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Zakim Bridge reflection on the Charles River in Boston

Boston Small Ship Cruises

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Experience the enchanting beauty and rich cultural tapestry of Boston and beyond with Adventure Life's array of two small ship cruises for 2026. Delve into the heart of New England on these epic 11-day adventures that promise to leave you in awe. From the historic charm of Montreal to the vibrant city of New York, and the picturesque scenery of Quebec City, each stop offers a unique blend of history, culture, and natural beauty. Enjoy village visits, wildlife viewing, and kayaking opportunities that will immerse you in the heart of each destination. With activities suitable for all levels, these tours are the perfect way to explore the diverse landscapes and rich heritage of the East Coast. Join us on a cruise journey through the stunning coastlines and vibrant cities of the Northeast and contact one of Adventure Life's tour specialists for help planning your next seamless trip.
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Explore historic Boston
from $6,350
Savings
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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
Starts / Ends
Boston / Boston
Activities
Urban Exploration
Activity Level
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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Sailing in Boston
from $6,350
Savings
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Northeast Harbors Cruise

Boston - New York - 9 Day Itinerary aboard American Glory
  • Visit the Massachusetts Maritime
  • Explore the Mystic Seaport Museum
  • Travel to Old Saybrook
  • Stroll around Sag Harbor
Starts / Ends
Boston / New York
Activity Level
Variable
Join this 9-day Northeast Harbors cruise from Boston to New York aboard American Glory. Explore historic Boston before visiting picturesque Plymouth, MA, and the grandeur of Newport. Dive into maritime history in New London, Mystic, and Essex, CT. Lastly, enjoy an evening cruise around New York Harbor.
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from $15,100
$1000 SBC
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Fall Foliage on the St. Lawrence with Smithsonian Journeys

Toronto - Boston - 13 Day Itinerary aboard Le Bellot
  • Sail the scenic St. Lawrence Seaway
  • Stroll Old Montreal streets
  • Explore Prince Edward Island
  • Experience the Acadian culture
  • Explore Nova Scotia and Lunenburg
Starts / Ends
Toronto / Boston
Activities
Wine Tasting, Whale Watching
Activity Level
Variable
Sail Canada’s St. Lawrence Seaway on a 13-day cruise aboard Le Bellot. Visit Toronto, Montreal, Quebec, Tadoussac, Charlottetown, Magdalen Islands, Sydney, Lunenburg, Portland, and Boston. Enjoy whale watching, historic tours, cultural experiences, scenic landscapes, and regional cuisine throughout this journey.
Cruise Details
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Explore beautiful and historic Montreal
from $13,830
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Fall Foliage on the St. Lawrence - with Smithsonian Journeys

Toronto to Boston - 14 Day Itinerary aboard Le Bellot
  • Sail the Saint Lawrence Seaway
  • Old Montreal exploration
  • Visit Quebec City's UNESCO district
  • See Lunenburg colonial charm
Starts / Ends
Toronto / Boston
Activities
Village Visits, Archaeological Site Visits, Local Market Visits, Wildlife Viewing
Activity Level
Variable
Sail from Toronto to Boston on a 14-day Canadian cruise with Smithsonian Journeys aboard Le Bellot. Explore Montreal, Quebec City, Tadoussac, Nova Scotia towns, and the Magdalen Islands. Enjoy historic sites, coastal scenery, marine life, and cultural landmarks throughout this voyage.
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Zakim Bridge reflection on the Charles River in Boston
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