Ontario Small Ship 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

Biking, 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 $10,570

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A Voyage Along the Great Lakes – with Smithsonian Journeys

Toronto - Milwaukee - 8 Day Itinerary aboard Le Champlain

• Explore Toronto's vibrant museums
• Admire Niagara Falls' splendor
• Navigate Detroit's waterways
• Enjoy Chicago's urban elegance

Starts / Ends

Toronto / Milwaukee

Activity Level

Variable

Set sail on an 8-day cruise aboard Le Champlain to explore the breathtaking Great Lakes. Begin in vibrant Toronto, marvel at Niagara Falls, explore Manitoulin Island, traverse the Soo Locks into Lake Superior, and relive Mackinac Island’s Victorian charm before concluding in Milwaukee.

Cruise Details

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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

Activities

Archaeological Site Visits

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 $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

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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

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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

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 $16,695

EBD

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Southern Greenland: On the Trail of the Vikings

Reykjavik - Toronto - 14 Day Itinerary aboard Sylvia Earle

• Explore Reykjavik’s vibrant culture
• Marvel at Gullfoss waterfall
• Spot Greenland wildlife
• Experience Prince Christian Sound

Starts / Ends

Reykjavik / Toronto

Activities

Photography Seminars, Adventure Options

Activity Level

Variable

Join the 14-day expedition cruise from Reykjavik to Toronto aboard the Sylvia Earle to explore Greenland's vast landscapes with towering peaks and glaciers. Trek across the tundra, spotting wildlife and enjoying scenic fjord explorations by Zodiac, including human settlements, Viking ruins, and the country's capital, Nuuk.

Cruise Details

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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

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

EXPLORE

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

Hiking, Kayaking

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 $44,395

EBD

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Traversing the Northwest Passage

Toronto - Anchorage - 29 Day Itinerary aboard Sylvia Earle

• Explore Sisimiut's history
• Discover Ilulissat’s Icefjord
• Cruise the waters of Greenland
• Visit Pond Inlet Inuit community

Starts / Ends

Toronto / Anchorage

Activities

Whale Watching

Activity Level

Variable

Join a 29-day expedition cruise on the Sylvia Earle through the Northwest Passage, inspired by Roald Amundsen's journey. Experience Arctic Canada's stunning landscapes, wildlife, and local cultures while navigating challenging pack ice.

Cruise Details

0

from $12,670

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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

Wildlife Viewing, Urban Exploration, 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.

Cruise Details

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from $14,720

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Exploration from Greenland to Canada via Saint Pierre and Miquelon

Reykjavik - Toronto - 16 Day Itinerary aboard Le Bellot

• Explore Reykjavik’s vibrant capital
• Sail through Prins Christian Sund
• Visit quaint Aappilattoq village
• Marvel at Kujalleq Glacier
• Admire colorful Saint John’s

Starts / Ends

Reykjavik / Toronto

Activity Level

Variable

Join a 16-day expedition aboard Le Bellot, sailing from Iceland to Canada through the stunning landscapes of Greenland. Explore Viking history and vibrant islands, and enjoy whale watching before visiting Montreal and concluding in Toronto via the scenic Saint Lawrence River.

Cruise Details

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