Boston, Massachusetts, USA

Cruises from Boston

Explore charming historic towns in Canada & New England

With a port city full of history and culture, cruises from Boston offers countless things to experience before you embark on your voyage to Canada & New England with Princess®. Walk into history on the Freedom Trail, enjoy a lobster roll, explore family fun in vast green spaces, or visit top universities including Harvard and MIT. Whether you are history buffs, cultural travelers, seafood lovers or outdoor enthusiasts, Boston cruises provide amazing experiences both before and during the journey.

Destinations to Enjoy in Cruises from Boston

Canada & New England cruises

On a cruise from Boston to explore the beauty of Canada & New England, enjoy the best of seaside life — refreshing breezes, fresh seafood, and quaint colonial cities. Princess will sail 7-day roundtrip cruises from Boston and New York. Choose from a 7-day roundtrip cruise visiting the best of Canada and New England, a 10-day voyage to see the beautiful French-influenced Quebec City and the famous Reversing Falls Rapids in Saint John, or a 17-day adventure to Greenland – the world’s largest island.

A picturesque lighthouse stands on a rugged coastline at sunset, surrounded by vibrant yellow flowers and overlooking a serene body of water.
Portland Head Lighthouse in Cape Elizabeth, Maine, shines at sunset.
Bronze statue of American patriot Paul Revere on horseback, situated in Boston's North End, against a scenic backdrop of historic brick buildings and a clear blue sky.
Boston's iconic Paul Revere statue, commemorating the famous midnight ride.

Canada & New England cruisetours

Explore more of Canada & New England, before or after your cruise, with a cruisetour vacation. Stay overnight in historic towns such as Williamsburg and Gettysburg, or spend time enjoying the stunning Niagara Falls and Montreal, to savor all of Canada & New England’s beauty.

Things to do in Boston

Before getting on a cruise from Boston, or after your debarkation, place your feet along the Freedom Trail, visit the Boston Tea Party Ships & Museum, discover the Institute of Contemporary Art, taste-test lobster rolls at Faneuil Hall and Quincy Market, tour the campuses of Harvard and MIT in Cambridge, or relax at Boston Common, America’s oldest park. One of the most historically rich and attraction-abundant cities in the US, Boston is brimming with activities for all kinds of travelers.

A stunning city scene at sunset, featuring a mix of old and new buildings, a prominent clock tower, and a lively square surrounded by trees and people, set against a warm orange and blue sky.
Boston, Massachusetts at sunset, blending historic and modern architecture.

What to Know About Cruises from Boston

Once a quiet estuary of Massachusetts Bay, today Boston Harbor is a bustling area with the Flynn Cruiseport welcoming passengers as they begin their vacations at sea or visit Boston as a port of call. Here’s everything you should know about cruises out of Boston.

A cobblestone street in Boston's Beacon Hill neighborhood lined with historic brick buildings, black shutters, and gas lanterns.
Charming cobblestone street in Boston's Beacon Hill neighborhood.

Boston at a glance

 
  • Docking: Cruises from Boston dock at Flynn Cruiseport, in South Boston’s vibrant Seaport District.
  • Attire: Famous for its rugged coastlines, active outdoor lifestyle and maritime traditions, Boston is equally known for its changeable weather. Bright and sunny days can quickly turn blustery, and bathing suit weather can become sweater weather the moment the sun sets and temperatures drop. Whether you plan to enjoy summer coastal activities during a family cruise vacation in July or August or experience spectacular autumn foliage in late September or October, you’ll want to pack practical attire, from swimsuits and quick-dry athletic shirts to cozy sweaters and waterproof jackets. It is also a must to pack sports sandals and sturdy sneakers or hiking boots as you will be spending time outdoors and walking over a variety of uneven surfaces.
  • Transportation: You can get around by public transportation, rental cars, and taxis.

Ships that Cruise from Boston

Our Princess fleet includes some of the best cruises from Boston. Find the comforts of home along with the luxuries you deserve on board any of our ships. Discover what makes our fleet so unique.

 

Emerald Princess

Emerald Princess

Glacier Bay Alaska Majestic Princess exterior

Majestic Princess

The Colonial Heritage Voyage

The Portland Head Light in Cape Elizabeth, Maine.
The Portland Head Light in Cape Elizabeth, Maine.

For the first time ever Princess Cruises will offer a series of Colonial Heritage itineraries featuring Yorktown, Va., part of Virginia’s Historic Triangle, along with stops at charming and history-rich Charleston, S.C., Boston and Halifax aboard Island Princess sailing round-trip from New York next summer.

Travel, Airfare, & Hotels: Let Princess get you there

Cruise deals & promotions

Start planning the vacation of your dreams with a cruise you'll love at a price you can't beat. Explore our latest featured deals, snag some last-minute savings and see how our all-inclusive packages can make your getaway even better.

Star Princess cruise ship sailing past Dawes Glacier in Alaska.
Star Princess cruise ship sailing past Dawes Glacier in Alaska.

The Princess® Rewards Visa® Card Earn 20,000 Bonus Points = $200 Onboard Credit

Earn 20,000 bonus points after spending $500 in the first 90 days. That’s worth $200 in onboard credit. Plus, enjoy 2X points per $1 spent on all Princess purchases including onboard purchases. Terms apply.

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Boston, Massachusetts, USA Downtown Skyline.

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