Have questions? We're here.
Wilderness North

Lake Ontario City Tours

Travel made your way ™
Talk with an expert
Build your ideal Great Lakes trip. Call 1.406.541.2677
Start Planning My Trip
Talk with an expert
Choose from one of these 10 City Tours to Lake Ontario in 2026-2027 to explore the streets and take in the cityscapes of Lake Ontario on a trip seamlessly planned by the Lake Ontario experts at Adventure Life. Breathe in the culture, smell the local cuisine, and experience the people of Lake Ontario on one of these extraordinary small group or private tours. Your options will likely include walking tours, bus tours, and boat tours, all led by exceptional multi-lingual local tour guides. Select any the urban exploration tours below and customize it to fit your personal interests with the help of one of Adventure Life's expert Lake Ontario trip planners. 
Filter (10 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Lake Ontario
See the mighty Niagara Falls
from $6,995
EXPLORE

Niagara and the Great Lakes

Toronto - Milwaukee - 8 Day Itinerary aboard Viking Great Lakes
  • Toronto Exploration
  • Explore Mackinac Island
  • Niagara Falls & Welland Canal
  • Point Pelee Birdwatching
  • Detroit’s Innovation Legacy
  • Alpena’s Maritime Adventures
  • Mackinac Island & Milwaukee’s Charm
Starts / Ends
Lake Ontario / Milwaukee
Activities
Biking, Wine Tasting, Village Visits, Kayaking, Hiking, Fishing, Citizen Science
Activity Level
Variable
On this 8-day Niagara and the Great Lakes cruise from Toronto to Milwaukee aboard the Viking Great Lakes, explore nature and culture. Navigate the Welland Canal, witness Niagara Falls, and spot migratory birds at Point Pelee. Visit Detroit’s Henry Ford Museum, kayak in Alpena, tour Mackinac Island, and explore Milwaukee’s waterfront history.
Cruise Details
0
Visit Portsmouth
from $7,299
EXPLORE

New England and Canada

Portland - Toronto - 12 Day Itinerary aboard Victory I
  • Explore Portland
  • Watch whales in Saguenay Fjords
  • Walk Old Quebec streets
  • Explore Charlottetown history
Starts / Ends
Portland / Toronto
Activities
Whale Watching
Activity Level
Variable
Experience a 12-day cruise from Portland to Toronto aboard Victory I and enjoy coastal views, local cuisine, and relaxing days at sea. This immersive journey blends Canadian culture, maritime history, and scenic waterways for a unique small-ship cruising experience.
Cruise Details
0
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
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
0
Stunning Niagara Falls
from $7,999
Save $4000
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
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
0
Explore the parks around Quebec City for a view of the city
from $9,899
EXPLORE

Five Great Lakes and St. Lawrence Seaway

Quebec City to Chicago - 15 Day Itinerary aboard Victory II
  • Visit Montreal’s Botanical Gardens
  • Experience Soo Locks views
  • Explore Detroit's landscapes
  • Walk Toronto’s waterfront trails
Starts / Ends
Quebec City / Chicago
Activity Level
Variable
Explore the Great Lakes on a 15-day cruise from Quebec City to Chicago aboard Victory II. Visit Montreal, Niagara Falls, Cleveland, Detroit, Mackinac Island, and Milwaukee. Sail across Lakes Ontario, Erie, Huron, Superior, and Michigan. Experience iconic cities, rich history, scenic cruising, and cultural landmarks.
Cruise Details
0
Enjoy stunning views of Niagara Falls
from $9,499
EXPLORE

Five Great Lakes and St. Lawrence Seaway

Chicago to Quebec - 15 Day Itinerary aboard Victory II
  • Cruise scenic Lake Huron
  • Explore old Montreal
  • Experience Detroit’s rich heritage
  • Witness Soo Locks engineering
Starts / Ends
Chicago / Quebec City
Activities
Local Market Visits, Wildlife Viewing, Urban Exploration, Archaeological Site Visits
Activity Level
Variable
Sail from Chicago to Quebec on a 15-day cruise through the Great Lakes and St. Lawrence Seaway aboard Victory II. Visit iconic destinations like Mackinac Island, Niagara Falls, and Montreal. Explore vibrant cities, historic sites, and scenic waterways.
Cruise Details
0
Explore the rocky shores and clear waters of Lake Superior
from $6,799
Save $4000
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
Golden light over the Chicago skyline
from $6,799
EXPLORE

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
0
Enjoy the stunning scenery of Lake Superior
from $7,499
EXPLORE

All Five Great Lakes

Chicago - Toronto - 11 Day Itinerary aboard Victory I
  • Lake Michigan crossing
  • Stroll Milwaukee Riverwalk
  • Visit Cleveland Rock Hall
  • Niagara Falls visit
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.
Cruise Details
0
Relax on the shores of the Great Lakes
from $6,799
Save $4000
EXPLORE

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
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
0
1-10 of 10 Results
  • 1

We do the homework for you.

Talk with an expert trip planner 1.800.344.6118

Plan My Trip
Karilyn Owen, Adventure Life Trip Planner
Karilyn O.
Wilderness North
Great Lakes

Chat Lake Ontario with a specialist

Our team is waiting and ready to talk with you about your next adventure. So go ahead and book an appointment with one of our specialized trip planners.

Let's Chat
1.800.344.6118

Where is your next adventure?

Contact Chat Call

Why Travel With Us?

More Value.

Receive personal attention and concierge-level service for the same cost as booking direct. Gain access to exclusive rates, perks, and insider expertise on how to maximize the value for your dollar.

Seamless Trip Planning

We guide you through every detail beyond the cruise—from flights to pre- and post-trip stays—so your journey feels effortless.

Unbiased Cruise Expertise

We're not tied to any one cruise line, so you receive honest guidance on the best ship and itinerary for you—not a sales pitch.

As Featured In

The Washington Post
USA Today
Los Angeles Times
Travel Weekly
Outside
National Geographic Traveler
The New York Times
Travel + Leisure
Condé Nast Traveler
National Geographic

How it Works

Connect

No cost, no commitment. Talk with our experts about your dream trip.

Plan

Share your travel style—we match you with the right itinerary or create one just for you.

Book

Lock in knowing every detail is handled and you’re fully supported.

Travel

Enjoy a seamless journey—and unlock 5% off your next adventure.

Karilyn Owen, Adventure Life Trip Planner
Karilyn O
Plan My Trip
We love travel, talk with an expert 1.800.344.6118