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Massachusetts Small Ship Cruises

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Experience the charm and history of the Eastern seaboard with Adventure Life's array of small ship cruises for 2026. Join us on a cruise journey from Portland, Maine to Saint John, New Brunswick, where travelers can explore coastal towns, appreciate local art, and delve into the region's rich history. Savor delicious lobster dishes, wander through picturesque villages, and immerse yourself in urban exploration. Whether you choose the Montreal to Gloucester route, with stops in Charlottetown and Halifax, or opt for the voyage from New York to Quebec City, spotting wildlife and kayaking along the way, each 11-day adventure promises phenomenal experiences. For a longer trip, embark on a 15-day cruise aboard Le Bellot, from Toronto to Boston, to discover the art of Montréal, the beauty of the Canadian Maritimes, and enjoy musical performances. With prices starting at $6,350 to $54,390, don't miss the chance to sail along the North American coast and contact one of Adventure Life's tour specialists for help planning your next seamless trip.
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    • Massachusetts
Explore historic Boston
from $6,350
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Cape Codder Cruise

Boston, MA Roundtrip - 9 Day Itinerary aboard American Glory
  • Walk Boston’s Freedom Trail
  • Tour Newport’s grand mansions
  • Enjoy Martha’s Vineyard Museum
  • See massive whale skeletons
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Boston / Boston
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Variable
Embark on an 9-day Cape Cod cruise aboard American Glory, round-trip from Boston. Visit Provincetown, Plymouth, Martha’s Vineyard, Newport, and New Bedford. Step into colonial history, maritime culture, and coastal scenery.
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Edgartown on Martha's Vineyard
from $10,170
Savings
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New England Explorer

Boston Roundtrip - 12 Day Itinerary aboard American Patriot
  • Visit Portland Head Lighthouse
  • Learn about Wabanaki culture
  • Tour Bath's Maritime Museum
  • Discover Martha’s Vineyard Museum
Starts / Ends
Boston / Boston
Activities
Urban Exploration, Village Visits, Local Market Visits, Archaeological Site Visits
Activity Level
Variable
Embark on a 12-day coastal cruise of New England aboard American Patriot. Visit Portland, Rockland, Bar Harbor, Boothbay Harbor, Bath, Gloucester, Newport, and Martha’s Vineyard. Enjoy guided tours, seafood feasts, museums, and scenic cruising.
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from $13,440
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Fall Foliage on the St. Lawrence: Quebec to the Canadian Maritimes – with Smithsonian Journeys

Toronto - Boston - 13 Day Itinerary aboard Le Bellot
  • Sail the scenic St. Lawrence Seaway
  • Visit Montreal, a cosmopolitan city
  • Explore Prince Edward Island
  • Experience the Acadian culture
  • Explore Nova Scotia and Lunenburg
Starts / Ends
Toronto / Boston
Activities
Wildlife Viewing
Activity Level
Variable
Explore eastern Canada and New England on a 13-day Smithsonian Journeys cruise. Sail from Toronto to Boston with stops in Quebec, PEI, Nova Scotia, and Cape Cod. Highlights include Montreal, Tadoussac, Magdalen Islands, Charlottetown, and Lunenburg. Includes expert talks and a shore excursion in each port.
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