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Top Toronto Trips & Tours in October 2026

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Discover Toronto in October 2026 on one of these 2 tours hand-selected by the travel experts at Adventure Life. Explore the best of during October 2026 as you enjoy Archaeological Site Visits, Local Market Visits, Urban Exploration, Biking, and Wildlife Viewing. Prices for trips in October 2026 range from $7,999 to $12,299 for a vacation of 13 days. Choose any of the below 2 itineraries in October 2026 and customize it when you contact one of Adventure Life's expert Toronto trip planners.
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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
  • Niagara Falls visit
  • See Cleveland Rock Hal
  • Observe Soo Locks transit
  • Mackinac Island cycling
Starts / Ends
Chicago / Montreal
Activities
Biking
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
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Stunning Niagara Falls
from $7,999
EXPLORE

Great Lakes and St. Lawrence Seaway

Montreal - Chicago - 13 Day Itinerary aboard Victory I
  • Explore Cleveland cultural landmark
  • Enjoy Lake Superior sailing
  • See Mackinac Island's charm
  • Witness Upper Peninsula scenery
Starts / Ends
Montreal / Chicago
Activities
Archaeological Site Visits, Local Market Visits, Urban Exploration, Wine Tasting, Wildlife Viewing
Activity Level
Variable
Explore the Great Lakes on a 13-day cruise aboard Victory I from Montreal to Chicago. Sail the St. Lawrence River and five Great Lakes, explore Toronto, Niagara Falls, Detroit, and Mackinac Island, transit the Soo Locks, and enjoy scenic lake sailing with onboard enrichment and regional tastings.
Cruise Details
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Eric Niskanen Adventure Life employee profile
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