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Explore the rocky shores and clear waters of Lake Superior

Top Great Lakes Trips & Tours in August 2026

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Discover Great Lakes in August 2026 on one of these 6 tours hand-selected by the travel experts at Adventure Life. Explore the best of during August 2026 as you enjoy Urban Exploration, Archaeological Site Visits, Biking, Local Market Visits, and Village Visits. Prices for trips in August 2026 range from $7,299 to $50,995 for a vacation of 9 to 15 days. Choose any of the below 6 itineraries in August 2026 and customize it when you contact one of Adventure Life's expert Great Lakes trip planners.
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Explore Toronto
from $7,299
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EXPLORE

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
Activities
Local Market Visits
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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Golden light over the Chicago skyline
from $7,299
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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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Look for the lighthouses of the Great Lakes
from $9,680
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A Voyage Along the Great Lakes – with Smithsonian Journeys

Toronto - Milwaukee - 9 Day Itinerary aboard Le Bellot
  • Discover Toronto’s diversity
  • Explore Port Colborne beauty
  • Navigate Detroit River panoramas
  • Cruise Lake Michigan grandeur
Starts / Ends
Toronto / Milwaukee
Activities
Small Ship Sailing
Activity Level
Variable
Set sail on a 9-day cruise aboard Le Bellot to uncover the Great Lakes' stunning landscapes and rich history. Highlights include Niagara Falls, Lake Huron's UNESCO Biosphere Reserve, Mackinac Island's Victorian charm, and Milwaukee's vibrant culture, making this an unforgettable journey.
Cruise Details
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Explore the rocky shores and clear waters of Lake Superior
from $7,299
Save 50%
EXPLORE

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
Relax on the shores of the Great Lakes
from $7,299
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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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Door Peninsula, cliffs, forests, and clear Lake Michigan waters
from $17,995
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Great Lakes Collection

Canada to Minnesota - 15 Day Itinerary aboard Viking Great Lakes
  • Cruise Niagara Falls
  • Explore Mackinac Island
  • Kayak Killarney’s turquoise waters
  • Enjoy Sleeping Giant hike views
Starts / Ends
Toronto / Duluth
Activities
Biking, Urban Exploration, Village Visits, Wildlife Viewing, Hiking, Kayaking, Citizen Science, Wine Tasting, Fishing
Activity Level
Variable
Set sail on a 15-day voyage aboard a Viking Great Lakes cruise ship, starting in Toronto and exploring North America’s inland seas. Visit Niagara Falls, Detroit, Mackinac Island, and enjoy scenic hikes, vineyards, and optional excursions like helicopter rides on this enriching cultural voyage.
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