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Toronto Small Ship Cruises

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Experience the enchanting beauty of the Great Lakes and beyond with Adventure Life's array of 21 small ship cruises for 2025. Join us on a journey through the vibrant heritage and breathtaking landscapes of the region, from cosmopolitan Toronto to Mackinac Island and beyond. Delve into the history of Native American cultures, engage in urban exploration, and admire the iconic Niagara Falls. Whether you're hiking, kayaking, or simply marveling at the stunning scenery, each moment offers a unique opportunity to immerse yourself in the wonders of this diverse area. With activities suitable for all travelers, this adventure promises a seamless and unforgettable experience. Don't miss this opportunity to explore the Great Lakes and beyond - contact one of Adventure Life's tour specialists for help planning your next adventure.
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    • Toronto
Mackinac Island, Michigan
from $10,570
EXPLORE

A Voyage Along the Great Lakes – with Smithsonian Journeys

Toronto - Milwaukee - 8 Day Itinerary aboard Le Champlain
Starts / Ends
Toronto / Milwaukee
Activities
Local Market Visits
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.
  • Explore Toronto's vibrant museums
  • Admire Niagara Falls' splendor
  • Navigate Detroit's waterways
  • Enjoy Chicago's urban elegance
Cruise Details
0
Zodiac Cruise Tasermiut Kangerlnat Fjord, Greenland
from $16,695
NO SS
EXPLORE

Southern Greenland: On the Trail of the Vikings

Reykjavik - Toronto - 14 Day Itinerary aboard Sylvia Earle
Starts / Ends
Reykjavik / Toronto
Activities
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.
  • Explore Reykjavik’s vibrant culture
  • Marvel at Gullfoss waterfall
  • Spot Greenland wildlife
  • Experience Prince Christian Sound
Cruise Details
0
Golden light over the Chicago skyline
from $7,299
EXPLORE

All Five Great Lakes

Toronto - Chicago - 11 Day Itinerary aboard Victory I
Starts / Ends
Toronto / Chicago
Activities
Wildlife Viewing
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.
  • Discover the diverse food scene
  • Enjoy the vibrant nightlife
  • Visit Niagara Falls
  • Explore Niagara Peninsula
Cruise Details
0
Explore the rocky shores and clear waters of Lake Superior
from $6,799
EXPLORE

All Five Great Lakes

Toronto to Chicago - 11 Day Itinerary aboard Victory I
Starts / Ends
Toronto / Chicago
Activities
Biking
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.
  • See powerful Niagara Falls
  • Explore Cleveland’s rock history
  • Tour Milwaukee’s lakefront gems
  • Visit peaceful Mackinac Island
Cruise Details
0
Relax on the shores of the Great Lakes
from $6,799
EXPLORE

All Five Great Lakes Reverse

Toronto to Chicago - 11 Day Itinerary aboard Victory II
Starts / Ends
Toronto / Chicago
Activities
Urban Exploration, 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 all five Great Lakes
  • Visit Niagara Falls up close
  • Tour Cleveland’s museums
  • Visit Mackinac Island
Cruise Details
0
Ilulissat Icefjord at sunset
from $44,395
NO SS
EXPLORE

Traversing the Northwest Passage

Toronto - Anchorage - 29 Day Itinerary aboard Sylvia Earle
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.
  • Explore Sisimiut's history
  • Discover Ilulissat’s Icefjord
  • Cruise the waters of Greenland
  • Visit Pond Inlet Inuit community
Cruise Details
0
Explore the parks around Quebec City for a view of the city
from $7,399
EXPLORE

New England and Canada

Toronto to Portland - 13 Day Itinerary aboard Victory II
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.
  • Explore Toronto's landmarks
  • Visit Quebec City's historic sites
  • Go on a whale-watching adventure
  • Visit Halifax’s historic waterfront
Cruise Details
0
Beautiful Toronto Skyline
from $14,720
EXPLORE

Exploration from Greenland to Canada via Saint Pierre and Miquelon

Reykjavik - Toronto - 16 Day Itinerary aboard Le Bellot
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.
  • Explore Reykjavik’s vibrant capital
  • Sail through Prins Christian Sund
  • Visit quaint Aappilattoq village
  • Marvel at Kujalleq Glacier
  • Admire colorful Saint John’s
Cruise Details
0
Explore beautiful and historic Montreal
from $17,100
EXPLORE

Fall Foliage on the St. Lawrence: Québec to the Canadian Maritimes – with Smithsonian Journeys

Toronto - Boston - 15 Day Itinerary aboard Le Champlain
Starts / Ends
Toronto / Boston
Activity Level
Variable
On this 15-day Fall Foliage cruise from Toronto to Boston aboard Le Champlain, explore the stunning coastlines of eastern Canada and northern New England. Sail the St. Lawrence Seaway, visiting cities like Montréal, Québec City, and Charlottetown. Discover Nova Scotia's history in Baddeck, Louisbourg, and Lunenburg before concluding in Boston.
  • Sail the scenic St. Lawrence Seaway
  • Visit Montreal, a cosmopolitan city
  • Visit Old Quebec, a UNESCO site
  • Colonial seaport of Charlottetown
Cruise Details
0
See the mighty Niagara Falls
from $7,995
EXPLORE

Canadian Discovery

New York to Ontario - 13 Day Itinerary aboard Viking Great Lakes
Starts / Ends
New York City / Toronto
Activities
Helicopter Tours, Hiking, Kayaking, Photography Seminars, Land & Sea Exploration, Village Visits
Activity Level
Variable
Set sail on a 13-day Viking voyage from New York City to Toronto. Explore iconic landmarks, sail the Atlantic, experience the historic charm of Halifax, Prince Edward Island, Cap-aux-Meules, and Quebec City, traverse the St. Lawrence Seaway's engineering marvels, and enjoy Toronto's multicultural vibrancy for an unforgettable adventure.
  • Explore New York landmarks
  • Sail the Atlantic Ocean
  • Enjoy ship amenities
  • Discover historic Halifax
  • Explore Prince Edward Island
  • Explore Quebec City's charm
Cruise Details
0
Enjoy the scenery of the Great Lakes
from $7,999
EXPLORE

Great Lakes and St. Lawrence Seaway

Chicago - Montreal - 13 Day Itinerary aboard Victory I
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.
  • Visit Willis Tower in Chicago
  • Explore the Henry Ford Museum
  • Visit Rock and Roll Hall of Fame
  • Discover Toronto's culture
Cruise Details
0
Stunning Niagara Falls
from $7,999
EXPLORE

Great Lakes and St. Lawrence Seaway

Montreal - Chicago - 13 Day Itinerary aboard Victory I
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.
  • Discover the city of Toronto
  • Visit the Henry Ford Museum
  • Visit Lake Huron
  • Savor local delicacies
Cruise Details
0
Building in downtown Toronto - Ontario, Canada
from $14,990
EXPLORE

Exploration from Greenland to Canada via Saint Pierre and Miquelon

Reykjavik to Toronto - 16 Day Itinerary aboard Le Champlain
Starts / Ends
Reykjavik / Toronto
Activity Level
Variable
Embark on a 16-day journey through Iceland, Greenland, and Canada, visiting Reykjavik, the Blue Lagoon, Greenland’s Prince Christian Sound, and Viking history at L'Anse aux Meadows. Enjoy vibrant Montreal and Toronto, while indulging in onboard luxuries and breathtaking views.
  • See Anse-aux-Meadows in Quebec
  • Enjoy the fjords scenery
  • Enjoy seeing wildlife
  • Discover Newfoundland and Labrador
  • Sail through Saint Lawrence rivers
Cruise Details
0
Enjoy the stunning scenery of Lake Superior
from $6,799
EXPLORE

All Five Great Lakes

Chicago - Toronto - 11 Day Itinerary aboard Victory I
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.
  • Discover Michigan's Upper Peninsula
  • Explore Detroit's Henry Ford Museum
  • Stroll Chicago’s Navy Pier
  • Visit Niagara Falls up close
Cruise Details
0
Visit historic locations along the shores of the Great Lakes
from $6,799
EXPLORE

All Five Great Lakes

Chicago to Toronto - 11 Day Itinerary aboard Victory II
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.
  • Visit car-free Mackinac Island
  • Sail through the Soo Locks
  • Explore the Henry Ford Museum
  • Visit Escanaba's lighthouse
Cruise Details
0
Explore beautiful Montreal
from $7,299
EXPLORE

New England and Canada

Portland - Toronto - 12 Day Itinerary aboard Victory I
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.
  • Explore Portland
  • Watch whales in Saguenay Fjords
  • Walk Old Quebec streets
  • Explore Charlottetown history
Cruise Details
0
Golden light over the Chicago skyline
from $6,799
EXPLORE

All Five Great Lakes

Chicago to Toronto - 11 Day Itinerary aboard Victory II
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.
  • Visit Chicago’s Art Institute
  • Sail scenic Lake Michigan
  • Discover Milwaukee city
  • Visit Niagara Falls
Cruise Details
0
Views on Mackinac Island
from $7,299
EXPLORE

All Five Great Lakes

Milwaukee to Toronto - 11 Day Itinerary aboard Victory I
Starts / Ends
Chicago / Toronto
Activity Level
Variable
Sail on an 11-day cruise aboard Victory I from Milwaukee to Toronto, exploring the heart of the Great Lakes. Embrace historic cities, natural wonders, and vibrant culture while enjoying scenic sailings across Lakes Michigan, Superior, Huron, Erie, and Ontario.
  • Scenic Lake Michigan sailing
  • Visit Toledo’s Henry Ford Museum
  • Niagara Falls boat adventure
  • Mackinac Island carriage rides
Cruise Details
0
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