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New England Small Ship Cruises

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    • New England
Visit Portsmouth
from $18,198
EXPLORE

5 Great Lakes + St. Lawrence Seaway: Montreal to Jacksonville

Montreal to Jacksonville - 29 Day Itinerary aboard Victory I
  • Watch Saguenay Fjord belugas
  • Kayak Gaspe's Forillon coastline
  • Tour Halifax's hilltop Citadel
  • Admire Newport's Cliff Walk
Starts / Ends
Montreal / Jacksonville
Activities
Whale Watching, Archaeological Site Visits, Urban Exploration, Wildlife Viewing, Village Visits, Local Market Visits, Kayaking
Activity Level
Variable
Embark on a 29-day voyage aboard Victory I, from Montreal to Jacksonville, linking the St. Lawrence Seaway with the Atlantic Seaboard. Walk Old Quebec, watch beluga whales in the Saguenay Fjord, and explore Halifax and Newport before reaching Florida.
Cruise Details
0
Stroll by the river running through Quebec City
from $7,299
EXPLORE

Five Great Lakes + St. Lawrence Seaway: Portland to Toronto

Portland to Toronto - 13 Day Itinerary aboard Victory II
  • Cruise Atlantic Canada to Toronto
  • Wander UNESCO Old Quebec
  • Discover Charlottetown's history
  • Sail the Saguenay Fjord
  • Tour Old Montreal's basilica
Starts / Ends
Portland / Toronto
Activity Level
Variable
Embark on a 13-day cruise Victory II and sail from Portland, Maine to Toronto, Ontario, calling at Nova Scotia, Prince Edward Island, Quebec City, and Montreal. This voyage links rugged Atlantic shores, deep glacial fjords, and Great Lakes channels into one seamless passage across North American coastal waterways.
Cruise Details
0
Aerial View of Halifax Skyline
from $5,999
SailFree
EXPLORE

New England and Canada

Montreal to Portland - 10 Day Itinerary aboard Victory I
  • Sail the Saguenay Fjords
  • Explore Canada history sites
  • Halifax waterfront walk
  • Atlantic Ocean crossing
Starts / Ends
Montreal / Portland
Activity Level
Variable
Set sail on a 10-day cruise from Montreal to Portland aboard Victory I. Experience Montreal’s European charm and explore Quebec City’s historic streets. Enjoy whale-watching in Saguenay Fjord and discover Charlottetown’s coastal beauty. Sail through the Strait of Canso, visit Halifax’s bustling waterfront, and end in vibrant Portland, Maine.
Cruise Details
0
Charming Quebec City
from $6,799
EXPLORE

Quebec City To Portland

Quebec City - Portland - 12 Day Itinerary aboard Victory II
  • Sail the Saguenay Fjord
  • Explore Gaspe’s Forillon Park
  • Visit Peggy’s Cove Lighthouse
  • Visit Charlottetown’s streets
Starts / Ends
Quebec City / Portland
Activity Level
Variable
Cruise from Quebec City to Portland on a 12-day cruise aboard Victory II, visiting Saguenay, Baie-Comeau, Gaspe, Charlottetown, and Halifax. Explore historic cities, coastal landscapes, the Saguenay Fjord, and maritime landmarks. Experience French Canadian heritage, Atlantic scenery, and historic ports across Canada and New England.
Cruise Details
0
Colorful sunrise at Portland Head Lighthouse in Maine
from $8,299
EXPLORE

New England and Canada

Montreal to Portland - 13 Day Itinerary aboard Victory II
  • Walk Quebec City's Old Town streets
  • Saguenay Fjord sailing
  • Gulf crossing experience
  • Tour Halifax historic citadel
Starts / Ends
Montreal / Portland
Activity Level
Variable
Begin your 13-day voyage in Montreal with a hotel stay, then board Victory II and sail the St. Lawrence River to Quebec City, Saguenay, Baie-Comeau, and Gaspe. Cross the Gulf of St. Lawrence to Charlottetown, continue to Halifax and Yarmouth, and finish in Portland, Maine. Explore fortified cities, fjords, island capitals, and working waterfronts.
Cruise Details
0
Aerial View of Halifax Skyline
from $8,299
EXPLORE

New England and Canada

Montreal to Portland - 13 Day Itinerary aboard Victory I
  • Visit UNESCO-listed Old Quebec City
  • Charlottetown historic charm
  • Learn Yarmouth’s Acadian heritage
  • Sail through Saguenay Fjord
Starts / Ends
Montreal / Portland
Activity Level
Variable
Begin the 13-day voyage in Montreal with a hotel stay, then board Victory I and cruise through Quebec City, Saguenay Fjord, Charlottetown, Halifax, and Yarmouth before ending in Portland, Maine. Sail the Gulf of St. Lawrence and Strait of Canso while exploring historic towns, coastal villages, and maritime landmarks across Atlantic Canada.
Cruise Details
0
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