem, one of America’s most historic and storied destinations. Explore the city's...

2 hours Free Cancellation
5.0 (3)
from
$299

Frequently Asked Questions

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

Recent tour reviews
Activity name

Discover Massachusetts