Top Boston Private Sightseeing Tours

Q: What are the best options for Boston Private Sightseeing Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Boston Private Sightseeing Tours are: Plymouth Half Day Private Tour from Boston Plymouth & South Shore Private Tour from Boston Private Tour of Lexington, Concord, and Boston Private Half-Day Driving Tour of Boston and Cambridge Boston Private Food and History Tour With Revolutionary Sites

Q: What are the best kid-friendly options for Boston Private Sightseeing Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Boston Private Sightseeing Tours are: Beyond Boston Freedom Trail: Private Half-Day Walking Tour Boston and Cambridge City Tour French-American Guided Tour of the Freedom Trail, Boston Private Tour of Boston for Families & Kids Private North End Neighborhood Tour View all kid-friendly Tours →

Q: Which Boston Private Sightseeing Tours have Instant Confirmation?

Boston Private Sightseeing Tours with Instant Confirmation include: App-Guided "Historic Boston Downtown Freedom Trail" Walking Tour The Ghosts of Boston's Past Haunted Self-guided Tour Boston Record Breakers: Self-Guided Scavenger Hunt Self-Guided Audio Tour of Boston North End Boston Self Guided Audio Experience View all Tours with Instant Confirmation →

Q: I need a ride! Which Boston Private Sightseeing Tours have Hotel Pickup?

No problem. These Boston Private Sightseeing Tours include Hotel Pickup: Private Walking Tour with a Local Guide in Boston Private Half-Day Driving Tour of Boston and Cambridge Private Tour of Boston for Families & Kids Private Tour of Lexington, Concord, and Boston Highlights of Boston Private Tour View all Tours with Hotel Pickup →

Q: Got any more Boston trip ideas?

We sure do. Check out our curated lists of hand-picked Boston Tours. Top 10 Boston 2026 Senior-friendly tours Boston The best tours and activities for culture lovers in Boston Top Day Trips from Boston Things to do in Boston this summer View all Boston Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Boston?

Based on our sales data over the past year, the most popular styles of tours and activities in Boston are: Boston Luxury & Special Occasions Boston Luxury Tours Boston Tours & Sightseeing Boston Cultural & Theme Tours Boston Historical & Heritage Tours View all tour styles in Boston →

Enjoy a private pickup and ride to historic Salem with your guide. Walk the streets where hysteria once ruled, and learn about the Puritan past …More

5.0 (10)

Salem Full Day Private Tour from Boston

Enjoy a private pickup and ride to historic Salem with your guide. Walk the streets where hysteria once ruled, and learn about the Puritan past...

8 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$155

Private Day Trip to Salem and Hammond Castle from Boston

Enjoy a unique day trip to Boston's northern shore, combining Salem and Hammond Castle! Start the day with a pickup at your door and a …More

4.8 (17)

Private Day Trip to Salem and Hammond Castle from Boston

Enjoy a unique day trip to Boston's northern shore, combining Salem and Hammond Castle! Start the day with a pickup at your door and a...

7 hours Hotel pickup offered Free Cancellation

4.8 (17)

from
$157

Boston Private Food Tour with 6+ Authentic Tastings

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

5.0 (181)

Boston Private Food Tour with 6+ Authentic Tastings

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...

3 hours

5.0 (181)

from
$160

Cambridge, Lexington, & Concord: Private Revolutionary War Tour

Immerse yourself in this Revolutionary War full-day driving tour which will take you on a journey to explore the significant sites of the American Revolution. …More

5.0 (2)

Cambridge, Lexington, & Concord: Private Revolutionary War Tour

Immerse yourself in this Revolutionary War full-day driving tour which will take you on a journey to explore the significant sites of the American Revolution....

6 hours Hotel pickup offered

5.0 (2)

from
$160

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

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

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

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 Day Trip with Salem & Cape Ann’s North Shore

Enjoy the beauty of New England’s coastal towns on a private day trip from Boston, driving along the North Shore to Cape Ann, including Manchester-by-the-Sea, …More

4.8 (4)

Boston Private Day Trip with Salem & Cape Ann’s North Shore

Enjoy the beauty of New England’s coastal towns on a private day trip from Boston, driving along the North Shore to Cape Ann, including Manchester-by-the-Sea,...

6 hours Hotel pickup offered

4.8 (4)

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

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

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

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

Boston Private City Tour 4 hours and Harvard University

Enjoy this private half day tour with your own private driver and official tour guide and explore the vibrant city of Boston. Get ready to …More

3.7 (3)

Boston Private City Tour 4 hours and Harvard University

Enjoy this private half day tour with your own private driver and official tour guide and explore the vibrant city of Boston. Get ready to...

4 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$234

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

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

Enjoy this private full day tour with your own private driver and official tour guide and explore the vibrant coast of northern Massachusets. Get ready …More

Private tour to northern Massachusetts coast from Boston - Hotel pick up

Enjoy this private full day tour with your own private driver and official tour guide and explore the vibrant coast of northern Massachusets. Get ready...

8 hours Hotel pickup offered Free Cancellation

from
$315

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

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

Full-Day Private Tour of Boston with Pick Up

For this private tour of Boston, let us take you to all the emblematic sites of the city. Also, enjoy a view of the famous …More

5.0 (1)

Full-Day Private Tour of Boston with Pick Up

For this private tour of Boston, let us take you to all the emblematic sites of the city. Also, enjoy a view of the famous...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$329

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

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

30-Min Private Helicopter Skyline Tour of Boston

Experience the epitome of luxury with our private helicopter tour of Boston. Discover a world of wonder as you soar above the ever-evolving skyline and …More

5.0 (7)

30-Min Private Helicopter Skyline Tour of Boston

Experience the epitome of luxury with our private helicopter tour of Boston. Discover a world of wonder as you soar above the ever-evolving skyline and...

1 hour Free Cancellation

5.0 (7)

from
$349

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

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 Full Day Tour to Coastal Maine from Boston with Hotel pick-up

Enjoy this private full day tour with your own private driver and official tour guide and explore the vibrant coast of Maine. Get ready to …More

5.0 (1)

Private Full Day Tour to Coastal Maine from Boston with Hotel pick-up

Enjoy this private full day tour with your own private driver and official tour guide and explore the vibrant coast of Maine. Get ready to...

10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$364

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

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’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 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...

4 hours Free Cancellation

from
$405

Frequently Asked Questions

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

What are the best options for Boston Private Sightseeing Tours?

What are the best kid-friendly options for Boston Private Sightseeing Tours Tours?

Which Boston Private Sightseeing Tours have Instant Confirmation?

Which Boston Private Sightseeing Tours have Free Cancellation?

Boston Private Sightseeing 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 Boston Private Sightseeing Tours have Hotel Pickup?

Got any more Boston trip ideas?

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