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New England Trips with Village Visits

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Explore remote villages on one of the below 5 unique New England cultural experiences for 2026 or 2027. Visit the local village, meet the people, experience local cuisine with a local English speaking guide on your own private tour or small group guided tour. Discover unique local cultures on trips that include activities like Archaeological Site Visits, Local Market Visits, Urban Exploration, Wildlife Viewing, and Whale Watching and cost from $6,350 for experiences of 9 to 14 days. Tell us about your ideal New England cultural trip and our New England experts will help you plan every detail of your next trip.

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    • New England
Enjoy scenic New England
from $7,415
Savings
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New England Islands

Providence Roundtrip - 9 Day Itinerary aboard American Liberty
  • Enjoy Block Island's beaches
  • Explore Whaling Museum New Bedford
  • Discover Martha's Vineyard's towns
  • Learn whaling legacy and maritime
Starts / Ends
Martha's Vineyard / Newport
Activity Level
Variable
Embark on an 9-day cruise aboard American Liberty through New England, exploring maritime history from Providence to Newport. Indulge in lobster bakes, visit whaling museums, and wander charming cobblestone streets.
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Sailing in Boston
from $6,350
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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 $25,010
$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
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.
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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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Charming Quebec City
from $6,799
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Quebec City To Portland

Quebec City - Portland - 12 Day Itinerary aboard Victory II
  • Explore Quebec City Old Port
  • See Baie-Comeau coastal landscapes
  • Portsmouth harbor historic town
  • Strait of Canso sailing
Starts / Ends
Quebec City / Portland
Activities
Urban Exploration, Whale Watching
Activity Level
Variable
Travel on a 12-day cruise from Quebec City to Portland aboard Victory II. Start in Quebec City and sail the St. Lawrence River to Saguenay, Baie-Comeau, Gaspe, Charlottetown, Halifax, and Portsmouth before ending in Portland. Explore fjords, coastal villages, historic ports, and Atlantic waters rich with maritime heritage.
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