3 Days in Boston: Suggested Itineraries

By Viator, July 2014

4.5 909 Reviews | Add your review

Freedom’s the word in Boston. From the Boston Tea Party and the Boston Massacre to the beginning of the American Revolution, this city’s steeped in history and lucky for you, it’s one of the few cities in the ‘Land of the Free’ where you can feel free to leave your car at home.

Day 1: Boston Sightseeing

The historic core of Boston begins and radiates outward from Boston Common, and thus it's a great place to orient yourself. Before you get going, though, consider getting a Go Boston Card, which gives you free entry to 70 of Boston's sights, attractions and tours. You can then start your Boston foray by following the Freedom Trail, winding past iconic colonial and Revolutionary sites. Then, to get a more in-depth view of Beantown, jump aboard the Boston Hop-on, Hop-off Trolley Tour - you can hop on and off at any of the 17 centrally located stops as often as you like.

Day 2: Out and About in Boston

From historic walks and ghostly encounters to leisurely cruises by day or night, there are plenty of ways to get out and about in Boston. Explore the exquisite architecture of the city's cosmopolitan Back Bay district or take a guided walk around historic Beacon Hill, an evocative 18th century neighborhood of charming streets, brick sidewalks lined with gas lamps, hidden houses, and parade of doors and doorknockers. For more history, retrace that famous tea party on a walking tour of Boston's waterfront, or meet ghouls and witches on a nocturnal Ghosts and Gravestones walk with a 17th century gravedigger.

Day 3: Day Trips From Boston

Boston is brilliantly positioned for all kinds of day trips, from colonial-era sightseeing to splashing across the water seeking whales, to lounging about in quaint Cape Cod. Start your foray into the Boston area's past with a visit to the historic Plimoth Plantation, a fascinating re-creation of 1620s Plymouth, or relive the 1690s witch trials on a day trip to Salem. Boston's Revolutionary story is complete when you visit Lexington and Concord, and there's more recent history at the fabulously opulent mansions and yachts of wealthy Newport.

Tours & Tickets

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Boston Hop-on Hop-off Trolley Tour

4.5 star rating: Recommended 569 Reviews

Discover Boston at your leisure with a one-day ticket on the Hop-on Hop-off Trolley Tour. Create your own itinerary to see the most popular sights of Boston at ...  Read more

Location: Boston, Massachusetts
Duration: 1 day (approx.)

From USD $40.95

Boston Segway Tour

4.5 star rating: Recommended 10 Reviews

Cruise through Boston on a Segway for a fun, unique way to see the sights. On the 1-hour tour, explore the Boston Harborwalk, Boston Common, Rose Fitzgerald ...  Read more

Location: Boston, Massachusetts
Duration: 1 hour or 2 hours

From USD $60.00

Go Boston Card

4 star rating: Recommended 37 Reviews

Explore Boston your own way with the flexible Go Boston Card. Do as much or as little sightseeing as you like, at your own pace while saving precious vacation ...  Read more

Location: Boston, Massachusetts
Duration: 1, 2, 3, 5 or 7 days

From USD $52.99

Newport Mansions Small-Group Day Trip from Boston

4.5 star rating: Recommended 4 Reviews

Escape to the lovely coastal city of Newport, Rhode Island, on this day trip that includes both a guided tour and free time. Explore The Breakers mansion, the ...  Read more

Location: Boston, Massachusetts
Duration: 10 hours (approx.)

From USD $94.49
$105.00 Save $10.51

American History Tour: Cambridge, Lexington and Concord Day Trip from Boston

4 star rating: Recommended 79 Reviews

This fascinating historical day trip from Boston takes you to the famous nearby Massachusetts cities of Cambridge, Lexington and Concord. Journey along the ...  Read more

Location: Boston, Massachusetts
Duration: 3 hours 30 minutes (approx.)

From USD $40.00

Pizza Tour of Boston’s Little Italy

2.5 star rating: It was OK, but could have been better 2 Reviews

Get an authentic taste of Boston on this walking tour of Little Italy. Follow your guide to Boston’s best pizza joints to enjoy three tasty slices. You’ll also ...  Read more

Location: Boston, Massachusetts
Duration: 2-2.5 hours

From USD $36.80

Plimoth Plantation Living Museum Day Trip from Boston

5 star rating: Highly Recommended 36 Reviews

Journey back in time and see how life was for the Pilgrims and Wampanoag American Indians in the 1600s on this day tour to the Plimoth Plantation, a living ...  Read more

Location: Boston, Massachusetts
Duration: 6 hours (approx.)

From USD $65.00

Boston Sunset Dinner Cruise with Buffet

4 star rating: Recommended 10 Reviews

See Boston’s waterfront sights from the deck of a luxury sunset dinner cruise. Enjoy a fabulous fine-dining buffet with a carving station and hit the dance ...  Read more

Location: Boston, Massachusetts
Duration: 2-3 hours

From USD $88.95

Boston Brewery Tours

Indulge in Boston's brewery scene on morning and evening tours that include upwards of 15 beer tastings, lunch or dinner. Learn about the history and mechanics ...  Read more

Location: Boston, Massachusetts
Duration: Varies

From USD $85.00

Harvard Campus Walking Tour and Admission to Natural History Museum

4 star rating: Recommended 8 Reviews

If you’re considering Harvard University, or you just want to see what student life is like at this Ivy League establishment, this one-hour ‘Hahvahd’ tour is ...  Read more

Location: Boston, Massachusetts
Duration: 70 minutes (approx.)

From USD $18.95

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