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

Massachusetts, USA
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
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
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
Boston Private Food and History Tour With Revolutionary Sites

Boston's best food and history are scattered across its neighborhoods, so we bring them together in one relaxed, private tour. Start in the North End …More

Boston's best food and history are scattered across its neighborhoods, so we bring them together in one relaxed, private tour. Start in the North End...

5 hours 30 minutes Hotel pickup offered Free Cancellation
5.0 (10)
from
$213
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 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 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

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
Boston's Emerald Necklace Guided Bicycle Tour: E-Bikes/City Bikes

The Emerald Necklace bike tour is an amazing way to see Boston’s most famous green spaces in a ‘green’ way - you may forget you …More

The Emerald Necklace bike tour is an amazing way to see Boston’s most famous green spaces in a ‘green’ way - you may forget you...

4 hours
4.7 (15)
from
$99
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
Private Walking Tour of Freedom Trail and Little Italy

See every site on the Freedom Trail! This walking tour includes all 16 stops on the Freedom Trail, covering historical sites such as the Paul …More

See every site on the Freedom Trail! This walking tour includes all 16 stops on the Freedom Trail, covering historical sites such as the Paul...

4 hours 30 minutes Free Cancellation
5.0 (8)
from
$53
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
Boston Historical Freedom Trail and Cheers Landmark Tour

Explore the ultimate highlights of one of America’s greatest cities with our comprehensive tour, blending history, culture, and heritage into one unforgettable experience. Delve into …More

Explore the ultimate highlights of one of America’s greatest cities with our comprehensive tour, blending history, culture, and heritage into one unforgettable experience. Delve into...

2 hours 30 minutes Free Cancellation
5.0 (8)
from
$51
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
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
From Boston Day Trip to Plimoth Patuxet Museums and Mayflower II

Explore the rich history of Plymouth, Massachusetts, on this immersive day trip. Starting with a scenic ride on the MBTA Commuter Rail, visit the renowned …More

Explore the rich history of Plymouth, Massachusetts, on this immersive day trip. Starting with a scenic ride on the MBTA Commuter Rail, visit the renowned...

8 hours Free Cancellation
5.0 (3)
from
$98
Boston North End Food and History Tour Stories Behind the Bites

Discover Boston's oldest neighborhood on a food tour that's equal parts delicious and "mostly" accurate. Join a local guide as you wander the cobblestone streets …More

Discover Boston's oldest neighborhood on a food tour that's equal parts delicious and "mostly" accurate. Join a local guide as you wander the cobblestone streets...

3 hours Free Cancellation
5.0 (8)
from
$99
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
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