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New England Trips with Village Visits

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Explore remote villages on one of the below 9 unique New England cultural experiences for 2025 or 2026. 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, Urban Exploration, Local Market Visits, Wildlife Viewing, and Wine Tasting and cost from $6,350 for experiences of 8 to 16 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
Visit Plymouth
from $13,940
Savings
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Grand New England Cruise

Roundtrip Boston - 15 Day Itinerary aboard American Patriot
Starts / Ends
Boston / Boston
Activities
Local Market Visits
Activity Level
Variable
Set sail on a 15-day cruise aboard American Patriot. Discover historic seaports and savor New England's charm with a Maine lobster bake.
  • Explore Portland iconic lighthouses
  • Discover Bath historic shipyards
  • Explore Bangor Victorian mansions
  • Discover Portsmouth architecture
Cruise Details
0
Beautiful seascapes in Maine
from $6,710
Savings
EXPLORE

Maine Coast & Harbors Cruise

Portland - Bangor - 9 Day Itinerary aboard American Glory
Starts / Ends
Portland / Bar Harbor
Activity Level
Variable
Cruise Maine’s coast for 9 days aboard American Glory. Sail Casco Bay, visit a Bath oyster farm, explore Boothbay’s gardens, enjoy a Rockland lobsterbake, tour Acadia National Park in Bar Harbor, and walk its quaint downtown.
  • Cruise through Casco Bay
  • Sample fresh oysters in Bath
  • Visit Boothbay Harbor's garden
  • Taste a traditional lobsterbake
Cruise Details
0
Eastern Point Lighthouse, Gloucester, Massachusetts
from $11,030
Savings
EXPLORE

New England Fall Foliage Cruise

Portland - New York - 16 Day Itinerary aboard American Independence
Starts / Ends
Portland / New York
Activities
Wine Tasting
Activity Level
Variable
Cruise the New England coast on a 16-day cruise from Portland to New York aboard American Independence. This journey delivers history, culture, and natural beauty through iconic destinations, guided tours, and onboard enrichment—all while experiencing the region’s fall colors and crisp sea air.
  • View Cape Elizabeth lighthouses
  • Discover Nantucket whaling history
  • Walk Portland’s Old Port
  • Visit Maine Maritime Museum
Cruise Details
0
Visit Portsmouth
from $13,285
Savings
EXPLORE

New England Fall Foliage Cruise

Portland - New York - 16 Day Itinerary aboard American Glory
Starts / Ends
Portland / New York
Activity Level
Variable
Sail the coast of New England on a 16-day New England Fall Foliage cruise aboard American Glory, visiting historic cities and scenic harbors from Maine to New York. This cruise blends history, coastal charm, and iconic landmarks with smooth sailing and guided excursions.
  • Walk Portland’s working waterfront
  • Tour Newport’s seaside mansions
  • Walk at cobblestone streets
  • Visit Gloucester’s Maritime Museum
Cruise Details
0
Enjoy scenic New England
from $7,790
Savings
EXPLORE

New England Islands

Providence Roundtrip - 8 Day Itinerary aboard American Liberty
Starts / Ends
Nantucket / Newport
Activity Level
Variable
Embark on an 8-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.
  • Enjoy Block Island's beaches
  • Explore Whaling Museum New Bedford
  • Discover Martha's Vineyard's towns
  • Learn whaling legacy and maritime
Cruise Details
0
Sailing in Boston
from $6,350
Savings
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Yankee Seaports

Boston - New York - 8 Day Itinerary aboard American Glory
Starts / Ends
Boston / New York City
Activity Level
Variable
Join this 8-day Yankee Seaports 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.
  • Visit the Massachusetts Maritime
  • Explore the Mystic Seaport Museum
  • Travel to Old Saybrook
  • Stroll around Sag Harbor
Cruise Details
0
Au revoir Quebec City
from $6,799
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New England and Canada

Portland to Quebec City - 11 Day Itinerary aboard Victory II
Starts / Ends
Portland / Quebec City
Activities
Archaeological Site Visits, Village Visits, Whale Watching
Activity Level
Variable
Embark on an 11-day Victory II cruise from Portland to Quebec City. Explore Portland’s Old Port and Museum of Art, relax at sea, then visit Halifax’s boardwalk, Citadel, and Titanic graves. Sail the Strait of Canso to Charlottetown and then hike Gaspe’s sea cliffs, see Baie-Comeau, and spot whales in Saguenay Fjords. Disembark in Old Quebec.
  • Discover what Portland has to offer
  • Discover Halifax and the Citadel
  • Explore Charlottetown landmarks
  • Hike to Cartier's site at Gaspe
Cruise Details
0
Explore beautiful and historic Montreal
from $17,100
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Fall Foliage on the St. Lawrence: Québec to the Canadian Maritimes – with Smithsonian Journeys

Toronto - Boston - 15 Day Itinerary aboard Le Champlain
Starts / Ends
Toronto / Boston
Activities
Urban Exploration, Wildlife Viewing
Activity Level
Variable
On this 15-day Fall Foliage cruise from Toronto to Boston aboard Le Champlain, explore the stunning coastlines of eastern Canada and northern New England. Sail the St. Lawrence Seaway, visiting cities like Montréal, Québec City, and Charlottetown. Discover Nova Scotia's history in Baddeck, Louisbourg, and Lunenburg before concluding in Boston.
  • Sail the scenic St. Lawrence Seaway
  • Visit Montreal, a cosmopolitan city
  • Visit Old Quebec, a UNESCO site
  • Colonial seaport of Charlottetown
Cruise Details
0
Explore the parks around Quebec City for a view of the city
from $7,399
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New England and Canada

Toronto to Portland - 13 Day Itinerary aboard Victory II
Starts / Ends
Toronto / Portland
Activity Level
Variable
Embark on a 12-day cruise from Toronto to Portland aboard Victory II, experiencing vibrant cities, breathtaking landscapes, and rich maritime heritage. This adventure offers a blend of urban exploration, natural beauty, and cultural immersion.
  • Explore Toronto's landmarks
  • Visit Quebec City's historic sites
  • Go on a whale-watching adventure
  • Visit Halifax’s historic waterfront
Cruise Details
0
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