Celebrate Valentine's Day in Massachusetts (Updated 2026)

Massachusetts, USA
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
Rockstars of the Revolution: Blazing the Boston Freedom Trail

Discover the hidden history of Boston’s role in the Revolutionary War on the very streets that bore witness to some of the most significant events …More

Likely to Sell Out
Likely to Sell Out

Discover the hidden history of Boston’s role in the Revolutionary War on the very streets that bore witness to some of the most significant events...

2 hours Free Cancellation
5.0 (3)
from
$26
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
The Lucinda Lipol Tour of Boston

Boston is known worldwide for its contributions to freedom, and nothing exemplifies freedom as much as Lucinda's mouth. Her lips do not shy away from …More

Boston is known worldwide for its contributions to freedom, and nothing exemplifies freedom as much as Lucinda's mouth. Her lips do not shy away from...

45 to 60 minutes Free Cancellation
5.0 (5)
from
$35
America's 250th Anniversary Revolutionary Boston History Tour

Celebrate America's 250th anniversary with a vibrant 75-minute guided history tour in Boston. Follow the footsteps of the founding fathers as you walk the forgotten …More

Likely to Sell Out
Likely to Sell Out

Celebrate America's 250th anniversary with a vibrant 75-minute guided history tour in Boston. Follow the footsteps of the founding fathers as you walk the forgotten...

1 hour 15 minutes Free Cancellation
5.0 (2)
from
$35
Boston Celtics Basketball Game at TD Garden

Watching the Boston Celtics live at TD Garden offers an unmatched atmosphere that immerses you in the legacy of one of the NBA’s most storied …More

Likely to Sell Out
Likely to Sell Out

Watching the Boston Celtics live at TD Garden offers an unmatched atmosphere that immerses you in the legacy of one of the NBA’s most storied...

2 hours
5.0 (1)
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
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

Likely to Sell Out
Likely to Sell Out

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

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
Combo Pass Boston's Old State House & Old South Meeting House

Old State House: The center of royal govt. in the Massachusetts Bay colony, the Old State House was the focal point for many of the …More

Old State House: The center of royal govt. in the Massachusetts Bay colony, the Old State House was the focal point for many of the...

1 to 3 hours Free Cancellation
4.7 (25)
from
$18
Boston Food & Cocktail Tour: Discover the South End After Hours

Local Foods, Libations & Lots of Fun! Visit the local eateries Boston's South End residents call home. Walk to 4 different locations, where each visit …More

Local Foods, Libations & Lots of Fun! Visit the local eateries Boston's South End residents call home. Walk to 4 different locations, where each visit...

2 hours 30 minutes Free Cancellation
5.0 (13)
from
$135
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
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