East Coast Urban Exploration Cruises

from $7,299

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All Five Great Lakes

Toronto - Chicago - 11 Day Itinerary aboard Victory I

• Discover the diverse food scene
• Enjoy the vibrant nightlife
• Visit Niagara Falls
• Explore Niagara Peninsula

Starts / Ends

Toronto / Chicago

Activity Level

Variable

Embark on an 11-day All Five Great Lakes cruise from Toronto to Chicago aboard Victory I, exploring vibrant cities and stunning natural landscapes. Enjoy historical tours and scenic sailing on this unique cruise through the heart of North America.

Cruise Details

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from $6,799

Savings

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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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from $6,799

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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

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from $7,299

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All Five Great Lakes Reverse

Toronto to Chicago - 11 Day Itinerary aboard Victory II

• Explore Toronto
• Experience Niagara Falls
• Visit Henry Ford Museum
• Enjoy a horse-drawn carriage tour

Starts / Ends

Toronto / Chicago

Activity Level

Variable

Set sail on an 11-day All Five Great Lakes cruise from Toronto to Chicago aboard a Victory II. Explore Toronto, Niagara Falls, Cleveland, Detroit, and Mackinac Island, experiencing unique landmarks and vibrant cultures.

Cruise Details

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from $6,799

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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

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.

Cruise Details

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from $7,999

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Great Lakes and St. Lawrence Seaway

Chicago - Montreal - 13 Day Itinerary aboard Victory I

• Visit Willis Tower in Chicago
• Explore the Henry Ford Museum
• Visit Rock and Roll Hall of Fame
• Discover Toronto's culture

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

from $7,999

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Great Lakes and St. Lawrence Seaway

Montreal - Chicago - 13 Day Itinerary aboard Victory I

• Discover the city of Toronto
• Visit the Henry Ford Museum
• Visit Lake Huron
• Savor local delicacies

Starts / Ends

Montreal / Chicago

Activity Level

Variable

Embark on an unforgettable 13-day cruise from Montreal to Chicago aboard the Victory I, exploring all five Great Lakes. This voyage combines scenic sailing with onshore excursions, offering a unique blend of urban exploration and natural wonders.

Cruise Details

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from $12,995

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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

Wildlife Viewing, Biking, Hiking, Kayaking, Wine Tasting, Citizen Science, 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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from $9,499

Savings

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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

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from $9,499

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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

Starts / Ends

Chicago / Quebec City

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

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from $5,999

Savings

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New England and Canada

Montreal to Portland - 10 Day Itinerary aboard Victory I

• Explore Montreal's European charm
• Visit Halifax’s Citadel Hill
• Stroll Portland’s historic streets
• Enjoy a scenic whale-watching

Starts / Ends

Montreal / Portland

Activities

Whale Watching

Activity Level

Variable

Set sail on a 10-day cruise from Montreal to Portland aboard the Voyager I. Experience Montreal’s European charm and explore Quebec City’s historic streets. Enjoy whale-watching in Saguenay Fjord and discover Charlottetown’s coastal beauty. Sail through the Strait of Canso, visit Halifax’s bustling waterfront, and end in vibrant Portland, Maine.

Cruise Details

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from $7,299

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All Five Great Lakes

Milwaukee to Toronto - 11 Day Itinerary aboard Victory I

• Rock out in Cleveland
• Visit Sault Ste. Marie
• Niagara Falls boat adventure
• Mackinac Island carriage rides

Starts / Ends

Chicago / Toronto

Activity Level

Variable

Set out from Chicago and sail the Great Lakes on an 11-day cruise aboard Victory I. Along the way, enjoy scenic sailing on Lake Michigan, Superior, Huron, and Ontario, each offering beautiful views and rich history.

Cruise Details

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from $6,799

Savings

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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

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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from $6,799

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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

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from $10,170

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New England Explorer

Boston, MA Roundtrip - 11 Day Itinerary aboard American Patriot

• Visit Portland Head Lighthouse
• Learn about Wabanaki culture
• Tour Bath's Maritime Museum
• Discover Martha’s Vineyard Museum

Starts / Ends

Boston / Boston

Activities

Archaeological Site Visits, Local Market Visits, Urban Exploration, Village Visits

Activity Level

Variable

Embark on an 11-day coastal cruise of New England aboard American Patriot. Visit Portland, Rockland, Bar Harbor, Boothbay Harbor, Bath, Gloucester, Newport, and Martha’s Vineyard. Enjoy guided tours, seafood feasts, museums, and scenic cruising.

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