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 →

Private Historical Walking Tour in Boston Cultural Landmarks

This private historical walking tour reveals Boston’s cultural and architectural legacy. You begin along the Greenway where modern design meets the path of early trade …More

Boston, USA

5.0 (1)

Private Historical Walking Tour in Boston Cultural Landmarks

This private historical walking tour reveals Boston’s cultural and architectural legacy. You begin along the Greenway where modern design meets the path of early trade...

2 hours Free Cancellation

5.0 (1)

from
$179

Newport, Marble House, The Breakers Full-Day Tour from Boston

Spend a relaxing day exploring the historic coastal city of Newport, Rhode Island. Departing from Boston in the morning, your first stop will be The …More

Boston, USA

4.5 (2)

Newport, Marble House, The Breakers Full-Day Tour from Boston

Spend a relaxing day exploring the historic coastal city of Newport, Rhode Island. Departing from Boston in the morning, your first stop will be The...

7 hours Free Cancellation

4.5 (2)

from
$184

Lost River Gorge, Flume Gorge, White Mountains Foliage fr. Boston

Escape Boston for a full day in New Hampshire's White Mountains. During the summer route, explore the caves, waterfalls, bridges, and forest paths of Lost …More

Boston, USA

4.5 (6)

Lost River Gorge, Flume Gorge, White Mountains Foliage fr. Boston

Escape Boston for a full day in New Hampshire's White Mountains. During the summer route, explore the caves, waterfalls, bridges, and forest paths of Lost...

8 to 10 hours Free Cancellation

4.5 (6)

from
$190

Visit Historic Concord on a Private Day Trip from Boston

From its revolutionary history to its literary history, Concord is a must-see for any history or literary buff and a perfect day trip idea from …More

Boston, USA

5.0 (10)

Visit Historic Concord on a Private Day Trip from Boston

From its revolutionary history to its literary history, Concord is a must-see for any history or literary buff and a perfect day trip idea from...

5 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$205

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

Small Group Day Trip to Salem and Hammond Castle from Boston

Take a semi-private day trip you'll never forget! Start the day with a pickup at your door, then ride up the North Shore to Hammond …More

Cambridge, USA

5.0 (20)

Small Group Day Trip to Salem and Hammond Castle from Boston

Take a semi-private day trip you'll never forget! Start the day with a pickup at your door, then ride up the North Shore to Hammond...

7 to 9 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$225

Private Historical Walking Tour in Boston Freedom Trail

This private historical walking tour reveals Boston’s colonial heritage. You walk a path shaped by revolution and early American ideals. At the Shaw Memorial, honor …More

Boston, USA

Private Historical Walking Tour in Boston Freedom Trail

This private historical walking tour reveals Boston’s colonial heritage. You walk a path shaped by revolution and early American ideals. At the Shaw Memorial, honor...

2 hours Free Cancellation

from
$229

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

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

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

5.0 (3)

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...

2 hours Free Cancellation

5.0 (3)

from
$299

Private Culinary Walking Tour in Boston Historic Districts

This private culinary walking tour introduces Boston’s historic districts through authentic regional flavors. You begin in the Blackstone Block where narrow streets reflect early commercial …More

Boston, USA

5.0 (1)

Private Culinary Walking Tour in Boston Historic Districts

This private culinary walking tour introduces Boston’s historic districts through authentic regional flavors. You begin in the Blackstone Block where narrow streets reflect early commercial...

3 hours Free Cancellation

5.0 (1)

from
$328

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

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

5.0 (5)

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,...

3 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$350

Private Walking tour of Boston's Freedom Trail and more!

There are many Freedom Trail tour options in Boston, but why be shuttled on a trolley tour or be limited by the route of a …More

Boston, USA

4.9 (35)

Private Walking tour of Boston's Freedom Trail and more!

There are many Freedom Trail tour options in Boston, but why be shuttled on a trolley tour or be limited by the route of a...

3 hours

4.9 (35)

from
$395

Boston 4 Hour Private Walking Tour Freedom Trail and Beacon Hill

Boston’s history and present-day culture come together on a private half-day walking tour from Faneuil Hall through Copley Square. Follow the Freedom Trail past the …More

Boston, USA