Top Day Trips from Massachusetts (Updated November 2026)

Massachusetts, USA
49 Results
New York Bus Day Tour-One World Trade&Liberty Cruise From NY/BOS

Travel with a knowledgeable sightseeing coach and our professional trained tour escort. Visit one of the world’s greatest financial centers at Wall Streets! Take a …More

Travel with a knowledgeable sightseeing coach and our professional trained tour escort. Visit one of the world’s greatest financial centers at Wall Streets! Take a...

8 hours
4.5 (2)
from
$119
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: 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
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: Underground Railroad History Tour of Beacon Hill

Boston's role in the fight to end legalized slavery is linked by the Black Heritage Trail in historic Beacon Hill. This pedestrian path is best …More

Boston's role in the fight to end legalized slavery is linked by the Black Heritage Trail in historic Beacon Hill. This pedestrian path is best...

2 hours 30 minutes Free Cancellation
5.0 (203)
from
$35
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
Self Guided Driving Audio Tour Cape Cod

Download GuideAlong's Cape Cod audio tour to discover what “summer” really means. Drive the iconic “bent arm” between Barnstable and Provincetown, with side trips to …More

Download GuideAlong's Cape Cod audio tour to discover what “summer” really means. Drive the iconic “bent arm” between Barnstable and Provincetown, with side trips to...

4 to 5 hours Free Cancellation
4.3 (3)
from
$17
Nantucket Coast-to-Coast Self-Guided Audio Driving or Biking Tour

Explore Nantucket from coast to coast on a self-guided audio tour designed for driving or biking. Follow the route from historic Nantucket Town to Madaket, …More

Explore Nantucket from coast to coast on a self-guided audio tour designed for driving or biking. Follow the route from historic Nantucket Town to Madaket,...

3 to 6 hours Free Cancellation
3.0 (4)
from
$13
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
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