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Explore the rocky shores and clear waters of Lake Superior

Top Great Lakes Trips & Tours in May 2025

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Discover Great Lakes in May 2025 on one of these 6 tours hand-selected by the travel experts at Adventure Life. Explore the best of during May 2025 as you enjoy Archaeological Site Visits, Urban Exploration, Wildlife Viewing, Citizen Science, and Hiking. Prices for trips in May 2025 range from $7,295 to $21,995 for a vacation of 8 to 16 days. Choose any of the below 6 itineraries in May 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 $7,299
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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
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Visit historic locations along the shores of the Great Lakes
from $7,299
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 the rocky shores and clear waters of Lake Superior
from $9,699
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Great Lakes and Thunder Bay

Chicago Roundtrip - 16 Day Itinerary aboard Victory II
Starts / Ends
Chicago / Chicago
Activities
Village Visits
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.
  • See Chicago’s stunning skyline
  • Take a horse-drawn carriage tour
  • Thunder Bay sightseeing tour
  • Visit the historic Soo Locks
Cruise Details
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Detroit, Michigan at Dusk
from $7,299
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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
Views on Mackinac Island
from $7,299
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All Five Great Lakes

Milwaukee to Toronto - 11 Day Itinerary aboard Victory I
Starts / Ends
Chicago / Toronto
Activities
Archaeological Site Visits, Urban Exploration, Wildlife Viewing
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
Explore the picturesque shoreline of Lake Superior
from $7,295
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Great Lakes Explorer

Milwaukee to Ontario - 8 Day Itinerary aboard Viking Great Lakes
Starts / Ends
Milwaukee / Thunder Bay
Activities
Citizen Science, Land & Sea Exploration, Hiking, 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
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