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Explore beautiful Montreal

Montreal Urban Exploration Cruises

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Discover the vibrant city of Montreal on our 7 urban exploration tours for 2025. Surrounded by cultural richness and historical charm, our Montreal city tours offer an immersive journey that seamlessly blends architecture, arts, and gastronomy, providing a comprehensive understanding of this fascinating destination. Over 10 to 15 days, you will explore the diverse neighborhoods and iconic landmarks of Montreal, known for its dynamic arts scene and delicious cuisine. With prices starting at $5,999 to $54,390, join us on a trip to uncover the magic of Montreal's urban landscape and experience the joie de vivre of this enchanting city. Contact us for help planning your next seamless trip.
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    • Montreal
from $13,440
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Fall Foliage on the St. Lawrence: Quebec to the Canadian Maritimes – with Smithsonian Journeys

Toronto - Boston - 13 Day Itinerary aboard Le Bellot
  • Sail the scenic St. Lawrence Seaway
  • Visit Montreal, a cosmopolitan city
  • Explore Prince Edward Island
  • Experience the Acadian culture
  • Explore Nova Scotia and Lunenburg
Starts / Ends
Toronto / Boston
Activities
Village Visits
Activity Level
Variable
Explore eastern Canada and New England on a 13-day Smithsonian Journeys cruise. Sail from Toronto to Boston with stops in Quebec, PEI, Nova Scotia, and Cape Cod. Highlights include Montreal, Tadoussac, Magdalen Islands, Charlottetown, and Lunenburg. Includes expert talks and a shore excursion in each port.
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Stunning Niagara Falls
from $7,999
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Great Lakes and St. Lawrence Seaway

Montreal - Chicago - 13 Day Itinerary aboard Victory I
  • Discover the city of Toronto
  • Visit the Henry Ford Museum
  • Visit Lake Huron
  • Savor local delicacies
Starts / Ends
Montreal / Chicago
Activity Level
Variable
Embark on an unforgettable 13-day cruise from Montreal to Chicago aboard the Victory I, exploring all five Great Lakes. This voyage combines scenic sailing with onshore excursions, offering a unique blend of urban exploration and natural wonders.
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Golden light over the Chicago skyline
from $5,999
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New England and Canada

Montreal to Portland - 10 Day Itinerary aboard Victory I
  • Explore Montreal's European charm
  • Visit Halifax’s Citadel Hill
  • Stroll Portland’s historic streets
  • Enjoy a scenic whale-watching
Starts / Ends
Montreal / Portland
Activities
Whale Watching
Activity Level
Variable
Set sail on a 10-day cruise from Montreal to Portland aboard the Voyager 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
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Visit Portsmouth
from $7,299
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New England and Canada

Portland - Toronto - 12 Day Itinerary aboard Victory I
  • Explore Portland
  • Watch whales in Saguenay Fjords
  • Walk Old Quebec streets
  • Explore Charlottetown history
Starts / Ends
Portland / Toronto
Activity Level
Variable
Experience a 12-day cruise from Portland to Toronto aboard Victory I and enjoy coastal views, local cuisine, and relaxing days at sea. This immersive journey blends Canadian culture, maritime history, and scenic waterways for a unique small-ship cruising experience.
Cruise Details
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Explore the parks around Quebec City for a view of the city
from $9,499
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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.
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Enjoy stunning views of Niagara Falls
from $9,499
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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
Starts / Ends
Chicago / Quebec City
Activities
Urban Exploration, Archaeological Site Visits, Wildlife Viewing, 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
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Enjoy the scenery of the Great Lakes
from $7,999
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Great Lakes and St. Lawrence Seaway

Chicago - Montreal - 13 Day Itinerary aboard Victory I
  • Visit Willis Tower in Chicago
  • Explore the Henry Ford Museum
  • Visit Rock and Roll Hall of Fame
  • Discover Toronto's culture
Starts / Ends
Chicago / Montreal
Activity Level
Variable
Sail from Chicago to Montreal on a 13-day cruise aboard Victory I, exploring iconic cities, engineering marvels, and natural wonders. Scenic lake crossings offer time to unwind between dynamic destinations.
Cruise Details
0
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