Ontario Cultural Tours & Cruises

from $7,299

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All Five Great Lakes

Toronto - Chicago - 11 Day Itinerary aboard Victory I

• Discover the diverse food scene
• Enjoy the vibrant nightlife
• Visit Niagara Falls
• Explore Niagara Peninsula

Starts / Ends

Toronto / Chicago

Activities

Local Market Visits

Activity Level

Variable

Embark on an 11-day All Five Great Lakes cruise from Toronto to Chicago aboard Victory I, exploring vibrant cities and stunning natural landscapes. Enjoy historical tours and scenic sailing on this unique cruise through the heart of North America.

Cruise Details

0

from $6,799

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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.

Cruise Details

0

from $6,799

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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.

Cruise Details

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from $7,299

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All Five Great Lakes Reverse

Toronto to Chicago - 11 Day Itinerary aboard Victory II

• Explore Toronto
• Experience Niagara Falls
• Visit Henry Ford Museum
• Enjoy a horse-drawn carriage tour

Starts / Ends

Toronto / Chicago

Activity Level

Variable

Set sail on an 11-day All Five Great Lakes cruise from Toronto to Chicago aboard a Victory II. Explore Toronto, Niagara Falls, Cleveland, Detroit, and Mackinac Island, experiencing unique landmarks and vibrant cultures.

Cruise Details

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from $9,100

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A Voyage Along the Great Lakes – with Smithsonian Journeys

Toronto - Milwaukee - 9 Day Itinerary aboard Le Bellot

• Discover Toronto’s diversity
• Explore Port Colborne beauty
• Navigate Detroit River panoramas
• Cruise Lake Michigan grandeur

Starts / Ends

Toronto / Milwaukee

Activities

Small Ship Sailing

Activity Level

Variable

Set sail on a 9-day cruise aboard Le Bellot to uncover the Great Lakes' stunning landscapes and rich history. Highlights include Niagara Falls, Lake Huron's UNESCO Biosphere Reserve, Mackinac Island's Victorian charm, and Milwaukee's vibrant culture, making this an unforgettable journey.

Cruise Details

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Taste of the Arctic Summer

4 Day Itinerary

• Enjoy historic town tours
• Hike along Sylvia Grinnell River
• Get a taste of the Arctic
• Discover Iqaluit iconic spots

Starts / Ends

Iqaluit / Ottawa

Activities

Hiking

Activity Level

Relaxed

Discover the charm of Canada's hidden jewel, the marine city of Iqaluit. On this 4-day Arctic tour, explore the Sylvia Grinnell Territorial Park by hiking and kayaking in Frobisher Bay.

Tour Details

0

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

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.

Cruise Details

0

from $6,799

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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.

Cruise Details

0

from $7,299

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All Five Great Lakes

Milwaukee to Toronto - 11 Day Itinerary aboard Victory I

• Rock out in Cleveland
• Visit Sault Ste. Marie
• Niagara Falls boat adventure
• Mackinac Island carriage rides

Starts / Ends

Chicago / Toronto

Activities

Wildlife Viewing

Activity Level

Variable

Set out from Chicago and sail the Great Lakes on an 11-day cruise aboard Victory I. Along the way, enjoy scenic sailing on Lake Michigan, Superior, Huron, and Ontario, each offering beautiful views and rich history.

Cruise Details

0

from $7,399

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New England and Canada

Toronto to Portland - 13 Day Itinerary aboard Victory II

• Explore Toronto's landmarks
• Visit Quebec City's historic sites
• Go on a whale-watching adventure
• Visit Halifax’s historic waterfront

Starts / Ends

Toronto / Portland

Activities

Whale Watching

Activity Level

Variable

Embark on a 12-day cruise from Toronto to Portland aboard Victory II, experiencing vibrant cities, breathtaking landscapes, and rich maritime heritage. This adventure offers a blend of urban exploration, natural beauty, and cultural immersion.

Cruise Details

0

from $7,299

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All Five Great Lakes

Chicago - Toronto - 11 Day Itinerary aboard Victory I

• Discover Michigan's Upper Peninsula
• Explore Detroit's Henry Ford Museum
• Stroll Chicago’s Navy Pier
• Visit Niagara Falls up close

Starts / Ends

Chicago / Toronto

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

from $7,299

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All Five Great Lakes

Chicago to Toronto - 11 Day Itinerary aboard Victory II

• Visit car-free Mackinac Island
• Sail through the Soo Locks
• Explore the Henry Ford Museum
• Visit Escanaba's lighthouse

Starts / Ends

Chicago / Toronto

Activity Level

Variable

Embark on an 11-day All Five Great Lakes cruise aboard Victory II, visiting iconic cities such as Chicago, Detroit, and Toronto. Discover scenic wonders like Mackinac Island and Niagara Falls, exploring rich history and culture along the way.

Cruise Details

0

from $6,295

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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

Activities

Kayaking, Village Visits

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.

Cruise Details

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from $6,799

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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.

Cruise Details

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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.

Cruise Details

0

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

Activities

Biking, Urban Exploration, Archaeological Site Visits

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.

Cruise Details

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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 Chicago’s stunning skyline
• Take a horse-drawn carriage tour
• Thunder Bay sightseeing tour
• Visit the historic Soo Locks

Starts / Ends

Chicago / Chicago

Activity Level

Variable

Embark on a 16-day Great Lakes and Thunder Bay cruise aboard Victory II through Lake Michigan, Lake Superior, and Lake Huron. Visit Mackinac Island by horse-drawn carriage, explore historic Duluth and Green Bay, and witness the Soo Locks in action. Step into Canada at Thunder Bay and tour museums, national parks, and charming waterfront towns.

Cruise Details

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