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Portland Small Ship Cruises

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Explore Portland on a small ship cruise with Adventure Life. We work with all the top-rated small ship cruise lines visiting Portland, and we help match you with the perfect small ship and cruise itinerary for your specific tastes and needs. There are countless advantages to visiting Portland on a small ship cruise versus a large cruise ship including avoiding crowds and being able to visit and explore smaller ports and scenic shorelines that large ships simply cannot access.  The cost of small ship cruises to Portland start at $3,199 for a trip of 6 to 17 days in 2022. Tell us about your dream small ship cruise to Portland and our team of Portland travel experts will help you make it a reality.  
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Explore beautiful New England
$3,499
EXPLORE

Autumn in New England

Boston to St. John - 9 Day Itinerary aboard Ocean Voyager
  • Enjoy Boston
  • Delight in Newport's rich history
  • Discover Provincetown
  • Stroll Portland's streets
Starts/ Ends in:
Boston / St. John
Activities:
Small Ship Cruises
Activity Level:
Relaxed
Take in the heart and soul of America's origins on this nine-day voyage aboard the Ocean Voyager, which explores some of the region's most legendary places. View charming, authentic New England in all her splendor. Craggy bluffs, stretches of sandy shoreline, and lush farmland provide the …
Cruise Details
0
Visit quaint fishing villages along the coast of Nova Scotia
$4,499
EXPLORE

Canadian Crown Jewels

Montreal to Boston - 11 Day Itinerary aboard Ocean Voyager
  • Enjoy Montreal's ambiance
  • Admire the scenic Strait of Canso
  • Explore Charlottetown
  • Discover the history of Halifax
Starts/ Ends in:
Montreal / Boston
Activities:
Small Ship Cruises, Village Visits, Wildlife Viewing
Activity Level:
Relaxed
Phenomenal experiences lie in store for those who choose this epic 11-day adventure. Indulge in the beauties of Montreal during your pre-cruise hotel stay, then prepare to be astounded once the ship sets sail. On this excursion, a biologist joins you on board to enhance the pleasure of gliding …
Cruise Details
0
Explore Toronto
$4,999
EXPLORE

Portland to Toronto

Portland - Toronto - 12 Day Itinerary aboard Ocean Navigator
  • Stroll the streets of Portland
  • Discover the history of Halifax
  • Cruise the scenic Strait of Canso
  • Explore beautiful Montreal
Starts/ Ends in:
Portland / Toronto
Activities:
Small Ship Cruises, Urban Exploration, Village Visits, Whale Watching
Activity Level:
Relaxed
Navigate the waters that tie New England to Canada on this 12-day spectacular journey aboard Ocean Navigator. Scenic sailing through the Thousand Islands goes unmatched, and Charlottetown, Prince Edward Island, planted within the Garden of the Gulf, invites travelers to rollick in whimsical …
Cruise Details
0
An autumn view from Cadillac Mountain in Acadia National Park in Maine
$4,110
EXPLORE

Wild Maine Escape: Exploring Downeast & Acadia National Park

Portland - Portland - 6 Day Itinerary aboard National Geographic Sea Lion
  • Enjoy Maine's coastlines
  • Hike and kayak Acadia National Park
  • Visit North Haven Island
  • See puffins at Eastern Egg Rock
Starts/ Ends in:
Portland / Portland
Activities:
Hiking, Kayaking, Small Ship Cruises, Whale Watching, Wildlife Viewing
Activity Level:
Relaxed
The National Geographic Sea Lion hosts an exciting 6-day wild Maine escape cruise expedition. Take part in an amazing island exploration: wander different islands by kayak, paddleboard, and Zodiac while enjoying the beautiful scenery and wildlife. Visit the galleries of the artists on Monhegan …
Cruise Details
0
Portland Head Lighthouse, Maine, USA at sunrise
$4,699
EXPLORE

Portland to Toronto

Portland - Toronto - 12 Day Itinerary aboard Ocean Voyager
  • Drive through Portland
  • Admire Charlottetown's history
  • Discover Cavendish Bay
  • Enjoy whale watching at Tadoussac
Starts/ Ends in:
Portland / Toronto
Activities:
Small Ship Cruises, Urban Exploration, Whale Watching
Activity Level:
Relaxed
Enjoy the best of the borderlands between Canada and the USA. Survey two of the most European cities in North America, the French Canadian ports of Montreal and Quebec, then the metropolitan city of Toronto. Transit the Welland Canal, and the majestic Montmorency Falls, and take in the blossoming …
Cruise Details
0
$7,499
EXPLORE

Savannah, GA to Halifax, NS

Savannah - Halifax - 17 Day Itinerary aboard Ocean Voyager
  • Stroll through beautiful Savannah
  • Discover Charleston's culture
  • Visit historic Baltimore
  • Explore Newport, Rhode Island
  • Learn early American history
  • Enjoy Maine's natural beauty
Starts/ Ends in:
Savannah / Halifax
Activities:
Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Relaxed
Explore the North American Eastern Seaboard from the historic Coastal South to the Southern Canadian border on this 17-day expedition. Board Ocean Voyager and set sail from beautiful Savannah, Georgia, a historic city renowned for its walkable plan, polished parks, and thriving arts scene. Continue …
Cruise Details
0
$4,499
EXPLORE

Canadian Crown Jewels

Montreal to Boston - 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 in:
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
0
Sailing in Boston
$5,999
EXPLORE

Savannah, GA to Halifax, NS

17 Day Itinerary aboard Ocean Navigator
  • Stroll through beautiful Savannah
  • Discover Charleston's culture
  • Visit historic Baltimore
  • Explore Newport, Rhode Island
  • Learn early American history
  • Enjoy Maine's natural beauty
Starts/ Ends in:
Savannah / Halifax
Activities:
Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Relaxed
Explore the North American Eastern Seaboard from the historic Coastal South to the Southern Canadian border on this 17-day expedition. Board Ocean Navigator and set sail from beautiful Savannah, Georgia, a historic city renowned for its walkable plan, polished parks, and thriving arts scene. …
Cruise Details
0
$5,760
EXPLORE

Exploring Coastal Maine: Lobsters, Lighthouses and Hidden Inlets

8 Day Itinerary aboard National Geographic Sea Lion
  • Search for whales
  • Visit Eastern Egg Rock
  • Explore Monhegan Island
  • Enjoy Maine's delicious lobster
Starts/ Ends in:
Boston / Portland
Activities:
Kayaking, Small Ship Cruises, Stand Up Paddle Boarding, Whale Watching
Activity Level:
Relaxed
The National Geographic Sea Lion hosts an eight-day voyage around Maine's coast. Enjoy the shores of Massachusetts and Maine as well as their coasts, refreshing landscapes, rocky beaches, and lobsters throughout the route. Paddle, paddleboard, or Zodiac your way around the rocky islets to …
Cruise Details
0
Explore beautiful New England
$3,199
EXPLORE

Autumn in New England

Boston to St. John - 9 Day Itinerary aboard Ocean Navigator
  • Discover Boston's history
  • Delight in Newport's rich history
  • Explore Provincetown
  • Stroll Portland's streets
Starts/ Ends in:
Boston / St. John
Activities:
Archaeological Site Visits, Small Ship Cruises
Activity Level:
Relaxed
The Ocean Navigator takes you on a 9-day journey into the heart and spirit of America's birthplace. See charming, classic New England in all its glory. The rocky bluffs, sandy beaches, and green countryside provide a backdrop for a real American experience. Allow yourself to be swept up in the …
Cruise Details
0
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