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Top Maine Trips & Tours in October 2023

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Discover Maine in October 2023 on one of these 5 tours hand-selected by the travel experts at Adventure Life. Explore the best of Gloucester, Portland, Bar Harbor, Boston, and Martha's Vineyard during October 2023 as you enjoy small ship cruises, cruises, village visits, wildlife viewing, and urban exploration. Prices for trips in October 2023 range from $4,309 to $43,100 for a vacation of 10 to 15 days. Choose any of the below 5 amazing itineraries in October 2023 and customize it to make it your own with the help of one of Adventure Life's expert Maine trip planners.
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Visit Plymouth
$4,689
EXPLORE

Portland to Saint John

10 Day Itinerary aboard Ocean Navigator
  • Stroll the streets of Portland
  • Explore coastal towns
  • Discover the region's history
  • Appreciate art and local artists
Starts / Ends:
Portland / Rockland
Activities:
Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Relaxed
Embark on a 10-day adventure aboard Ocean Navigator sailing from Portland, Maine to Saint John, New Brunswick, on a cruise route that guides travelers through highly sought-after towns and cities along the Eastern seaboard. Savor renowned lobster dishes, admire picturesque coastal towns, explore …
Cruise Details
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The Gully -Sable Island
$13,160
EXPLORE

Symphony on the St. Lawrence: From Québec to the Canadian Maritimes – with Smithsonian Journeys

Toronto - Gloucester - 15 Day Itinerary aboard Le Bellot
  • Visit Québec and Lunenburg
  • Discover the art of Montréal
  • Explore the beauty of nature
  • Enjoy musical performances
Starts / Ends:
Toronto / Gloucester
Activities:
Hiking, Small Ship Cruises, Wildlife Viewing
Activity Level:
Relaxed
Experience the unforgettable 15-day cruise exploration offered by Le Bellot, and enjoy the vast unspoiled expanses of Canada and the North American coast. Your journey will start in Toronto then you will enjoy a magnificent sail along the shimmering waters of Lake Ontario. Youwill then head …
Cruise Details
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Sailing in Boston
$4,309
EXPLORE

Montreal to Portland

11 Day Itinerary aboard Ocean Voyager
  • Enjoy Montreal's ambiance
  • Experience breathtaking scenery
  • Explore Charlottetown
  • Discover the history of Halifax
Starts / Ends:
Montreal / Portland
Activities:
Small Ship Cruises, Village Visits, Wildlife Viewing
Activity Level:
Relaxed
Embark on this 11-day adventure from Montreal to Portland aboard the Ocean Voyager. Enjoy the beauties of Montreal during the pre-cruise hotel stay, and prepare to be amazed as the ship sets sail. On this excursion, a biologist join the ship to enhance the experience of gliding through the St. …
Cruise Details
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$5,689
EXPLORE

Montreal to Gloucester

11 Day Itinerary aboard Ocean Navigator
  • Enjoy Montreal's ambiance
  • Cruise the scenic Strait of Canso
  • Visit Charlottetown
  • Discover the history of Halifax
Starts / Ends:
Montreal / Boston
Activities:
Small Ship Cruises, Village Visits, Wildlife Viewing
Activity Level:
Relaxed
Phenomenal experiences lay in store for those who choose this epic 11-day adventure. Relish the charms of Montreal on your pre-voyage hotel stay, then prepare to be dazzled as the ship gets underway. On this trip, a naturalist joins you onboard to enhance the sheer joy of gliding upon the St. …
Cruise Details
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Explore beautiful and historic Montreal
$12,230
EXPLORE

From Canada to the American East Coast

Toronto - Gloucester - 15 Day Itinerary aboard Le Dumont-d'Urville
  • Explore Montreal and Quebec City
  • Visit historic coastal villages
  • Learn about Canada's history
  • Admire the landscapes of the coast
Starts / Ends:
Toronto / Gloucester
Activities:
Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Relaxed
Enjoy this 15-day cruise exploring Canada and the American East Coast from Toronto to Gloucester on board the luxurious Le Dumont-d'Urville. Explore the natural beauty and historic cities of the Saint Lawrence Seaway from the bustling city of Toronto. Cruise across Lake Ontario and through the …
Cruise Details
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