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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 2025. 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 $8,600 to $54,870, 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
Visit Plymouth
from $13,940
Savings
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Grand New England Cruise

Roundtrip Boston - 15 Day Itinerary aboard American Patriot
  • Explore Portland iconic lighthouses
  • Discover Bath historic shipyards
  • Explore Bangor Victorian mansions
  • Discover Portsmouth architecture
Starts / Ends
Boston / Boston
Activities
Archaeological Site Visits, Local Market Visits
Activity Level
Variable
Set sail on a 15-day cruise aboard American Patriot. Discover historic seaports and savor New England's charm with a Maine lobster bake.
Cruise Details
0
Aerial view of New York City at dusk
from $8,600
EXPLORE

Montreal to New York, NY

Montreal - New York - 12 Day Itinerary aboard Silver Shadow
  • Discover Montreal’s landscape
  • Explore Quebec City historic charm
  • Experience Saguenay’s wilderness
  • Stroll Charlottetown’s streets
Starts / Ends
Montreal / New York City
Activities
Kayaking, Whale Watching
Activity Level
Variable
Embark on a 12-day cruise from Montreal to New York on the Silver Shadow, exploring Canada's Atlantic coast and New England's charm. Highlights include Quebec City, Prince Edward Island, and excursions like hikes and heritage walks, offering a blend of culture and relaxation.
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from $12,670
EXPLORE

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, Urban Exploration, Village Visits
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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Explore beautiful and historic Montreal
from $17,100
EXPLORE

Fall Foliage on the St. Lawrence: Québec to the Canadian Maritimes – with Smithsonian Journeys

Toronto - Boston - 15 Day Itinerary aboard Le Champlain
  • Sail the scenic St. Lawrence Seaway
  • Visit Montreal, a cosmopolitan city
  • Visit Old Quebec, a UNESCO site
  • Colonial seaport of Charlottetown
Starts / Ends
Toronto / Boston
Activity Level
Variable
On this 15-day Fall Foliage cruise from Toronto to Boston aboard Le Champlain, explore the stunning coastlines of eastern Canada and northern New England. Sail the St. Lawrence Seaway, visiting cities like Montréal, Québec City, and Charlottetown. Discover Nova Scotia's history in Baddeck, Louisbourg, and Lunenburg before concluding in Boston.
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