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All Boston Cruises

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Explore these 5 top Boston cruises for 2027 and 2028. Some of the most popular activities on our Boston trips include Archaeological Site Visits, Local Market Visits, Urban Exploration, 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 9 to 14 days. Contact one of Adventure Life's Boston cruise specialists for help planning a seamless trip.
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    • Boston
Edgartown on Martha's Vineyard
from $7,180
EXPLORE

Charm and heritage of the North American shores

Halifax to New York - 9 Day Itinerary aboard L'Austral
  • See Lunenburg UNESCO historic town
  • Eastport Maritime Historic Site
  • See Newport Gilded Age mansions
  • Martha's Vineyard island escape
Starts / Ends
Halifax / New York
Activity Level
Variable
Explore Canada and New England on a 9-day cruise aboard L'Austral. Visit Halifax, Lunenburg, Yarmouth, Eastport, Portland, Boston, Oak Bluffs, Newport, and New York. Discover maritime history, UNESCO heritage sites, coastal landscapes, iconic landmarks, and charming seaside towns throughout the voyage.
Cruise Details
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Charming Quebec City
from $8,450
EXPLORE

Canada & New England Featuring Quebec City

Bayonne - Montreal - 12 Day Itinerary aboard Silver Shadow
  • Tour Newport’s Gilded Age mansions
  • Stroll Portland’s Old Port
  • Explore historic Boston
  • Discover maritime Halifax
Starts / Ends
Newport / Montreal
Activities
Urban Exploration, Archaeological Site Visits, Wildlife Viewing, Whale Watching
Activity Level
Variable
Take a 12-day Canada and New England cruise on the Silver Shadow from Bayonne, New Jersey, to Montreal. Tour the grand mansions of Newport, explore historic Boston, visit Halifax and Charlottetown, and spend a night in walled Quebec City before continuing up the St. Lawrence to Montreal.
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
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
0
Explore beautiful and historic Montreal
from $13,830
No SS
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
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
0
Aerial view of New York City at dusk
from $6,350
Savings
EXPLORE

Northeast Harbors Cruise

New York - Boston - 9 Day Itinerary aboard American Glory
  • Explore New York landmarks
  • Explore Sag Harbor history
  • Explore Newport historic districts
  • Discover Plymouth colonial history
Starts / Ends
New York / Boston
Activities
Wine Tasting, Village Visits, Local Market Visits
Activity Level
Variable
Experience a 9-day cruise from New York to Boston aboard American Glory, with time to explore New York, Sag Harbor, Old Saybrook, Essex, New London, Mystic, Newport, Plymouth, and Boston. Discover maritime museums, historic districts, coastal landmarks, local communities, and sites connected to American history along the New England coast.
Cruise Details
0
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Zakim Bridge reflection on the Charles River in Boston
East Coast of US

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TrustScore 4.9 | 1082 reviews
TrustScore 4.9 of 5
total score
Based on 1082 reviews on
review score
3 days ago
Very personable staff that listened and then scheduled a perfect vacation for me
Greg mohr
review score
4 days ago
Adventure Life always listens to our wants and is able to translate that into amazing experiences that easily flow from one to the other.
Deb Jewell
review score
6 days ago
We have worked with Kassandra at Adventure-Life for several years. She continues to provide excellent guidance on our trips. This time, we tossed some real challenges - explicit number of days, specific itineraries and limitations on who we would prefer to sail with. She actually gave us choices ! Deposit in place and working on additional details for insurance and extensions. Another success !!
Kathryn Jones
review score
1 week ago
Seamless connections. Excellent guides. Fulfilled every request. Very nice hotels.
Susan Vogel
review score
1 week ago
Its a beautiful country, very friendly people, and everything went like clockwork. The local guide/driver was one of the best we've had: knowledgeable, always on time, had good ideas for what to see. Khiri Travel (the local travel agency) is terrific. Second trip we've taken with them. Recommend them and Adventure Life 100%
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