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Relax on the shores of the Great Lakes

5 Great Lakes + St. Lawrence Seaway: Chicago to Montreal

Chicago to Montreal - Example 13 Day Cruise aboard Victory II
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Embark on a 13-day voyage and sail across all five Great Lakes and the St. Lawrence Seaway aboard Victory II. Travel from Chicago's lakefront skyline through Milwaukee's breweries and Mackinac Island's car-free streets, where horse-drawn carriages still rule the road. Watch freighters pass through the historic Soo Locks in Sault Ste. Marie, then continue through Detroit, Cleveland, and Niagara Falls before crossing into Ontario and Quebec. Toronto's CN Tower and Montreal's cobblestoned Old Port close out the journey in style. This itinerary is built for travelers curious about the Great Lakes region's cities, engineering, and history.
Aerial views of ChicagoVisit historic Chicago, IllinoisBuilding in downtown Toronto - Ontario, CanadaEnjoy stunning views of Niagara FallsDetroit, Michigan at DuskMackinac Island, MichiganRelax on the shores of the Great Lakes
Highlights
  • Cross all five Great Lakes and the St. Lawrence Seaway aboard Victory II
  • Wander car-free Mackinac Island by carriage or bicycle
  • Watch freighters lock through the Soo Locks at Sault Ste. Marie
  • Feel the mist of Niagara Falls from Port Colborne, Ontario
  • Explore Chicago's Millennium Park and Montreal's Old Port
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, Illinois | Hotel Stay

Explore Chicago along the shores of Lake Michigan, where striking architecture, a famous skyline, and lively neighborhoods shape the city. Walk the Riverwalk, visit renowned blues and jazz clubs, and enjoy classic deep-dish pizza. See Cloud Gate in Millennium Park, browse the Art Institute’s extensive collections, and shop along the Magnificent Mile. Experience Chicago’s architecture, arts, music, food, and waterfront attractions in one dynamic city.

Day 2: Chicago, Illinois | Embarkation

Explore Chicago on the shores of Lake Michigan, known for its bold skyline, renowned architecture, and lively cultural scene. Walk along the Riverwalk, visit blues and jazz venues, and try the city’s famous deep-dish pizza. See Cloud Gate in Millennium Park, browse the Art Institute of Chicago, and explore shops and landmarks along the Magnificent Mile. Discover the city’s museums, music, food, architecture, and waterfront attractions as you experience one of the United States’ major urban destinations.

Day 3: Milwaukee, Wisconsin

Beer, Harley-Davidson, and lakefront festivals have long defined Milwaukee's spirited identity, but this vibrant Wisconsin city offers much more to the curious traveler. The striking Milwaukee Art Museum, with its spectacular Calatrava-designed brise-soleil that opens like a pair of wings, anchors a dynamic cultural waterfront. Explore the historic Pabst Mansion, sample legendary bratwurst at the Milwaukee Public Market, and discover the rich immigrant heritage woven into the city's colorful neighborhoods. Friendly, unpretentious, and brimming with local pride, Milwaukee is one of Lake Michigan's most genuinely delightful destinations.

Day 4: Escanaba, Michigan

Nestled along the serene shores of Little Bay de Noc in Michigan's Upper Peninsula, Escanaba invites you into a world of old-growth forests, crystal-clear waters, and genuine north-country hospitality. This gateway to the U.P.'s wild interior offers sweeping bay views, excellent fishing, and the rich heritage of the region's Ojibwe and French-Canadian settlers. Explore the Delta County Historical Museum, stroll along the beautiful waterfront park, and immerse yourself in the unhurried rhythms of life at the edge of a vast wilderness — a refreshing and restorative experience in the heart of the Great Lakes.

Day 5: Mackinac Island, Michigan

Step off the boat and into another century on magical Mackinac Island, where automobiles are banned, horse-drawn carriages clip along flower-lined streets, and time moves at a gentler pace. The iconic Grand Hotel presides over this beloved destination with Victorian splendor, welcoming guests as it has since 1887. Explore the historic British fort, savor the island's famous hand-crafted fudge, and cycle around the breathtaking eight-mile shoreline trail. With its unique combination of preserved history, natural beauty, and timeless charm, Mackinac Island is among the most beloved destinations in the entire Great Lakes.

Day 6: Sault Ste. Marie, Michigan

At the gateway between Lake Huron and Lake Superior lies one of the most remarkable feats of engineering on the continent. Watch massive freighters glide effortlessly through the famous Soo Locks, a marvel that has connected the Great Lakes since 1855 and moves more cargo annually than the Panama Canal. Explore the history and culture of the region's Ojibwe heritage, ride a historic boat tour through the locks, and gaze out at the wild, shimmering expanse of Lake Superior beckoning on the horizon. Sault Ste. Marie is where the inland seas of North America reveal their breathtaking grandeur.

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 pulses with the unstoppable energy of reinvention, roaring back with bold creativity, world-class culture, and deep-rooted American pride. The birthplace of Motown music and the American automobile, this remarkable city wears its legends proudly — from the electrifying Charles H. Wright Museum of African American History to the soaring Renaissance Center on the sparkling riverfront. Explore the thriving arts district, savor a Detroit-style deep-dish pizza, and discover the neighborhoods and murals that tell the story of a city forever transforming itself into something extraordinary. Detroit's spirit is truly infectious.

Day 9: Cleveland, Ohio

Cleveland defies expectations at every turn, revealing a city brimming with cultural pride, architectural grandeur, and an irrepressible creative spirit. Home to the legendary Rock & Roll Hall of Fame, this lakeside gem traces the birth of an entire musical era through iconic exhibits and electrifying galleries. Explore the stunning Cleveland Museum of Art, stroll the lively West Side Market, and discover beautifully restored neighborhoods that showcase the city's storied industrial heritage. With Lake Erie glittering on the horizon and world-class dining around every corner, Cleveland is a Great Lakes treasure waiting to be rediscovered.

Day 10: Niagara Falls (Port Colborne), Ontario

Experience the thundering power and majesty of Niagara Falls, one of the world's most spectacular natural wonders. Walk along the Niagara Parkway and feel the mist from Horseshoe Falls as you stand face-to-face with the roaring cascade. Port Colborne, a charming canal town nestled on Lake Erie at the southern end of the historic Welland Canal, serves as your gateway to all the wonders of the Niagara region — from world-class vineyards and sweet maple farms to the fascinating history of one of North America's greatest engineering achievements.

Day 11: Toronto, Ontario

Canada's largest and most diverse city electrifies visitors with its iconic skyline, remarkable neighborhoods, and boundless cultural energy. Ascend the needle-shaped CN Tower for sweeping views of Lake Ontario stretching to the horizon. Wander the cobblestone Distillery District, explore the bohemian treasures of Kensington Market, or tour the Royal Ontario Museum's world-class collections. From the dazzling theater district and acclaimed restaurants to waterfront trails and multicultural festivals, Toronto offers an endlessly dynamic and welcoming experience unlike any other city on the Great Lakes.

Day 12: Scenic Sailing on Lake Ontario

Journey into the tranquil depths of Lake Ontario’s expansive waters. Embrace the soothing rhythm of its gentle waves and behold the endless horizon, where serene contemplation and rejuvenation beckon amidst the natural splendor of the Great Lakes.

Day 13: Montreal, Quebec | Disembarkation

  • 1 Breakfast
The world's second-largest French-speaking city dazzles with its irresistible mix of European elegance, cosmopolitan energy, and distinctive joie de vivre. Lose yourself in the cobblestone heart of Old Montréal, where magnificent Victorian landmarks line the streets and the awe-inspiring Notre-Dame Basilica glows with golden light. Explore colorful neighborhoods, underground city networks, world-class museums, and a culinary scene celebrated across the globe. From the summit of Mount Royal overlooking a sea of city lights to the festive terraces of Plateau-Mont-Royal, Montréal never fails to enchant.

Ship/Hotel

Victory II

Victory II Exterior
Victory II at Sea
The Grill

Dates & Prices

My Preferred Start Date

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Per person starting at
$8,299 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
  • 11 Breakfasts, 10 Lunches, 11 Dinners
  • 12 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).
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