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Top Massachusetts Private Sightseeing Tours

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Massachusetts Tours

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Cambridge, Lexington and Concord Private Half-Day Tour by Car

Enjoy a private, exclusive tour with your own local guide. Heard of Harvard, MIT, and many more historical landmarks on the East Coast? Time to …More

Boston, USA

Cambridge, Lexington and Concord Private Half-Day Tour by Car

Enjoy a private, exclusive tour with your own local guide. Heard of Harvard, MIT, and many more historical landmarks on the East Coast? Time to...

4 hours Hotel pickup offered
from
$2,289
Cruise - Sightsee - Foliage in Boston, on Private Yacht Trinacria

Join Captain Riccardo aboard the Trinacria for a Private tour of Boston Harbor & The Harbor Islands. Choices include Sightseeing, Foliage Tours in Autumn or …More

Boston, USA
5.0 (1)

Cruise - Sightsee - Foliage in Boston, on Private Yacht Trinacria

Join Captain Riccardo aboard the Trinacria for a Private tour of Boston Harbor & The Harbor Islands. Choices include Sightseeing, Foliage Tours in Autumn or...

3 to 5 hours Hotel pickup offered
5.0 (1)
from
$2,000
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
4.2 (9)

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...

10 hours Hotel pickup offered Free Cancellation
4.2 (9)
from
$1,200
Boston Harbor Private Sunset & Foliage Cruise, on Yacht Trinacria

Witness the breathtaking Boston Harbor skyline and many landmarks from the unique perspective of the harbor. We are one of the only Private Sunset Cruises …More

Boston, USA
5.0 (1)

Boston Harbor Private Sunset & Foliage Cruise, on Yacht Trinacria

Witness the breathtaking Boston Harbor skyline and many landmarks from the unique perspective of the harbor. We are one of the only Private Sunset Cruises...

2 hours
5.0 (1)
from
$1,200
Private Plymouth Day Trip from Boston with Historic Stops

Enjoy a private day trip from Boston to Plymouth with convenient door-to-door transportation and time to explore at your own pace. Depart at approximately 9:00 …More

Boston, USA

Private Plymouth Day Trip from Boston with Historic Stops

Enjoy a private day trip from Boston to Plymouth with convenient door-to-door transportation and time to explore at your own pace. Depart at approximately 9:00...

8 hours Hotel pickup offered Free Cancellation
from
$1,090
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
Boston, USA
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
$1,075
Private Newport Mansions Day Trip from Boston

Enjoy a private, customizable day trip from Boston to Newport in a comfortable vehicle reserved for your group. This is private transportation with flexible sightseeing …More

Boston, USA
5.0 (4)

Private Newport Mansions Day Trip from Boston

Enjoy a private, customizable day trip from Boston to Newport in a comfortable vehicle reserved for your group. This is private transportation with flexible sightseeing...

8 hours 30 minutes Hotel pickup offered Free Cancellation
5.0 (4)
from
$1,012
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
5.0 (10)

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...

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
5.0 (15)

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...

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
5.0 (14)

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....

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
5.0 (15)

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...

6 hours Hotel pickup offered Free Cancellation
5.0 (15)
from
$995
Plymouth & South Shore Private Tour from Boston

This full day private tour combines some of the best coastal views in the region with Pilgrim history. First stop focuses on the Presidential history …More

Boston, USA
5.0 (6)

Plymouth & South Shore Private Tour from Boston

This full day private tour combines some of the best coastal views in the region with Pilgrim history. First stop focuses on the Presidential history...

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

Boston, USA
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
Private Boston, Lexington & Concord Historical Tour

Discover Boston, Lexington, Concord, and Cambridge on a private 6-hour guided historical tour by comfortable vehicle. Your knowledgeable chauffeur-guide provides commentary throughout the journey, sharing …More

Boston, USA
4.9 (16)

Private Boston, Lexington & Concord Historical Tour

Discover Boston, Lexington, Concord, and Cambridge on a private 6-hour guided historical tour by comfortable vehicle. Your knowledgeable chauffeur-guide provides commentary throughout the journey, sharing...

6 hours Hotel pickup offered Free Cancellation
4.9 (16)
from
$899
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
4.8 (10)

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...

4 hours Hotel pickup offered Free Cancellation
4.8 (10)
from
$700
Private Luxury Helicopter Flight Over Boston with Hotel Pick-Up

Step into the spotlight of an exclusive cinematic adventure with our Luxury VIP Flight over the mesmerizing backdrop of Boston. This isn't just a tour; …More

Boston, USA
5.0 (2)

Private Luxury Helicopter Flight Over Boston with Hotel Pick-Up

Step into the spotlight of an exclusive cinematic adventure with our Luxury VIP Flight over the mesmerizing backdrop of Boston. This isn't just a tour;...

1 to 2 hours Free Cancellation
5.0 (2)
from
$699
Salem half day private tour from Boston

If you've always wanted to visit this infamous town, then let's do it during your visit to Boston. This half day Boston to Salem tour …More

Boston, USA
5.0 (16)

Salem half day private tour from Boston

If you've always wanted to visit this infamous town, then let's do it during your visit to Boston. This half day Boston to Salem tour...

4 hours Hotel pickup offered Free Cancellation
5.0 (16)
from
$695
Plymouth Half Day Private Tour from Boston

If you've always wanted to see Plymouth Rock, this 4 hour tour lets you check it off the bucket list. It can fit snuggly into …More

Boston, USA
4.6 (10)

Plymouth Half Day Private Tour from Boston

If you've always wanted to see Plymouth Rock, this 4 hour tour lets you check it off the bucket list. It can fit snuggly into...

4 hours Hotel pickup offered Free Cancellation
4.6 (10)
from
$695
Private Revolutionary Heritage Tour from Boston by Car

This private historical tour explores landscapes where American independence began. You travel from Boston into regions shaped by early revolutionary action. In Boston, streets reveal …More

Boston, USA

Private Revolutionary Heritage Tour from Boston by Car

This private historical tour explores landscapes where American independence began. You travel from Boston into regions shaped by early revolutionary action. In Boston, streets reveal...

6 hours Hotel pickup offered
from
$689
Private, Guided Sightseeing Tour of Marthas Vineyard Island(3hrs)

-Offering private tours of beautiful Marthas' Vineyard Island specifically for small groups of people (5 max) looking for a truly unique experience. -Relax and enjoy …More

Martha's Vineyard, USA
4.9 (91)

Private, Guided Sightseeing Tour of Marthas Vineyard Island(3hrs)

-Offering private tours of beautiful Marthas' Vineyard Island specifically for small groups of people (5 max) looking for a truly unique experience. -Relax and enjoy...

3 hours Free Cancellation
4.9 (91)
from
$650

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