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Mackinac Island, Michigan

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Chicago to Toronto - Example 11 Day Cruise aboard Victory II
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Embark on an 11-day Great Lakes voyage aboard Victory II, beginning in Chicago with a hotel stay. Board at Navy Pier and sail past the city skyline toward Milwaukee’s art and brewery scene. Drift across Lake Michigan to Escanaba, then explore Mackinac Island’s historic streets and Fort Mackinac. Witness freighters navigating the Soo Locks in Sault Ste. Marie and sail the scenic coastline of Lake Huron. Visit Detroit’s Motown landmarks and Cleveland’s cultural districts before arriving at Niagara Falls and the quiet streets of Port Colborne. Conclude in Toronto, exploring the CN Tower, Kensington Market, and the Distillery District. This cruise combines city exploration, freshwater lakes, engineering wonders, and unique island and waterfall experiences on one inland waterway journey.
Stroll through historic ChicagoEnjoy the scenery of the Great LakesDetroit, Michigan at DuskVisit Cleveland, OhioEnjoy stunning views of Niagara FallsBuilding in downtown Toronto - Ontario, CanadaMackinac Island, Michigan
Highlights
  • Start in Chicago and explore Navy Pier and city skyline
  • Visit Milwaukee breweries, and Riverwalk waterfront attractions
  • Sail across Lake Michigan with deck views and relaxation
  • Visit Escanaba’s harbor and enjoy Michigan Upper Peninsula scenery
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

Start your trip in Chicago, a major city with dynamic culture and architecture. Walk the Riverwalk, take in views from Willis Tower, and explore the Art Institute. In the evening, enjoy local restaurants before staying overnight at a lakefront hotel.

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

Board the ship and leave Chicago behind as the skyline recedes. Pass Navy Pier and begin the journey across the Great Lakes, starting your expedition on these historic waterways.

Day 3: 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 RiverWalk, lined with lively cafés and waterfront parks.

Day 4: Escanaba, 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 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.

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

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.

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

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 cafés.

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 II

Victory II Exterior
Victory II at Sea
The Grill

Dates & Prices

My Preferred Start Date

Per person starting at
$6,799 2-3 travelers
Outside Stateroom D
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
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
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
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
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
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
  • 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
  • Luxurious spa-inspired bath and body products in all cabins
Excluded
  • Gratuities
  • Travel Insurance
  • Personal Expenses
  • Flight costs (please request a quote)
  • Additional excursions during free time
  • Fuel and transportation surcharges (when applicable)
  • For those seeking a deeper dive, Premium and Immersive Experiences offer exclusive, small-group adventures available for purchase

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This was my first experience with Adventure Life - and I couldn't have been more pleased with the trip. The guides and local staff in both Buenos Aires and Uruguay were terrific - extremely helpful and accommodating. I really enjoyed meeting the friendly staff in Buenos Aires in person (I left my bags with them for the afternoon).
Karen Snider

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