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Colorful sunrise at Portland Head Lighthouse in Maine

East Coast Urban Exploration Cruises

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    • East Coast of US
Stunning Niagara Falls
from $7,999
Save $6000
EXPLORE

Great Lakes and St. Lawrence Seaway

Montreal - Chicago - 13 Day Itinerary aboard Victory I
  • Explore Cleveland cultural landmark
  • Enjoy Lake Superior sailing
  • See Mackinac Island's charm
  • Witness Upper Peninsula scenery
Starts / Ends
Montreal / Chicago
Activities
Wine Tasting
Activity Level
Variable
Explore the Great Lakes on a 13-day cruise aboard Victory I from Montreal to Chicago. Sail the St. Lawrence River and five Great Lakes, explore Toronto, Niagara Falls, Detroit, and Mackinac Island, transit the Soo Locks, and enjoy scenic lake sailing with onboard enrichment and regional tastings.
Cruise Details
0
Explore the parks around Quebec City for a view of the city
from $9,899
EXPLORE

Five Great Lakes and St. Lawrence Seaway

Quebec City to Chicago - 15 Day Itinerary aboard Victory II
  • Visit Montreal’s Botanical Gardens
  • Experience Soo Locks views
  • Explore Detroit's landscapes
  • Walk Toronto’s waterfront trails
Starts / Ends
Quebec City / Chicago
Activity Level
Variable
Explore the Great Lakes on a 15-day cruise from Quebec City to Chicago aboard Victory II. Visit Montreal, Niagara Falls, Cleveland, Detroit, Mackinac Island, and Milwaukee. Sail across Lakes Ontario, Erie, Huron, Superior, and Michigan. Experience iconic cities, rich history, scenic cruising, and cultural landmarks.
Cruise Details
0
Enjoy stunning views of Niagara Falls
from $9,899
EXPLORE

Five Great Lakes and St. Lawrence Seaway

Chicago to Quebec - 15 Day Itinerary aboard Victory II
  • Cruise scenic Lake Huron
  • Explore old Montreal
  • Experience Detroit’s rich heritage
  • Witness Soo Locks engineering
Starts / Ends
Chicago / Quebec City
Activities
Local Market Visits
Activity Level
Variable
Sail from Chicago to Quebec on a 15-day cruise through the Great Lakes and St. Lawrence Seaway aboard Victory II. Visit iconic destinations like Mackinac Island, Niagara Falls, and Montreal. Explore vibrant cities, historic sites, and scenic 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
Golden light over the Chicago skyline
from $6,799
Save $6000
EXPLORE

All Five Great Lakes

Chicago to Toronto - 11 Day Itinerary aboard Victory II
  • Visit Chicago’s Art Institute
  • Sail scenic Lake Michigan
  • Discover Milwaukee city
  • Visit Niagara Falls
Starts / Ends
Chicago / Toronto
Activity Level
Variable
Sail from Chicago to Toronto aboard Victory II on an 11-day cruise, exploring the best of the Great Lakes. Discover a mix of vibrant cities, quiet natural beauty, historic landmarks, and cultural icons throughout this immersive Great Lakes journey.
Cruise Details
0
Enjoy the stunning scenery of Lake Superior
from $7,499
Save $6000
EXPLORE

All Five Great Lakes

Chicago - Toronto - 11 Day Itinerary aboard Victory I
  • Lake Michigan crossing
  • Stroll Milwaukee Riverwalk
  • Visit Cleveland Rock Hall
  • Niagara Falls visit
Starts / Ends
Chicago / Toronto
Activities
Biking
Activity Level
Variable
Embark on an 11-day Great Lakes cruise from Chicago to Toronto aboard Victory I, exploring cities, islands, and historical sites. Enjoy scenic sailings and unique excursions.
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
Activities
Urban Exploration, Wildlife Viewing, Whale Watching, Village Visits
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
Activities
Archaeological Site Visits
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
25-33 of 33 Results

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Clara T.
Explore Maine's rugged coast
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