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Portland Trips with Village Visits

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Explore remote villages on one of the below 3 unique Portland 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, Whale Watching, Local Market Visits, and Urban Exploration and cost from $6,799 for experiences of 11 to 12 days. Tell us about your ideal Portland cultural trip and our Portland experts will help you plan every detail of your next trip.

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    • Portland
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
  • Discover what Portland has to offer
  • Discover Halifax and the Citadel
  • Explore Charlottetown landmarks
  • Hike to Cartier's site at Gaspe
Starts / Ends
Portland / Quebec City
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.
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Edgartown on Martha's Vineyard
from $10,170
Savings
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New England Explorer

Boston Roundtrip - 12 Day Itinerary aboard American Patriot
  • Visit Portland Head Lighthouse
  • Learn about Wabanaki culture
  • Tour Bath's Maritime Museum
  • Discover Martha’s Vineyard Museum
Starts / Ends
Boston / Boston
Activities
Archaeological Site Visits, Village Visits, Local Market Visits, Urban Exploration
Activity Level
Variable
Embark on a 12-day coastal cruise of New England aboard American Patriot. Visit Portland, Rockland, Bar Harbor, Boothbay Harbor, Bath, Gloucester, Newport, and Martha’s Vineyard. Enjoy guided tours, seafood feasts, museums, and scenic cruising.
Cruise Details
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See historic lighthouses on the American East Coast
from $6,799
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New England and Canada

Quebec - Portland - 11 Day Itinerary aboard Victory II
  • Witness Saguenay Fjords' wildlife
  • Explore Baie-Comeau and Gaspe
  • Explore Charlottetown landmarks
  • Explore Strait of Canso and Halifax
Starts / Ends
Quebec City / Portland
Activities
Whale Watching
Activity Level
Variable
Sail from Quebec City to Portland, Maine, on an 11-day cruise aboard Victory II. Enjoy a hotel stay in Old Quebec, then explore Saguenay Fjords, Baie-Comeau, Gaspe, and Charlottetown. Cruise through the Strait of Canso, visit Halifax, and end in Portland. Experience coastal towns, local culture, wildlife, and peaceful sea days.
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