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Toronto Bicycling Tours & Trips

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On these top 4 Toronto bicycling tours, you'll stroll down meandering roads, trails, and bike paths as you take in the Toronto scenery.  A guided small group or private guided cycling tour of Toronto may include bike rides near popular cycling destinations like . Our Toronto bicycling trips start at $6,799 for a 11 days tour and may include leisure cruising, mountain biking, or road biking. Tell us about your ideal Toronto cycling adventure and one of our Toronto travel experts will help you build the ideal bicycling vacation.
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    • Toronto
Door Peninsula, cliffs, forests, and clear Lake Michigan waters
from $13,995
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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, Hiking, Village Visits, Kayaking, Citizen Science, Wine Tasting, Wildlife Viewing, 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.
Cruise Details
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Explore Toronto
from $6,799
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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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Explore the rocky shores and clear waters of Lake Superior
from $6,799
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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
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Visit Cleveland, Ohio
from $6,799
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EXPLORE

All Five Great Lakes

Toronto to Milwaukee - 11 Day Itinerary aboard Victory I
  • Visit Niagara Falls views
  • Explore Mackinac Island’s streets
  • Visit Milwaukee Art Museum
  • Visit Rock and Roll Hall of Fame
Starts / Ends
Toronto / Milwaukee
Activities
Archaeological Site Visits
Activity Level
Variable
Sail the Great Lakes from Toronto to Milwaukee on an 11-day cruise aboard Victory I. Discover Niagara Falls, explore Cleveland’s art scene, experience Detroit’s revival, and visit charming Mackinac Island. Visit iconic landmarks, lively cities, and tranquil islands while uncovering the rich heritage of North America’s Great Lakes region.
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