Celebrate Valentine's Day in Boston (Updated 2026)

Boston, USA
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
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
Pizza Beer and Paul Revere Tour

There’s tons of options for things to do in this city, and tons of Tour Guides…while you’re here, come hang out with the most colorful …More

There’s tons of options for things to do in this city, and tons of Tour Guides…while you’re here, come hang out with the most colorful...

2 hours Free Cancellation
5.0 (14)
from
$75
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
Boston Bruins Ice Hockey Game at TD Garden

With a rich history that dates back to 1924, the Boston Bruins are one of the oldest and most historic teams in the NHL. The …More

Likely to Sell Out
Likely to Sell Out

With a rich history that dates back to 1924, the Boston Bruins are one of the oldest and most historic teams in the NHL. The...

3 hours
5.0 (1)
from
$72
Title Town Sports Walking Tour

Explore Boston's rich sports history on foot! Dynasty beginnings to banner nights—experience the legacies that make this town shimmer! Come discover why Boston gets its …More

Explore Boston's rich sports history on foot! Dynasty beginnings to banner nights—experience the legacies that make this town shimmer! Come discover why Boston gets its...

2 hours Free Cancellation
5.0 (4)
from
$35
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
Ruckus Boston Revolutionary Experience: Old South & State Houses

Experience Ruckus!, a bold new immersive show at the Old South Meeting House that surrounds you with dynamic sound, lighting, and projected animations of fiery …More

Experience Ruckus!, a bold new immersive show at the Old South Meeting House that surrounds you with dynamic sound, lighting, and projected animations of fiery...

1 to 3 hours Free Cancellation
4.8 (11)
from
$18
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
Freedom Trail and North End History and Culinary Delights Tour

This small-group tour stands out by offering an intimate, authentic experience, allowing guests to connect more deeply with Boston’s local stories. With a focus on …More

Likely to Sell Out
Likely to Sell Out

This small-group tour stands out by offering an intimate, authentic experience, allowing guests to connect more deeply with Boston’s local stories. With a focus on...

4 hours Free Cancellation
5.0 (1)
from
$102
Boston to Salem by Train: Historic 400th Anniversary Walking Tour

Boston to Salem by Train — 400th Anniversary Walking Tour Take the train From Boston to Iconic Salem for the Day! Your coordinator meets you …More

Likely to Sell Out
Likely to Sell Out

Boston to Salem by Train — 400th Anniversary Walking Tour Take the train From Boston to Iconic Salem for the Day! Your coordinator meets you...

3 hours Free Cancellation
5.0 (1)
from
$135
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
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

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
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