Top Day Trips from Massachusetts (Updated November 2026)

Massachusetts, USA
49 Results
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
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
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 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

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
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
Cambridge, Lexington, & Concord: Private Revolutionary War Tour

Immerse yourself in this Revolutionary War full-day driving tour which will take you on a journey to explore the significant sites of the American Revolution. …More

Immerse yourself in this Revolutionary War full-day driving tour which will take you on a journey to explore the significant sites of the American Revolution....

6 hours Hotel pickup offered
5.0 (2)
from
$160
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 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, …More

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

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
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

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
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

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
Martha's Vineyard at Your Pace: Iconic Cottages & Lighthouses

Welcome to Martha's Vineyard, the storied island off Cape Cod that has captivated visitors for generations with its windswept beaches and fiercely independent spirit. This …More

Welcome to Martha's Vineyard, the storied island off Cape Cod that has captivated visitors for generations with its windswept beaches and fiercely independent spirit. This...

8 hours Free Cancellation
5.0 (1)
from
$5
Boston to Martha's Vineyard Day Trip with Optional Island Tour

We are proud to offer Boston's ORIGINAL Martha's Vineyard Day trip. Since 2011 we have been Boston's #1 day trip service to the island. Our …More

We are proud to offer Boston's ORIGINAL Martha's Vineyard Day trip. Since 2011 we have been Boston's #1 day trip service to the island. Our...

12 hours Hotel pickup offered Free Cancellation
4.5 (3,280)
from
$129
Boston: Martha's Vineyard ICONIC Small Group Day Escape w/Ferry

Leave Boston behind and set out on a full-day journey to Martha's Vineyard, one of New England's most beloved islands. This experience blends a scenic …More

Leave Boston behind and set out on a full-day journey to Martha's Vineyard, one of New England's most beloved islands. This experience blends a scenic...

12 hours Free Cancellation
4.6 (53)
from
$100
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
Portland: Lighthouse, Old Port and Park 1-Day Tour from Boston

Escape Boston for a full day along the southern Maine coast, blending scenic seaside walks, historic harbor towns, and iconic lighthouse views. Begin at Marginal …More

Escape Boston for a full day along the southern Maine coast, blending scenic seaside walks, historic harbor towns, and iconic lighthouse views. Begin at Marginal...

9 to 11 hours Hotel pickup offered Free Cancellation
4.7 (25)
from
$110
Boston Universities and Harbor Cruise Day Tour

Discover Boston's academic and waterfront highlights in a small group. Walk through Harvard University and MIT, then enjoy time at historic Quincy Market. Summer departures …More

Discover Boston's academic and waterfront highlights in a small group. Walk through Harvard University and MIT, then enjoy time at historic Quincy Market. Summer departures...

6 to 7 hours Free Cancellation
4.6 (14)
from
$159
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
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

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 App-Guided Audio Tour Bundle: Freedom Trail and More

Explore Boston, Cambridge, Salem, Cape Ann, and more! This package covers Boston's iconic Freedom Trail (Old North Church, Faneuil Hall, & more), the Harborwalk, Salem …More

Explore Boston, Cambridge, Salem, Cape Ann, and more! This package covers Boston's iconic Freedom Trail (Old North Church, Faneuil Hall, & more), the Harborwalk, Salem...

6 to 8 hours Free Cancellation
4.3 (6)
from
$25
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