Have questions? We're here.

Portland Small Ship Cruises

Travel made your way
Talk with an expert
Build your ideal East Coast of US trip. Call 1.406.541.2677
Start Planning My Trip
Explore the top-rated Portland small ship cruises below.  Adventure Life works 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 exploring 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 Portland small ship cruises start at $4,309 for a trip of 9 to 17 days in 2023. Tell us about your dream Portland small ship cruise and our team of travel planners will help you make it a reality.  
Filter (7 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Level
  • Experiences
  • Activities
  • Ship
  • Destinations
    • Portland
Visit quaint fishing villages along the coast of Nova Scotia
$5,889
EXPLORE

Montreal to Gloucester

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:
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
Portland Head Lighthouse, Maine, USA at sunrise
$5,709
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:
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
$9,017
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:
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
$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
0
Aerial view of New York City at dusk
$5,050
EXPLORE

New York, NY to Quebec City - Port to Port

11 Day Itinerary aboard Silver Shadow
  • Visit historic cities
  • Spot a variety of wildlife
  • Learn about Saguenay's heritage
  • Walk in Forillon National Park
Starts / Ends:
New York / Quebec City
Activities:
Kayaking, Small Ship Cruises, Wildlife Viewing
Activity Level:
Relaxed
Join Silver shadow on this 11-day voyage across New England. Along with seeing the stunning fall foliage along the North American coast, this spectacular voyage includes overnight stays in two of the biggest cities in the US. Start with the dazzling lights of New York City and go via the …
Cruise Details
0
Explore beautiful New England
$4,309
EXPLORE

Boston to Saint 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:
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
Sailing in Boston
$9,017
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:
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
1-7 of 7 Results

Portland Trips by Departure Date

Portland Trips by Activity

More Reasons

Why Travel With Adventure Life

All News

Recognized By