Ontario Urban Exploration Tours

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All Five Great Lakes Reverse

Toronto to Chicago - 11 Day Itinerary aboard Victory II

• Cruise all five Great Lakes
• Visit Niagara Falls up close
• Tour Cleveland’s museums
• Visit Mackinac Island

Starts / Ends

Toronto / Chicago

Activity Level

Variable

Embark on an 11-day All Five Great Lakes cruise aboard Victory II and explore cultural hubs like Cleveland and Detroit, visit Niagara Falls, and relax on car-free Mackinac Island. Enjoy scenic days on Lake Ontario, Erie, Huron, Michigan, and Superior.

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All Five Great Lakes

Toronto to Chicago - 11 Day Itinerary aboard Victory I

• See powerful Niagara Falls
• Explore Cleveland’s rock history
• Tour Milwaukee’s lakefront gems
• Visit peaceful Mackinac Island

Starts / Ends

Toronto / Chicago

Activity Level

Variable

Cruise the Great Lakes from Toronto to Chicago on an 11-day cruise aboard Victory I. Explore museums, historic districts, and natural wonders while enjoying relaxing scenic days at sea.

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from $6,799

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All Five Great Lakes

Toronto to Milwaukee - 11 Day Itinerary aboard Victory I

• Visit Niagara Falls views
• Explore Mackinac Island’s streets
• Visit Milwaukee Art Museum
• Visit Rock and Roll Hall of Fame

Starts / Ends

Toronto / Milwaukee

Activity Level

Variable

Sail the Great Lakes from Toronto to Milwaukee on an 11-day cruise aboard Victory I. Discover Niagara Falls, explore Cleveland’s art scene, experience Detroit’s revival, and visit charming Mackinac Island. Visit iconic landmarks, lively cities, and tranquil islands while uncovering the rich heritage of North America’s Great Lakes region.

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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.

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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

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.

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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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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.

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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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from $13,995

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Great Lakes Collection

Canada to Minnesota - 15 Day Itinerary aboard Viking Great Lakes

• Cruise Niagara Falls
• Explore Mackinac Island
• Kayak Killarney’s turquoise waters
• Enjoy Sleeping Giant hike views

Starts / Ends

Toronto / Duluth

Activities

Biking, Citizen Science

Activity Level

Variable

Set sail on a 15-day voyage aboard a Viking Great Lakes cruise ship, starting in Toronto and exploring North America’s inland seas. Visit Niagara Falls, Detroit, Mackinac Island, and enjoy scenic hikes, vineyards, and optional excursions like helicopter rides on this enriching cultural voyage.

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from $6,995

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Niagara and the Great Lakes

Toronto - Milwaukee - 8 Day Itinerary aboard Viking Great Lakes

• Toronto Exploration
• Explore Mackinac Island
• Niagara Falls & Welland Canal
• Point Pelee Birdwatching
• Detroit’s Innovation Legacy
• Alpena’s Maritime Adventures
• Mackinac Island & Milwaukee’s Charm

Starts / Ends

Lake Ontario / Milwaukee

Activity Level

Variable

On this 8-day Niagara and the Great Lakes cruise from Toronto to Milwaukee aboard the Viking Great Lakes, explore nature and culture. Navigate the Welland Canal, witness Niagara Falls, and spot migratory birds at Point Pelee. Visit Detroit’s Henry Ford Museum, kayak in Alpena, tour Mackinac Island, and explore Milwaukee’s waterfront history.

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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

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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All Five Great Lakes

Chicago to Toronto - 11 Day Itinerary aboard Victory I

• Sail across Lake Michigan
• Explore Milwaukee's Riverwalk
• Bike Mackinac Island perimeter
• Rock out in Cleveland

Starts / Ends

Chicago / Toronto

Activity Level

Variable

Embark on an 11-day cruise aboard Victory I at Chicago’s Navy Pier and cruise across all five Great Lakes. Explore Milwaukee’s breweries, Mackinac Island’s historic charm, the Soo Locks at Sault Ste. Marie, Detroit’s vibrant art scene, Cleveland’s Rock and Roll history, and the power of Niagara Falls.

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from $14,495

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Canada & Greenland Explorer

Toronto to Greenland - 15 Day Itinerary aboard Viking Great Lakes

• Visit historic Toronto neighborhood
• Explore Quebec City landmarks
• Explore Inuit village traditions
• Whale watch in Tadoussac

Starts / Ends

Toronto / Nuuk

Activities

Urban Exploration, Whale Watching, Archaeological Site Visits, Village Visits, Wildlife Viewing, Kayaking, Hiking, Wine Tasting, Fishing, Local Market Visits

Activity Level

Variable

Embark on a 15-day Viking Great Lakes and Arctic cruise from Toronto to Greenland, exploring top destinations like Quebec City, Gros Morne National Park, Red Bay, and Paamiut. Discover whale-filled waters in Tadoussac, dramatic landscapes in the Mingan Archipelago, and Inuit heritage in remote Greenlandic villages.

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from $9,699

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Great Lakes and Thunder Bay

Chicago Roundtrip - 16 Day Itinerary aboard Victory II

• See the Door County Maritime Museum
• Take a horse-drawn carriage tour
• Stroll Green Bay shoreline
• Visit the historic Soo Locks

Starts / Ends

Chicago / Chicago

Activity Level

Variable

Sail from Chicago round-trip on a 16-day Great Lakes and Thunder Bay cruise aboard Victory II and explore scenic ports across the Great Lakes. Cruise through Lake Michigan and Lake Superior on a journey full of natural and historic highlights.

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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.

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