Cool Destinations
Top activities
Top landmarks
Nearby places
Trip ideas
  • Tours by category
  • Tours by accessibility
  • Tours by feature
  • Tours by time
  • Tours by the numbers
  • Top attractions
  • Tours in nearby places
  • Explore Massachusetts tours
  • Boston travel guides
  • Boston travel calendar
Language $Currency
Login / Sign up
Bookings
Bookings
Cool Rewards Rewards
$0.00
Cool Rewards Rewards
$0.00
Wishlists
Wishlists
Profile
Help Center
Language
Log out
Start your search
Change your search
Place or activity
Select Dates

Top Boston Private Sightseeing Tours

97 Results
Sort by:
Featured
Filter
Languages Clear
Time of Day Clear
95
61
41
Duration Clear
7
55
49
2
0
Price Clear
$0 $500+
Rating Clear
64
83
88
Specials Clear
81
17
0
97
7
Features Clear
50
11
81
1
86
31
Accessibility Clear
5
59
83
Families Clear
8
52
6

Boston Tours

Attractions

Guides

Calendar

Boston's Beacon Hill Underground Railroad Audio Walking Tour

Discover Beacon Hill's Underground Railroad history while walking its cobbled stones streets. On this historic adventure you'll see the old hidden alley's slave catchers once …More

4.7 (30)

Boston's Beacon Hill Underground Railroad Audio Walking Tour

Discover Beacon Hill's Underground Railroad history while walking its cobbled stones streets. On this historic adventure you'll see the old hidden alley's slave catchers once...

45 to 55 minutes Free Cancellation
4.7 (30)
from
$10
Private Day Trip to Lexington and Concord from Boston

Visit the real locations where the American Revolution began, while listening to hilarious yet little-known stories about our ancestors. Stand on Lexington Battle Green and …More

5.0 (36)

Private Day Trip to Lexington and Concord from Boston

Visit the real locations where the American Revolution began, while listening to hilarious yet little-known stories about our ancestors. Stand on Lexington Battle Green and...

6 hours 30 minutes Hotel pickup offered Free Cancellation
5.0 (36)
from
$149
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 (43)

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 (43)
from
$450
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 …More

Likely to Sell Out
Likely to Sell Out
5.0 (7)

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 (7)
from
$155
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

5.0 (20)

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
5.0 (20)
from
$450
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 (1)

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 (1)
from
$160
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

5.0 (3)

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...

1 hour Free Cancellation
5.0 (3)
from
$130
Boston Freedom Trail Self-Guided Audio Tour

Walk in the footsteps of America’s revolutionaries with our immersive Boston Freedom Trail audio tour! Unlike crowded tours, this guide brings history to life at …More

5.0 (2)

Boston Freedom Trail Self-Guided Audio Tour

Walk in the footsteps of America’s revolutionaries with our immersive Boston Freedom Trail audio tour! Unlike crowded tours, this guide brings history to life at...

2 days Free Cancellation
5.0 (2)
from
$10
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
Self Guided Classic Freedom Trail Location Aware (GPS) Walking Audio Tour

Discover Boston's Revolutionary history on this Classic Freedom Trail Walking Tour including Historic Downtown Boston, the North End and Charlestown. -Go anytime, at your own …More

4.4 (284)

Self Guided Classic Freedom Trail Location Aware (GPS) Walking Audio Tour

Discover Boston's Revolutionary history on this Classic Freedom Trail Walking Tour including Historic Downtown Boston, the North End and Charlestown. -Go anytime, at your own...

2 to 3 hours Free Cancellation
4.4 (284)
from
$8
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 …More

Likely to Sell Out
Likely to Sell Out
5.0 (146)

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 (146)
from
$550
Boston Freedom Trail Self-Guided Tour with Audio Narration & Map

Walk in the footsteps of Revolutionary War heroes with this self-guided audio tour of Boston’s Freedom Trail! Get the facts behind the story of Paul …More

4.5 (118)

Boston Freedom Trail Self-Guided Tour with Audio Narration & Map

Walk in the footsteps of Revolutionary War heroes with this self-guided audio tour of Boston’s Freedom Trail! Get the facts behind the story of Paul...

3 to 4 hours Free Cancellation
4.5 (118)
from
$10
Private City Tour of Boston and Cambridge

This private full-day tour will take you through every highlight Boston and Cambridge! The tour will include sights such as the Old North Church, Paul …More

5.0 (44)

Private City Tour of Boston and Cambridge

This private full-day tour will take you through every highlight Boston and Cambridge! The tour will include sights such as the Old North Church, Paul...

7 hours Hotel pickup offered Free Cancellation
5.0 (44)
from
$149
Boston Private City Tour

Discover Boston and Cambridge on a private six-hour sightseeing experience designed around your group’s interests. Travel in a comfortable private vehicle while your knowledgeable driver-guide …More

4.7 (66)

Boston Private City Tour

Discover Boston and Cambridge on a private six-hour sightseeing experience designed around your group’s interests. Travel in a comfortable private vehicle while your knowledgeable driver-guide...

6 hours Hotel pickup offered Free Cancellation
4.7 (66)
from
$925
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
Highlights of Boston Private Tour

A full-day tour of Boston's history, culture, and food! Visit the historic North End and walk in the steps of Paul Revere. Stroll amongst the …More

4.9 (37)

Highlights of Boston Private Tour

A full-day tour of Boston's history, culture, and food! Visit the historic North End and walk in the steps of Paul Revere. Stroll amongst the...

5 hours 30 minutes Hotel pickup offered Free Cancellation
4.9 (37)
from
$135
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

Likely to Sell Out
Likely to Sell Out
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
$495
Private North End Neighborhood Tour

Yelp's 2025 pick for Massachusetts #1 food tour! Create food memories with one of Boston's original food tours. Our North End Neighborhood Tour offers a …More

Likely to Sell Out
Likely to Sell Out
5.0 (33)

Private North End Neighborhood Tour

Yelp's 2025 pick for Massachusetts #1 food tour! Create food memories with one of Boston's original food tours. Our North End Neighborhood Tour offers a...

3 hours 30 minutes Free Cancellation
5.0 (33)
from
$135
Private Day Tour of Salem and Boston

Whirlwind full-day tour of Boston and Salem! Drive to Salem to learn about the witch hunt hysteria of the late 17th century. Walk through historic …More

5.0 (30)

Private Day Tour of Salem and Boston

Whirlwind full-day tour of Boston and Salem! Drive to Salem to learn about the witch hunt hysteria of the late 17th century. Walk through historic...

7 hours 30 minutes Hotel pickup offered Free Cancellation
5.0 (30)
from
$143
Full-Day Minivan Tour of Revolutionary Boston, Lexington and Concord

Immerse yourself in our colonial history! On this six-hour driving tour, you will see the sights and hear the stories of Boston's colonial past narrated …More

Likely to Sell Out
Likely to Sell Out
5.0 (23)

Full-Day Minivan Tour of Revolutionary Boston, Lexington and Concord

Immerse yourself in our colonial history! On this six-hour driving tour, you will see the sights and hear the stories of Boston's colonial past narrated...

6 hours Hotel pickup offered Free Cancellation
5.0 (23)
from
$975

Frequently Asked Questions

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

Recent tour reviews
View Traveler Photos & Reviews
Activity name

Boston Tours
Attractions
Guides
Calendar
View more
View more
View more
View more