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Zakim Bridge reflection on the Charles River in Boston

All Boston Cruises

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Explore these 5 top Boston cruises for 2026 and 2027. Some of the most popular activities on our Boston trips include Archaeological Site Visits, Local Market Visits, Village Visits, Urban Exploration, and Wildlife Viewing. Discover with your expert local English-speaking guides who will show you the hot spots and the off-the-beaten-path hidden gems. We work with only the best small ships that carry under 500 fortunate guests, and we can give you unbiased advice to match you with the perfect ship and perfect cruise for your next vacation. Our Boston cruises start from $6,350 for cruises of 8 to 14 days. Contact one of Adventure Life's Boston cruise specialists for help planning a 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.
Cruise Details
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Visit historic Baltimore
from $6,590
$1,000 OBC
EXPLORE

Celebrating America's 250th: An Exploration of History and Culture

Halifax - Baltimore - 8 Day Itinerary aboard L'Austral
  • Talks by Martin Luther King III
  • Explore Boston’s Freedom Trail
  • Visit Newport mansions or sail bay
  • See New York’s Statue of Liberty
  • Explore Philadelphia historic sites
Starts / Ends
Halifax / Baltimore
Activity Level
Variable
Discover the 8-day Celebrating America's 250th Eastern Seaboard cruise on L'Austral from Halifax to Baltimore, featuring history-focused talks by Martin Luther King III and Arndrea Waters King. Highlights include Boston’s Freedom Trail, Newport’s Gilded Age mansions, New York’s Statue of Liberty, 9/11 Memorial, and Philadelphia’s Independence Hall.
Cruise Details
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Sailing in Boston
from $6,350
Savings
EXPLORE

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.
Cruise Details
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from $25,010
$1000 SBC
EXPLORE

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
EXPLORE

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.
Cruise Details
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Zakim Bridge reflection on the Charles River in Boston
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