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Chicago to Toronto - Example 11 Day Cruise aboard Victory I
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Embark on an 11-day Great Lakes cruise aboard Victory I. Start in Chicago with an overnight stay before boarding Victory I at Navy Pier. Cruise across the Great Lakes, stopping in Milwaukee to experience its craft breweries and riverwalk. Visit Mackinac Island, where horse-drawn carriages and historic forts await. Witness the engineering marvel of the Soo Locks at Sault Ste. Marie. Dive into Detroit’s musical and cultural legacy and Cleveland’s famous Rock and Roll Hall of Fame. Approach the thundering Niagara Falls at Port Colborne and finish the journey in Toronto. Enjoy scenic days sailing Lake Michigan, Lake Huron, Lake Superior, Lake Erie, and Lake Ontario. Experience iconic cities, historic sites, and natural wonders.
Explore Chicago, IllinoisVisit Cleveland, OhioDetroit, Michigan at DuskEnjoy stunning views of Niagara FallsExplore Chicago, IllinoisVisit historic locations along the shores of the Great LakesAdmire the stunning views of Lake SuperiorExplore Toronto
Highlights
  • Enjoy scenic sailing across the waters of Lake Michigan
  • Visit Milwaukee’s Riverwalk and the iconic Art Museum architecture
  • Explore Mackinac Island’s historic Fort Mackinac and Victorian homes
  • Experience Cleveland’s Rock and Roll Hall of Fame excitement
Activity Level: Variable
Activity options vary depending on destination and operator. Activity level is determined by the range and intensity of activities you choose to participate in. Discuss with your Trip Planner which options are best for you.
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Full Itinerary

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Day 1: Chicago (Navy Pier), Illinois | Hotel Stay

The journey begins in Chicago, a city that hums with creativity and ambition. Wander the Riverwalk at sunset, marvel at the skyline from the Willis Tower, or lose yourself in the treasures of the Art Institute. As the evening sets in, indulge in Chicago’s renowned culinary scene before settling in for a restful stay along the lakefront.

Day 2: Chicago (Navy Pier), Illinois | Embark

Step aboard and bid farewell to the Windy City as the iconic skyline fades into the distance. The bustling Navy Pier sends you off in grand fashion, the perfect launching point for an adventure across these legendary lakes.

Day 3: Scenic Sailing on Lake Michigan

Let time slow as you drift across the open waters. The horizon stretches endlessly as Lake Michigan’s tranquil expanse invites quiet reflection and rejuvenation.

Day 4: Milwaukee, Wisconsin

Milwaukee welcomes you with its distinctive blend of old-world charm and modern flair. Sip your way through local craft breweries, take in the striking architecture of the Milwaukee Art Museum, or cruise down the River Walk, lined with lively cafes and waterfront parks.

Day 5: Mackinac Island, Michigan

Arriving at Mackinac Island feels like stepping into a vintage postcard. Horse-drawn carriages clip along the cobblestone streets, Victorian homes line the hills, and the scent of homemade fudge drifts through the air. Bike around the island’s perimeter for sweeping views of Lake Huron, or explore Fort Mackinac’s storied ramparts.

Day 6: Sault Ste. Marie (Soo Locks), Michigan | Lake Superior

Sault Ste. Marie offers a front-row seat to one of engineering’s great spectacles. Watch as massive freighters glide through the Soo Locks, connecting the wild waters of Lake Superior to the gentler tides of Lake Huron. The town’s maritime history and relaxed waterfront make it a captivating stop.

Feel the serenity of nature envelop you as you glide over the expansive waters of Lake Superior. Lose yourself in the vast horizon that stretches infinitely, where the calming presence of North America’s largest lake invites introspection and revitalization.

Day 7: Scenic Sailing on Lake Huron

Sailing across Lake Huron feels like venturing into the wild. Its tranquil beauty and diverse coastline offer a glimpse into a quieter, more remote stretch of the region.

Day 8: Detroit, Michigan | Scenic Sailing on Lake Erie

Detroit’s spirit is electric—past and future colliding in a city that never stands still. Dive into the city’s vibrant art scene, explore the historic roots of Motown, or wander the revitalized Eastern Market, where urban energy pulses at every turn.

Sail into tranquility on the shimmering waters of Lake Erie. Let the gentle waves carry you across its expansive surface, where the horizon stretches endlessly, inviting moments of peaceful contemplation and rejuvenation amidst the serene beauty of the Great Lakes.

Day 9: Cleveland, Ohio

Cleveland’s charm lies in its contrasts—industrial grit gives way to high culture along the shores of Lake Erie. The Rock and Roll Hall of Fame buzzes with energy, while Little Italy and the West Side Market offer a feast for the senses.

Day 10: Niagara Falls (Port Colborne), Ontario | Scenic Sailing on Lake Ontario

The roar of Niagara Falls draws you in long before you see it. Feel the spray on your skin as you edge closer to this natural wonder and then retreat to the calm streets of Port Colborne, a quaint town brimming with local artisans and waterfront cafes.

Let the gentle waves of Lake Ontario guide you as you gaze upon its vast horizon, where moments of peaceful reflection and rejuvenation unfold amidst the serene beauty of one of North America’s Great Lakes.

Day 11: Toronto, Ontario | Disembark

  • 1 Breakfast
Toronto’s cosmopolitan energy provides the perfect grand finale. Scale the CN Tower, explore the vibrant neighborhoods of Kensington Market and Distillery District, and savor the global flavors that define Canada’s largest city. As your voyage concludes, Toronto leaves you with a sense of boundless possibility and adventure.

Ship/Hotel

Victory I

Compass Lounge
Dining Room
The Grill

Dates & Prices

My Preferred Start Date

  • May 4, 2026from $6,799
  • Jun 9, 2026from $7,299
  • Jun 27, 2026from $7,299
  • Jul 15, 2026from $7,299
  • Aug 2, 2026from $7,299
  • Aug 7, 2026from $7,899
  • Aug 20, 2026from $7,299
<May 2026>
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Per person starting at
$6,799
Outside Stateroom D
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Cat. D - Outside Stateroom
Area: 158 sq. ft. Located on the Main Deck. Room amenities include a Queen bed or two single beds, a full bathroom with shower, a writing desk with chair, and interior access.
Outside Stateroom C
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Cat. C - Outside Stateroom
Area: 152 sq. ft. Located on the Saloon Deck. Room amenities include a Queen bed or two single beds, a full bathroom with shower, a writing desk with chair, and interior access.
Outside Stateroom B
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Cat. B - Outside Stateroom
Area: 146 sq. ft. Located on Cabin Deck. Room amenities include a Queen bed or two single beds, a full bathroom with shower, a writing desk with chair, and interior access.
Outside Stateroom A
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Cat. A - Outside Stateroom
Area: 185 sq. ft. Located on the Cabin Deck. Room amenities include a Queen bed or two single beds, a full bathroom with shower, a writing desk with chair, and interior access.
Deluxe Outside Stateroom with Veranda
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Cat. AA - Deluxe Outside Stateroom
Area: 161 sq. ft. Room amenities include direct access to the open-air Promenade Deck, a Queen bed or two single beds, a full bathroom with shower, a writing desk with chair, exterior access, and a mini refrigerator.
Owner's Suite with Semi-Private Veranda
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Cat. OS - Owner's Suite
Area: 335 sq. ft. Room amenities include a semi-private terrace, a Queen bed, a full bathroom with shower, a sitting area with sofa and dining table, an interior entrance, and a mini refrigerator.
Included
  • 10 Breakfasts, 8 Lunches, 9 Dinners
  • 10 Nights Accommodations
  • Accommodations as listed
  • Ground transportation as listed
  • Activities as listed
  • Meals as listed
  • Access to a 24-7 Emergency line while traveling
  • Port Fees
  • Unlimited Wifi
  • 1-Night Pre-Cruise Hotel Stay with complimentary ground transfers between the hotel and the vessel
  • Included Shore Excursions - meet destination experts and in every port
  • Acclaimed Cuisine breakfast, lunch and dinner served in multiple venues
  • Exclusive enrichment with our Lakelorian
  • Open Bars and Lounges - unlimited beverages throughout the vessel
  • Unlimited beverages including an extensive wine list, choice spirits, local beers, and specialty coffees
  • Oceanview Staterooms all oceanview suites and staterooms, appointed with the comforts of home
  • Live Daily Onboard Entertainment enrich your curiosity onboard and on-shore with Lakelorians
  • Gourmet selections - regionally inspired dishes with intricate and artful plating
  • Hiking Sticks
Excluded
  • Gratuities
  • Travel Insurance
  • Personal Expenses
  • Flight costs (please request a quote)
  • Additional excursions during free time
  • Fuel and transportation surcharges (when applicable)

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Our guide and driver were very good with their knowledge and were very helpful with our questions. It was a very pleasant visit that would have been impossible to do on our own. Hotels and restaurants were fantastic. The special places we got to go to, like the kitchens, were great. Enjoyed the entire trip!
Meyer Smolen

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