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Zakim Bridge reflection on the Charles River in Boston

All Boston Cruises

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Explore these 4 top Boston cruises for 2026 and 2027. Some of the most popular activities on our Boston trips include Archaeological Site Visits, Urban Exploration, Local Market Visits, Village Visits, 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 13 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
EXPLORE

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, Local Market Visits
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
0
Visit historic Baltimore
from $12,460
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
Activities
Archaeological Site Visits
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
0
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
Activities
Wine Tasting
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 $13,440
$1000 SBC
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
Village Visits, 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.
Cruise Details
0
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