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Colorful sunrise at Portland Head Lighthouse in Maine

East Coast Cultural Cruises

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Explore the vibrant cultural tapestry of the East Coast of the United States with Adventure Life through our 25 enriching cultural tours for 2025. From the charming streets of Portland to the historic region of Saint John, immerse yourself in the local art scene, coastal wonders, and intriguing history that define this iconic American coastline. Delight in lobster dishes, discover picturesque coastal towns, and relish in the diverse artistic expressions along the Eastern seaboard. Whether you prefer urban exploration, village visits, or small ship cruises, our tours offer a relaxed yet immersive experience that showcases the best of East Coast culture. With activities ranging from coastal walks to art appreciation, these tours cater to every cultural enthusiast. Starting at $5,999 to $36,995, begin a captivating journey into the heart of American heritage and creativity. Contact us to start planning your next cultural adventure along the East Coast.
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    • East Coast of US
Visit Plymouth
from $13,940
Savings
EXPLORE

Grand New England Cruise

Roundtrip Boston - 15 Day Itinerary aboard American Patriot
Starts / Ends
Boston / Boston
Activity Level
Variable
Set sail on a 15-day cruise aboard American Patriot. Discover historic seaports and savor New England's charm with a Maine lobster bake.
  • Explore Portland iconic lighthouses
  • Discover Bath historic shipyards
  • Explore Bangor Victorian mansions
  • Discover Portsmouth architecture
Cruise Details
0
Eastern Point Lighthouse, Gloucester, Massachusetts
from $11,030
Savings
EXPLORE

New England Fall Foliage Cruise

Portland - New York - 16 Day Itinerary aboard American Independence
Starts / Ends
Portland / New York
Activity Level
Variable
Cruise the New England coast on a 16-day cruise from Portland to New York aboard American Independence. This journey delivers history, culture, and natural beauty through iconic destinations, guided tours, and onboard enrichment—all while experiencing the region’s fall colors and crisp sea air.
  • View Cape Elizabeth lighthouses
  • Discover Nantucket whaling history
  • Walk Portland’s Old Port
  • Visit Maine Maritime Museum
Cruise Details
0
Visit Portsmouth
from $13,285
Savings
EXPLORE

New England Fall Foliage Cruise

Portland - New York - 16 Day Itinerary aboard American Glory
Starts / Ends
Portland / New York
Activities
Wine Tasting
Activity Level
Variable
Sail the coast of New England on a 16-day New England Fall Foliage cruise aboard American Glory, visiting historic cities and scenic harbors from Maine to New York. This cruise blends history, coastal charm, and iconic landmarks with smooth sailing and guided excursions.
  • Walk Portland’s working waterfront
  • Tour Newport’s seaside mansions
  • Walk at cobblestone streets
  • Visit Gloucester’s Maritime Museum
Cruise Details
0
Beautiful seascapes in Maine
from $6,710
Savings
EXPLORE

Maine Coast & Harbors Cruise

Portland - Bangor - 9 Day Itinerary aboard American Glory
Starts / Ends
Portland / Bar Harbor
Activity Level
Variable
Cruise Maine’s coast for 9 days aboard American Glory. Sail Casco Bay, visit a Bath oyster farm, explore Boothbay’s gardens, enjoy a Rockland lobsterbake, tour Acadia National Park in Bar Harbor, and walk its quaint downtown.
  • Cruise through Casco Bay
  • Sample fresh oysters in Bath
  • Visit Boothbay Harbor's garden
  • Taste a traditional lobsterbake
Cruise Details
0
Vanderbilt Mansion National Historic Site
from $7,070
Savings
EXPLORE

Hudson River Fall Foliage

New York - New York - 8 Day Itinerary aboard American Glory
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.
  • Visit Sleepy Hollow landmarks
  • Tour West Point Academy
  • Discover Hyde Park’s history
  • Admire Vanderbilt Mansion
Cruise Details
0
Sailing in Boston
from $6,350
Savings
EXPLORE

Yankee Seaports

Boston - New York - 8 Day Itinerary aboard American Glory
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.
  • Visit the Massachusetts Maritime
  • Explore the Mystic Seaport Museum
  • Travel to Old Saybrook
  • Stroll around Sag Harbor
Cruise Details
0
Enjoy scenic New England
from $7,790
Savings
EXPLORE

New England Islands

Providence Roundtrip - 8 Day Itinerary aboard American Liberty
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.
  • Enjoy Block Island's beaches
  • Explore Whaling Museum New Bedford
  • Discover Martha's Vineyard's towns
  • Learn whaling legacy and maritime
Cruise Details
0
Aerial view of New York City at dusk
from $8,600
EXPLORE

Montreal to New York, NY

Montreal - New York - 12 Day Itinerary aboard Silver Shadow
Starts / Ends
Montreal / New York City
Activities
Wildlife Viewing, Kayaking
Activity Level
Variable
Embark on a 12-day cruise from Montreal to New York on the Silver Shadow, exploring Canada's Atlantic coast and New England's charm. Highlights include Quebec City, Prince Edward Island, and excursions like hikes and heritage walks, offering a blend of culture and relaxation.
  • Discover Montreal’s landscape
  • Explore Quebec City historic charm
  • Experience Saguenay’s wilderness
  • Stroll Charlottetown’s streets
Cruise Details
0
Explore beautiful Montreal
from $7,299
EXPLORE

New England and Canada

Portland - Toronto - 12 Day Itinerary aboard Victory I
Starts / Ends
Portland / Toronto
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.
  • Explore Portland
  • Watch whales in Saguenay Fjords
  • Walk Old Quebec streets
  • Explore Charlottetown history
Cruise Details
0
Au revoir Quebec City
from $6,799
EXPLORE

New England and Canada

Portland to Quebec City - 11 Day Itinerary aboard Victory II
Starts / Ends
Portland / Quebec City
Activities
Whale Watching, Archaeological Site Visits, Village Visits
Activity Level
Variable
Embark on an 11-day Victory II cruise from Portland to Quebec City. Explore Portland’s Old Port and Museum of Art, relax at sea, then visit Halifax’s boardwalk, Citadel, and Titanic graves. Sail the Strait of Canso to Charlottetown and then hike Gaspe’s sea cliffs, see Baie-Comeau, and spot whales in Saguenay Fjords. Disembark in Old Quebec.
  • Discover what Portland has to offer
  • Discover Halifax and the Citadel
  • Explore Charlottetown landmarks
  • Hike to Cartier's site at Gaspe
Cruise Details
0
Enjoy the stunning scenery of Lake Superior
from $7,299
EXPLORE

All Five Great Lakes

Chicago - Toronto - 11 Day Itinerary aboard Victory I
Starts / Ends
Chicago / Toronto
Activity Level
Variable
Embark on an 11-day Great Lakes cruise from Chicago to Toronto aboard Victory I, exploring cities, islands, and historical sites. Enjoy scenic sailings and unique excursions.
  • Discover Michigan's Upper Peninsula
  • Explore Detroit's Henry Ford Museum
  • Stroll Chicago’s Navy Pier
  • Visit Niagara Falls up close
Cruise Details
0
Visit historic locations along the shores of the Great Lakes
from $7,299
EXPLORE

All Five Great Lakes

Chicago to Toronto - 11 Day Itinerary aboard Victory II
Starts / Ends
Chicago / Toronto
Activity Level
Variable
Embark on an 11-day All Five Great Lakes cruise aboard Victory II, visiting iconic cities such as Chicago, Detroit, and Toronto. Discover scenic wonders like Mackinac Island and Niagara Falls, exploring rich history and culture along the way.
  • Visit car-free Mackinac Island
  • Sail through the Soo Locks
  • Explore the Henry Ford Museum
  • Visit Escanaba's lighthouse
Cruise Details
0
Golden light over the Chicago skyline
from $7,299
EXPLORE

All Five Great Lakes

Toronto - Chicago - 11 Day Itinerary aboard Victory I
Starts / Ends
Toronto / Chicago
Activities
Biking, Local Market Visits
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.
  • Discover the diverse food scene
  • Enjoy the vibrant nightlife
  • Visit Niagara Falls
  • Explore Niagara Peninsula
Cruise Details
0
Explore the rocky shores and clear waters of Lake Superior
from $6,799
EXPLORE

All Five Great Lakes

Toronto to Chicago - 11 Day Itinerary aboard Victory I
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.
  • See powerful Niagara Falls
  • Explore Cleveland’s rock history
  • Tour Milwaukee’s lakefront gems
  • Visit peaceful Mackinac Island
Cruise Details
0
Relax on the shores of the Great Lakes
from $6,799
EXPLORE

All Five Great Lakes Reverse

Toronto to Chicago - 11 Day Itinerary aboard Victory II
Starts / Ends
Toronto / Chicago
Activities
Urban Exploration
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 all five Great Lakes
  • Visit Niagara Falls up close
  • Tour Cleveland’s museums
  • Visit Mackinac Island
Cruise Details
0
Detroit, Michigan at Dusk
from $7,299
EXPLORE

All Five Great Lakes Reverse

Toronto to Chicago - 11 Day Itinerary aboard Victory II
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.
  • Explore Toronto
  • Experience Niagara Falls
  • Visit Henry Ford Museum
  • Enjoy a horse-drawn carriage tour
Cruise Details
0
See the mighty Niagara Falls
from $7,995
EXPLORE

Canadian Discovery

New York to Ontario - 13 Day Itinerary aboard Viking Great Lakes
Starts / Ends
New York City / Toronto
Activities
Helicopter Tours, Hiking, Photography Seminars, Land & Sea Exploration
Activity Level
Variable
Set sail on a 13-day Viking voyage from New York City to Toronto. Explore iconic landmarks, sail the Atlantic, experience the historic charm of Halifax, Prince Edward Island, Cap-aux-Meules, and Quebec City, traverse the St. Lawrence Seaway's engineering marvels, and enjoy Toronto's multicultural vibrancy for an unforgettable adventure.
  • Explore New York landmarks
  • Sail the Atlantic Ocean
  • Enjoy ship amenities
  • Discover historic Halifax
  • Explore Prince Edward Island
  • Explore Quebec City's charm
Cruise Details
0
Enjoy the scenery of the Great Lakes
from $7,999
EXPLORE

Great Lakes and St. Lawrence Seaway

Chicago - Montreal - 13 Day Itinerary aboard Victory I
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.
  • Visit Willis Tower in Chicago
  • Explore the Henry Ford Museum
  • Visit Rock and Roll Hall of Fame
  • Discover Toronto's culture
Cruise Details
0
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