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: 3-Hour Private "Cold Weather- Warm Van" Driving Tour of Boston Private North End Neighborhood Tour Private Boston, Lexington & Concord Historical Tour App-Guided "Historic Boston Downtown Freedom Trail" Walking Tour Boston Harborwalk & Tea Party Self-Guided Walking Audio Tour

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: Boston Walk Through History Private & All-Inclusive Tour Private All-Inclusive Boston Famous Foodie Tour Boston Private Food Tour with 6+ Authentic Tastings Private North End Neighborhood Tour Private Tour of Boston for Families & Kids View all kid-friendly Tours →

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 →

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

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

Why Choose Boston Pro's Private Historic Tour? Luxury Experience: Our luxury SUV ensures a comfortable and stylish exploration of Boston's best attractions, including a scenic …More

3.0 (1)

Boston City Private Tour

Why Choose Boston Pro's Private Historic Tour? Luxury Experience: Our luxury SUV ensures a comfortable and stylish exploration of Boston's best attractions, including a scenic...

2 to 3 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$578

This private car tour is the perfect way to orientate yourself to Boston, to see not just the historic sites, but the entire city. On …More

5.0 (148)

Boston Private 3-Hour Tour by Car

This private car tour is the perfect way to orientate yourself to Boston, to see not just the historic sites, but the entire city. On...

3 hours Hotel pickup offered Free Cancellation

5.0 (148)

from
$550

Lexington and Concord 3 hour private car tour from Boston

This half day private car tour is a perfect way to visit the Revolutionary War towns of Lexington and Concord and see the site where …More

5.0 (41)

Lexington and Concord 3 hour private car tour from Boston

This half day private car tour is a perfect way to visit the Revolutionary War towns of Lexington and Concord and see the site where...

3 hours Hotel pickup offered Free Cancellation

5.0 (41)

from
$550

Private 4-Hour Driving & Walking City Tour

Private tours are priced per GROUP, not per person. This amazing tour is for those who want more than a driving tour but not a …More

5.0 (37)

Private 4-Hour Driving & Walking City Tour

Private tours are priced per GROUP, not per person. This amazing tour is for those who want more than a driving tour but not a...

4 hours Hotel pickup offered

5.0 (37)

from
$550

Boston Sightseeing Tour - a fully-narrated driving tour

This tour will begin at your home, hotel or cruise ship and take you past the most interesting places in Boston including the Paul Revere …More

4.9 (63)

Boston Sightseeing Tour - a fully-narrated driving tour

This tour will begin at your home, hotel or cruise ship and take you past the most interesting places in Boston including the Paul Revere...

3 hours Hotel pickup offered Free Cancellation

4.9 (63)

from
$549

Boston to Woods Hole & Martha's Vineyard Ferry Private Chauffeur Service

Door-to-door Boston to Woods Hole Martha's Vineyard Ferry "flat rate" service is easy and affordable. Forget about dealing with traffic and paying for parking, when …More

4.0 (1)

Boston to Woods Hole & Martha's Vineyard Ferry Private Chauffeur Service

Door-to-door Boston to Woods Hole Martha's Vineyard Ferry "flat rate" service is easy and affordable. Forget about dealing with traffic and paying for parking, when...

2 hours 45 minutes Hotel pickup offered Free Cancellation

4.0 (1)

from
$525

Boston Private Sightseeing Tour with Daily Chauffeur

With an experienced driver, you can charter a private car for 10 hours to visit the highlights of Boston. If you are not satisfied with …More

3.0 (1)

Boston Private Sightseeing Tour with Daily Chauffeur

With an experienced driver, you can charter a private car for 10 hours to visit the highlights of Boston. If you are not satisfied with...

10 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$518

Best Boston Private Tour, I know the secrets others don't!

I know the secrets that no one else knows. You will go on a small private tour where you will learn the amazing origins of …More

4.9 (13)

Best Boston Private Tour, I know the secrets others don't!

I know the secrets that no one else knows. You will go on a small private tour where you will learn the amazing origins of...

6 to 8 hours Hotel pickup offered Free Cancellation

4.9 (13)

from
$499

3-Hour Private "Cold Weather- Warm Van" Driving Tour of Boston

This tour will begin at your home, hotel or cruise ship and will be conducted in a comfortable heated minivan, no matter the weather. I'll …More

4.8 (24)

3-Hour Private "Cold Weather- Warm Van" Driving Tour of Boston

This tour will begin at your home, hotel or cruise ship and will be conducted in a comfortable heated minivan, no matter the weather. I'll...

3 hours Hotel pickup offered Free Cancellation

4.8 (24)

from
$495

Private 1.5-Hour Freedom Trail Walking Tour with Costumed Guide

A 90-minute walking tour of the Freedom Trail that covers the first 11 historic sites. It starts in Boston Common at the Visitor Information Center …More

4.8 (44)

Private 1.5-Hour Freedom Trail Walking Tour with Costumed Guide

A 90-minute walking tour of the Freedom Trail that covers the first 11 historic sites. It starts in Boston Common at the Visitor Information Center...

90 to 240 minutes Free Cancellation

4.8 (44)

from
$450

Private Boston Freedom Trail Walking Tour

Hire a private tour guide for your 90-minute walking tour of the Freedom Trail. Take your time, and ask any questions you want! We cover the …More

4.9 (21)

Private Boston Freedom Trail Walking Tour

Hire a private tour guide for your 90-minute walking tour of the Freedom Trail. Take your time, and ask any questions you want! We cover the...

1 hour 30 minutes Free Cancellation

4.9 (21)

from
$450

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of USA as you make your way to …More

Private Tour Boston and Cambridge

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of USA as you make your way to...

9 hours 40 minutes Hotel pickup offered

from
$443

In this immersive 4-hour experience, we will discover the best of Both Worlds: Historic Boston and Harvard University. While we explore the legendary Freedom Trail, …More

5.0 (1)

Boston Harvard Half Day Tour

In this immersive 4-hour experience, we will discover the best of Both Worlds: Historic Boston and Harvard University. While we explore the legendary Freedom Trail,...

4 hours Free Cancellation

5.0 (1)

from
$425

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

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

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 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

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

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

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?

Boston Private Sightseeing Tours with Instant Confirmation include:

View all Tours with 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?

No problem. These Boston Private Sightseeing Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Boston trip ideas?

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