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Top Great Lakes Trips & Tours in September 2025

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Discover Great Lakes in September 2025 on one of these 7 tours hand-selected by the travel experts at Adventure Life. Explore the best of during September 2025 as you enjoy Urban Exploration, Archaeological Site Visits, Wildlife Viewing, Hiking, and Local Market Visits. Prices for trips in September 2025 range from $7,595 to $30,620 for a vacation of 8 to 13 days. Choose any of the below 7 itineraries in September 2025 and customize it when you contact one of Adventure Life's expert Great Lakes trip planners.
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    • Great Lakes
Enjoy the stunning scenery of Lake Superior
from $7,899
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 $7,899
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
Enjoy the scenery of the Great Lakes
from $7,999
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Great Lakes and St. Lawrence Seaway

Chicago - Montreal - 13 Day Itinerary aboard Victory I
Starts / Ends
Chicago / Montreal
Activities
Archaeological Site Visits
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
Mackinac Island, Michigan
from $10,570
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A Voyage Along the Great Lakes – with Smithsonian Journeys

Toronto - Milwaukee - 8 Day Itinerary aboard Le Champlain
Starts / Ends
Toronto / Milwaukee
Activities
Hiking, Urban Exploration, Wildlife Viewing, Local Market Visits, Village 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
Golden light over the Chicago skyline
from $7,899
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All Five Great Lakes

Toronto - Chicago - 11 Day Itinerary aboard Victory I
Starts / Ends
Toronto / Chicago
Activities
Biking
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
Detroit, Michigan at Dusk
from $7,899
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All Five Great Lakes Reverse

Toronto to Chicago - 11 Day Itinerary aboard Victory II
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.
  • Explore Toronto
  • Experience Niagara Falls
  • Visit Henry Ford Museum
  • Enjoy a horse-drawn carriage tour
Cruise Details
0
Explore the picturesque shoreline of Lake Superior
from $7,595
EXPLORE

Great Lakes Explorer

Milwaukee to Ontario - 8 Day Itinerary aboard Viking Great Lakes
Starts / Ends
Milwaukee / Thunder Bay
Activities
Citizen Science, Land & Sea Exploration, Kayaking, Photography Seminars
Activity Level
Variable
This 8-day journey aboard the Viking Great Lakes brings you Milwaukee's rich history, the charm of Mackinac Island, the sunken shipwrecks of Fathom Five Marine Park, and the wilderness of Killarney Provincial Park. Discover Frazer Bay's beauty, the Soo Locks, Silver Islet, and Thunder Bay. Conclude your enriching journey and head home.
  • Begin your journey in Milwaukee
  • Explore Mackinac Island
  • Explore shipwrecks, formations
  • Hike Killarney Park's scenic trails
  • Explore scenic vistas in Frazer Bay
  • Witness Soo Locks' wonders
  • Visit Thunder Bay's silver mine
Cruise Details
0
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