Top things to do in Massachusetts in Summer (Updated November 2026)

Massachusetts, USA
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

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

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
Boston North End Italian Food Tour: Pizza, Pasta & Pastry

Discover why Boston's North End is one of America's most beloved food neighborhoods on your Pizza, Pasta and Pastry Tour. Stroll charming cobblestone streets while …More

Discover why Boston's North End is one of America's most beloved food neighborhoods on your Pizza, Pasta and Pastry Tour. Stroll charming cobblestone streets while...

3 hours Free Cancellation
5.0 (11)
from
$135
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

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
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

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

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

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

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

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
Santa Brunch Cruise in Boston Harbor

Enjoy a delicious gourmet brunch buffet on this 2-hour scenic holiday cruise of the Boston Harbor and get into the holiday spirit. Enjoy a cruise …More

Enjoy a delicious gourmet brunch buffet on this 2-hour scenic holiday cruise of the Boston Harbor and get into the holiday spirit. Enjoy a cruise...

2 hours Free Cancellation
4.8 (9)
from
$106
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

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

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
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

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

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
New York City Day Tour from Boston

Travel from Boston to New York for a concentrated sightseeing day in Manhattan. The mandatory New York City Fortune Tour covers major financial, commercial, and …More

Travel from Boston to New York for a concentrated sightseeing day in Manhattan. The mandatory New York City Fortune Tour covers major financial, commercial, and...

15 hours 30 minutes Free Cancellation
4.5 (32)
from
$184
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

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

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
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

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 Tour of Lexington, Concord, and Boston

Visit the real locations where the American Revolution began. Stand on Lexington Battle Green and listen to stories about the very first days of the …More

Visit the real locations where the American Revolution began. Stand on Lexington Battle Green and listen to stories about the very first days of the...

7 hours Hotel pickup offered Free Cancellation
4.9 (8)
from
$126
Private Half-Day Driving Tour of Boston and Cambridge

See all of Boston and Cambridge from the comfort of a heated and air-conditioned modern minivan. This is a half-day driving tour that takes you …More

See all of Boston and Cambridge from the comfort of a heated and air-conditioned modern minivan. This is a half-day driving tour that takes you...

4 hours Hotel pickup offered Free Cancellation
5.0 (7)
from
$88
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

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
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