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Top Massachusetts Private & Custom Tours

App-Guided "Historic Boston Downtown Freedom Trail" Walking Tour

Dig Deeper into Downtown Boston's historical sites between the Boston Common Visitors Center and Blackstone Corner at your own pace and schedule on this location …More

Boston, USA

Dig Deeper into Downtown Boston's historical sites between the Boston Common Visitors Center and Blackstone Corner at your own pace and schedule on this location...

50 to 100 minutes Free Cancellation
4.3 (24)
from
$5
Boston Harborwalk & Tea Party Self-Guided Walking Audio Tour

This is not a ticket to attractions along the route. Immerse yourself in the stories of the American Revolution, Boston Tea Party, and Sons of …More

Boston, USA

This is not a ticket to attractions along the route. Immerse yourself in the stories of the American Revolution, Boston Tea Party, and Sons of...

2 to 3 hours Free Cancellation
4.7 (19)
from
$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 …More

Likely to Sell Out
Likely to Sell Out
Boston, USA

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
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

Boston, USA

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
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

Boston, USA

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
Experience Martha's Vineyard Private #1 4hr Tour for up to 6 ppl

Enjoy your Martha's Vineyard Private 4-Hour Tour - experience the full Island tour with a few added stops. For example, you might include a stop …More

Likely to Sell Out
Likely to Sell Out
Martha's Vineyard, USA

Enjoy your Martha's Vineyard Private 4-Hour Tour - experience the full Island tour with a few added stops. For example, you might include a stop...

4 hours Hotel pickup offered Free Cancellation
4.8 (10)
from
$700
Private Charter Day Sail For up to 6 People

Set sail in Beautiful Salem sound on your very own private sailing charter! When purchasing, you will get a private sailing trip for up to …More

Likely to Sell Out
Likely to Sell Out
Salem, USA

Set sail in Beautiful Salem sound on your very own private sailing charter! When purchasing, you will get a private sailing trip for up to...

1 hour 30 minutes Free Cancellation
5.0 (7)
from
$225
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

Boston, USA

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
The Best of Boston: Private Half-Day Highlights Driving Tour

See the best of Boston from one end of the city to the other on this private, half-day driving highlights tour. If you are arriving …More

Likely to Sell Out
Likely to Sell Out
Boston, USA

See the best of Boston from one end of the city to the other on this private, half-day driving highlights tour. If you are arriving...

3 hours Hotel pickup offered
5.0 (3)
from
$140
Private Tour of Boston for Families & Kids

Spend a great day in Boston learning about history and exploring all the top attractions! The tour is designed to be fun for the whole …More

Likely to Sell Out
Likely to Sell Out
Boston, USA

Spend a great day in Boston learning about history and exploring all the top attractions! The tour is designed to be fun for the whole...

4 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$104
Discovering Oak Bluffs: A Self-Guided Audio Tour

Discover how a small religious summer camp transformed into one of Martha’s Vineyard’s most popular island destinations on this walking tour through the town of …More

Martha's Vineyard, USA

Discover how a small religious summer camp transformed into one of Martha’s Vineyard’s most popular island destinations on this walking tour through the town of...

75 to 90 minutes Free Cancellation
from
$12
Beyond Boston Freedom Trail: Private Half-Day Walking Tour

Whether this is your first time in Boston or your fiftieth, this tour is the insider’s tour, which will take you through the heart of …More

Likely to Sell Out
Likely to Sell Out
Boston, USA

Whether this is your first time in Boston or your fiftieth, this tour is the insider’s tour, which will take you through the heart of...

3 hours Free Cancellation
5.0 (3)
from
$45
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

Likely to Sell Out
Likely to Sell Out
Boston, USA

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 and Cambridge walking and driving private tour

This private day tour is the perfect way to get to know Boston & Cambridge at a leisurely pace. It's a combination of walking and …More

Boston, USA

This private day tour is the perfect way to get to know Boston & Cambridge at a leisurely pace. It's a combination of walking and...

6 hours Hotel pickup offered Free Cancellation
5.0 (10)
from
$995
Boston, Lexington and Concord Revolutionary War Car Tour

This private car tour is comprehensive enough for any history buff, but as interesting in other ways for non history nerds. It's a unique combination …More

Boston, USA

This private car tour is comprehensive enough for any history buff, but as interesting in other ways for non history nerds. It's a unique combination...

6 hours Hotel pickup offered Free Cancellation
5.0 (15)
from
$995
Boston, Cambridge, Lexington and Concord Private Car Tour

This is an action packed private day tour of the sites, history and events of the Revolutionary War era in Boston, Cambridge Lexington & Concord. …More

Boston, USA

This is an action packed private day tour of the sites, history and events of the Revolutionary War era in Boston, Cambridge Lexington & Concord....

6 hours Hotel pickup offered Free Cancellation
5.0 (14)
from
$995
Salem & North Shore Full Day Private Tour from Boston

Take a break from your Boston city break with this scenic private tour. There's lots of ocean views, rocky coastline, a bit of shopping and …More

Boston, USA

Take a break from your Boston city break with this scenic private tour. There's lots of ocean views, rocky coastline, a bit of shopping and...

6 hours Hotel pickup offered Free Cancellation
5.0 (15)
from
$995
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

Boston, USA

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
Boston to Coastal Maine Private Day Trip

Take a break from the city and head north to explore beautiful, coastal Maine. With this private, full-day trip you'll enjoy roundtrip transportation with a private …More

Likely to Sell Out
Likely to Sell Out
Boston, USA

Take a break from the city and head north to explore beautiful, coastal Maine. With this private, full-day trip you'll enjoy roundtrip transportation with a private...

10 hours Hotel pickup offered Free Cancellation
4.2 (9)
from
$1,200
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

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

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