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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.

Canada and New England Cruises
Picture the vibrant city skyline of Boston, Massachusetts, featuring a mix of modern and historic architecture. Notable landmarks like the Prudential Tower, One Financial Center, and the Custom House Tower rise above the city, set against a sunset.

Explore Boston's iconic skyline in the heart of New England.

Cruises from Boston

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.

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.

    Imagine a picturesque historic street in Boston's Beacon Hill neighborhood, lined with gaslit lanterns, brick row houses, and ornate ironwork. The scene is set against a clear blue sky with wispy clouds, showcasing the area's well-preserved 19th-century architecture.

    Walk through Boston's past in the iconic Beacon Hill neighborhood.

    Picture Boston's historic Old State House, a stunning 18th-century building with a golden dome, surrounded by modern skyscrapers. The contrast between old and new architecture showcases the city's rich history and urban development.

    Discover the Old State House, a Boston treasure.

    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.

    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.

     

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    Majestic Princess ship at sea.

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