Top Day Trips from Massachusetts (Updated November 2026)

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...
$5

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,...
$13

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...
$17

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...
$25

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...
$35

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...
$98

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...
$100

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...
$110

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...
$119

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...
$126

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...
$129

Discover Boston’s most iconic sights in one perfectly planned day. Walk through the world-famous campuses of Harvard and MIT, where history, innovation, and genius collide....
$129

Highlights of Boston Private Tour
A full-day tour of Boston's history, culture, and food! Visit the historic North End and walk in the steps of Paul Revere. Stroll amongst the...
$135

Boston to Salem by Train — 400th Anniversary Walking Tour Take the train From Boston to Iconic Salem for the Day! Your coordinator meets you...
$135

Private Day Tour of Salem and Boston
Whirlwind full-day tour of Boston and Salem! Drive to Salem to learn about the witch hunt hysteria of the late 17th century. Walk through historic...
$143

This private full-day tour will take you through every highlight Boston and Cambridge! The tour will include sights such as the Old North Church, Paul...
$149

Visit the real locations where the American Revolution began, while listening to hilarious yet little-known stories about our ancestors. Stand on Lexington Battle Green and...
$149

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...
$159

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....
$160

Travel from Boston to Newport for a small-group day trip through the elegance of the Gilded Age. Tour The Breakers and Marble House with included...
$169

