East Coast Urban Exploration Cruises

from $10,170

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New England Explorer

Boston Roundtrip - 12 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

Activity Level

Variable

Embark on a 12-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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from $11,570

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East Coast Inland Passage Cruise

Baltimore, MD to Amelia Island - 15 Day Itinerary aboard American Liberty

• Explore Baltimore’s Inner Harbor
• Visit Jekyll Island landmarks
• See Savannah’s Civil Sites
• Visit Chesapeake Bay Museums

Starts / Ends

Baltimore / Amelia Island

Activities

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

Activity Level

Variable

Embark on a 15-day East Coast Inland Passage cruise aboard American Liberty. Explore coastal towns like Charleston, Savannah, and Beaufort. Enjoy guided excursions to historic sites, maritime museums, and Civil War landmarks. Discover lighthouses, plantations, and preserved Southern architecture across 14 ports along the East Coast.

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from $6,350

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Cape Codder Cruise

Boston, MA Roundtrip - 9 Day Itinerary aboard American Glory

• Walk Boston’s Freedom Trail
• Tour Newport’s grand mansions
• Enjoy Martha’s Vineyard Museum
• See massive whale skeletons

Starts / Ends

Boston / Boston

Activity Level

Variable

Embark on an 9-day Cape Cod cruise aboard American Glory, round-trip from Boston. Visit Provincetown, Plymouth, Martha’s Vineyard, Newport, and New Bedford. Step into colonial history, maritime culture, and coastal scenery.

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from $7,070

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Hudson River Fall Foliage

New York - New York - 8 Day Itinerary aboard American Glory

• Visit Sleepy Hollow landmarks
• Tour West Point Academy
• Discover Hyde Park’s history
• Admire Vanderbilt Mansion

Starts / Ends

New York / Catskill

Activity Level

Variable

Embark on a scenic Hudson River 8-day cruise from New York to Albany aboard American Glory. Visit historic sites in Sleepy Hollow, West Point, Kingston, Hyde Park, and Catskill. Enjoy scenic views, onboard enrichment, and cultural landmarks. Experience the beauty and history of the Hudson River on this unforgettable journey.

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from $5,750

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Northeast Harbors Cruise

Boston - New York - 8 Day Itinerary aboard American Glory

• Visit the Massachusetts Maritime
• Explore the Mystic Seaport Museum
• Travel to Old Saybrook
• Stroll around Sag Harbor

Starts / Ends

Boston / New York City

Activity Level

Variable

Join this 8-day Yankee Seaports cruise from Boston to New York aboard American Glory. Explore historic Boston before visiting picturesque Plymouth, MA, and the grandeur of Newport. Dive into maritime history in New London, Mystic, and Essex, CT. Lastly, enjoy an evening cruise around New York Harbor.

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from $7,790

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New England Islands

Providence Roundtrip - 8 Day Itinerary aboard American Liberty

• Enjoy Block Island's beaches
• Explore Whaling Museum New Bedford
• Discover Martha's Vineyard's towns
• Learn whaling legacy and maritime

Starts / Ends

Nantucket / Newport

Activity Level

Variable

Embark on an 8-day cruise aboard American Liberty through New England, exploring maritime history from Providence to Newport. Indulge in lobster bakes, visit whaling museums, and wander charming cobblestone streets.

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from $4,925

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Potomac River & Chesapeake Bay Cruise

Washington to Baltimore - 8 Day Itinerary aboard American Independence

• Visit Yorktown battlefield site
• Tour Jamestown Settlement museum
• Cruise Chesapeake Bay waters
• Discover Annapolis landmarks

Starts / Ends

Yorktown / Baltimore

Activity Level

Variable

Sail from Washington to Baltimore on an 8-day cruise aboard American Independence. Explore Revolutionary War sites, historic seaports, and Chesapeake Bay wildlife. Visit Yorktown, Williamsburg, Cambridge, St. Michaels, and Annapolis. Enjoy onboard enrichment, local excursions, and scenic cruising through America’s historic heartland.

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from $6,575

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Florida Gulf Coast & Keys Cruise

St. Petersburg Roundtrip - 9 Day Itinerary aboard American Patriot

• Visit Marco Island Museum
• Key West historic sites
• Discover military history
• Explore Sunken Gardens

Starts / Ends

Tampa / Key West

Activities

Wine Tasting, Snorkeling

Activity Level

Variable

Embark on a 9-day Florida Gulf Coast and Keys cruise aboard American Patriot. Walk historic streets, visit museums, spot wildlife, relax on beaches, and enjoy onboard enrichment. Stops include Marco Island, Key West, and Punta Gorda.

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from $13,440

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Fall Foliage on the St. Lawrence: Quebec to the Canadian Maritimes – with Smithsonian Journeys

Toronto - Boston - 13 Day Itinerary aboard Le Bellot

• Sail the scenic St. Lawrence Seaway
• Visit Montreal, a cosmopolitan city
• Explore Prince Edward Island
• Experience the Acadian culture
• Explore Nova Scotia and Lunenburg

Starts / Ends

Toronto / Boston

Activity Level

Variable

Explore eastern Canada and New England on a 13-day Smithsonian Journeys cruise. Sail from Toronto to Boston with stops in Quebec, PEI, Nova Scotia, and Cape Cod. Highlights include Montreal, Tadoussac, Magdalen Islands, Charlottetown, and Lunenburg. Includes expert talks and a shore excursion in each port.

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from $7,299

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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.

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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.

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from $13,995

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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

Biking, Hiking, Kayaking, 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.

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from $6,799

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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.

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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.

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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.

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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.

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from $9,499

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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.

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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.

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