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Colorful sunrise at Portland Head Lighthouse in Maine

Top East Coast of US Trips & Tours in October 2025

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Discover East Coast of US in October 2025 on one of these 7 tours hand-selected by the travel experts at Adventure Life. Explore the best of Toronto, Lake Ontario, Montreal, Quebec City, and Charlottetown during October 2025 as you enjoy small ship cruises, cruises, urban exploration, cultural, and archaeological site visits. Prices for trips in October 2025 range from $4,999 to $54,870 for a vacation of 8 to 15 days. Choose any of the below 7 itineraries in October 2025 and customize it when you contact one of Adventure Life's expert East Coast of US trip planners.
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    • East Coast of US
Vanderbilt Mansion National Historic Site
$7,235
Savings
EXPLORE

Hudson River Fall Foliage

New York Roundtrip - 8 Day Itinerary aboard American Glory
  • Visit the Kaaterskill Falls
  • Explore the New York State Museum
  • Enjoy cheese and apple tasting
  • Learn the marine history
Starts / Ends:
New York / New York
Activities:
Small Ship Cruises
Activity Level:
Variable
Embark on an 8-day Hudson River Fall Foliage cruise roundtrip from New York aboard American Glory. Experience the vibrant autumn colors along the Hudson River, surrounded by the Catskill Mountains and Taconic and Berkshire Hills. Explore historic ports of call with guided shore excursions to iconic …
Cruise Details
0
Explore beautiful and historic Montreal
$14,500
EXPLORE

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

Toronto - Boston - 15 Day Itinerary aboard Le Champlain
  • Sail the scenic St. Lawrence Seaway
  • Visit Montreal, a cosmopolitan city
  • Visit Old Quebec, a UNESCO site
  • Colonial seaport of Charlottetown
Starts / Ends:
Toronto / Boston
Activities:
River Cruises, Small Ship Cruises, Urban Exploration, Village Visits, Wildlife Viewing
Activity Level:
Variable
On this 15-day Fall Foliage on the St. Lawrence cruise from Toronto to Boston aboard Le Champlain, navigate the waterways of eastern Canada and northern New England, known for their beautiful coastlines, cliffs, and waterfront villages. Start by sailing the St. Lawrence Seaway to cities like …
Cruise Details
0
Stunning Niagara Falls
$7,999
EXPLORE

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
Activities:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration
Activity Level:
Variable
Set sail on a 13-day cruise aboard the Victory II, starting in Montreal and ending in Chicago, as you travel through all five Great Lakes. Begin by exploring the cultural richness of Montreal and Toronto before witnessing the breathtaking power of Niagara Falls. Navigate through the historic …
Cruise Details
0
Enjoy the scenery of the Great Lakes
$7,999
EXPLORE

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
Activities:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration
Activity Level:
Variable
Embark on a 13-day cruise from Chicago to Montreal aboard Victory II, exploring key landscapes and landmarks of the Great Lakes. Start in Chicago, visiting vibrant neighborhoods and notable sites like the Willis Tower. Cruise through Lake Michigan to destinations like Escanaba, Michigan, and …
Cruise Details
0
Golden light over the Chicago skyline
$4,999
EXPLORE

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:
Toronto / Portland
Activities:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration, Whale Watching
Activity Level:
Variable
Embark on a 10-day cruise from Montreal to Portland aboard the Voyager I. Experience Montreal’s European charm, featuring historic architecture and vibrant arts. Explore landmarks like Mount Royal Park and Notre Dame Basilica. Visit Quebec City, a UNESCO World Heritage site known for its …
Cruise Details
0
Explore the parks around Quebec City for a view of the city
$7,399
EXPLORE

New England and Canada

Toronto to Portland - 12 Day Itinerary aboard Victory II
  • Explore Toronto's landmarks
  • Visit Quebec City's historic sites
  • Go on a whale-watching adventure
  • Visit Halifax’s historic waterfront
Starts / Ends:
Toronto / Portland
Activities:
Archaeological Site Visits, Small Ship Cruises, Village Visits, Whale Watching
Activity Level:
Variable
Embark on a 12-day cruise from Toronto to Portland aboard Victory II. Begin with a hotel stay in Toronto, and explore iconic sites such as the CN Tower and the Royal Ontario Museum. Board the ship and set sail across Lake Ontario. Explore Montreal's rich culture and cuisine, then cruise the St. …
Cruise Details
0
Bear Mountain Bridge over the Hudson River
$5,760
Savings
EXPLORE

Hudson River Fall Foliage

8 Day Itinerary aboard American Independence
  • Visit the Kaaterskill Falls
  • Explore the New York State Museum
  • Enjoy cheese and apple tasting
  • Learn the marine history
Starts / Ends:
New York / New York
Activities:
Small Ship Cruises
Activity Level:
Variable
Embark on an 8-day Hudson River Fall Foliage cruise roundtrip from New York aboard American Independence. Experience the vibrant autumn colors along the Hudson River, surrounded by the Catskill Mountains and Taconic and Berkshire Hills. Explore historic ports of call with guided shore excursions to …
Cruise Details
0
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