Top Massachusetts Day Trips & Excursions

Q: Which Massachusetts Day Trips & Excursions have Instant Confirmation?

Massachusetts Day Trips & Excursions with Instant Confirmation include: Cruise - Sightsee - Foliage in Boston, on Private Yacht Trinacria Private Day Trip From Boston to the Newport Mansions Boston to Coastal Maine Private Day Trip Private Plymouth Day Trip from Boston with Historic Stops Private Newport Mansions Day Trip from Boston View all Tours with Instant Confirmation →

Q: I need a ride! Which Massachusetts Day Trips & Excursions have Hotel Pickup?

No problem. These Massachusetts Day Trips & Excursions include Hotel Pickup: Cruise - Sightsee - Foliage in Boston, on Private Yacht Trinacria Private Day Trip From Boston to the Newport Mansions Boston to Coastal Maine Private Day Trip Private Plymouth Day Trip from Boston with Historic Stops Full-Day Minivan Tour of Revolutionary Boston, Lexington and Concord View all Tours with Hotel Pickup →

Q: Got any more Massachusetts trip ideas?

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

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

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

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

Private Day Trip From Boston to the Newport Mansions

Escape the city for the day and visit the charming, historic Newport mansions in coastal Newport, Rhode Island! With this private, full-day trip you'll enjoy roundtrip …More

Boston, USA

4.6 (7)

Private Day Trip From Boston to the Newport Mansions

Escape the city for the day and visit the charming, historic Newport mansions in coastal Newport, Rhode Island! With this private, full-day trip you'll enjoy roundtrip...

10 hours Hotel pickup offered Free Cancellation

4.6 (7)

from
$1,275

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

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

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

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

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

6 hours Hotel pickup offered Free Cancellation

4.9 (16)

from
$899

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

Boston, USA

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

Boston, USA

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

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

Boston, USA

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

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

Boston, USA

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

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

Boston, USA

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

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

Boston, USA

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

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 …More

Boston, USA

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

Tour to Plymouth including Plimoth Patuxet Museum and Mayflower

Plymouth Colony comes to life in our recreation of early Plymouth, complete with timber-framed houses furnished with reproductions of the types of objects that the …More

Boston, USA

5.0 (6)

Tour to Plymouth including Plimoth Patuxet Museum and Mayflower

Plymouth Colony comes to life in our recreation of early Plymouth, complete with timber-framed houses furnished with reproductions of the types of objects that the...

8 hours Free Cancellation

5.0 (6)

from
$279

Frequently Asked Questions

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

What are the best options for Massachusetts Day Trips & Excursions?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Massachusetts Day Trips & Excursions are:

What are the best kid-friendly options for Massachusetts Day Trips & Excursions Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Massachusetts Day Trips & Excursions are:

View all kid-friendly Tours →

Which Massachusetts Day Trips & Excursions have Instant Confirmation?

Which Massachusetts Day Trips & Excursions have Free Cancellation?

Massachusetts Day Trips & Excursions 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 Massachusetts Day Trips & Excursions have Hotel Pickup?

Got any more Massachusetts trip ideas?

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