Boston RECOMMENDATIONS See all

3 Days in Boston: Suggested Itineraries

By Viator, February 2015

4.5 1536 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, Boston, null
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Boston Hop-on Hop-off Trolley Tour

4.5 star rating: Recommended 916 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
Admission to Plimoth Plantation, Mayflower II and Plimoth Grist Mill, Cape Cod, Hop-on Hop-off Tours
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Admission to Plimoth Plantation, Mayflower II and Plimoth Grist Mill

5 star rating: Highly Recommended 3 Reviews

Take a journey back in time to experience the lives of the Pilgrims and Wampanoag tribe in colonial America. Located in Plymouth, Massachusetts, near Boston, ...  Read more

Location: Boston, Massachusetts
Duration: Varies

From USD $25.95
Salem Combo: Wax Museum and Witch Village, Salem, Attraction Tickets
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Salem Combo: Wax Museum and Witch Village

3.5 star rating: Worth doing 6 Reviews

Experience two of Salem’s most fascinating and spooky attractions with this combo tour! Take a guided tour of the Salem Witch Village with a real practicing ...  Read more

Location: Boston, Massachusetts
Duration: Varies

From USD $14.00
Go Boston Card, Boston, Museum Tickets & Passes
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Go Boston Card

4.5 star rating: Recommended 95 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 $53.99
American History Tour: Cambridge, Lexington and Concord Day Trip from Boston, Boston, Sightseeing & ... 
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American History Tour: Cambridge, Lexington and Concord Day Trip from Boston

4.5 star rating: Recommended 210 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 $47.22
North End Pizza Tour, Boston, Day Trips
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North End Pizza Tour

5 star rating: Highly Recommended 64 Reviews

Treat yourself to some of the best pizza in Boston on this walking food tour. Explore the city’s oldest neighborhoods and visit historic sites along the ...  Read more

Location: Boston, Massachusetts
Duration: 2 hours (approx.)

From USD $39.00
Boston Sunset Dinner Cruise with Buffet, Boston, Food Tours
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Boston Sunset Dinner Cruise with Buffet

4.5 star rating: Recommended 17 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 $72.61
$96.81 Save $24.20
Newport Mansions at Christmas: The Breakers and Marble House, Boston, Dinner Cruises
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Newport Mansions at Christmas: The Breakers and Marble House

4.5 star rating: Recommended 3 Reviews

This holiday season, gilded mansions, million-dollar yachts, evergreen trees and beautiful coastal views await you on this day trip from Boston to Newport, ...  Read more

Location: Boston, Massachusetts
Duration: 9 hours (approx.)

From USD $85.52
Boston Pizza and Taverns Tour, Boston, Christmas
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Boston Pizza and Taverns Tour

4.5 star rating: Recommended 13 Reviews

Raise a pint to the spirits of Samuel Adams, Paul Revere and George Washington as you relive more than 375 years of tavern history in Boston. This informative ...  Read more

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

From USD $49.00
Back Bay Wine Tasting and Walking Tour, Boston, Food Tours
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Back Bay Wine Tasting and Walking Tour

5 star rating: Highly Recommended 15 Reviews

Experience Boston’s dynamic wine culture as you sip wine and sample food in historic Back Bay. Learn about wine from an expert guide, who will share tips about ...  Read more

Location: Boston, Massachusetts
Duration: 2 hours (approx.)

From USD $70.00

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