Have questions? We're here.
Springtime in Boston

New England Small Ship Cruises

Travel made your way ™
Talk with an expert
Build your ideal New England trip. Call 800.344.6118
Start Planning My Trip
Experience the enchanting beauty and rich cultural tapestry of New England with Adventure Life's array of 15 small ship cruises for the upcoming season. Join us on a cruise journey along the Eastern seaboard, from Portland, Maine to Saint John, New Brunswick, where you can discover the region's history, stroll the streets of Portland, and appreciate local art and artists. Sail through picturesque coastal towns and immerse yourself in the maritime charm of this beautiful region. Delve into the heart of North America's Great Lakes, from Chicago to Toronto, exploring cultural sites and enjoying scenic views of Lake Michigan. Visit historic cities, spot wildlife, and learn about the heritage of the Saguenay region on your voyage from New York City to Quebec City. Whether you're interested in urban exploration, village visits, wildlife viewing, or simply relaxing on board, these cruises offer a relaxed pace suitable for all travelers. Don't miss this opportunity to discover the diverse landscapes and vibrant culture of New England. Contact one of Adventure Life's tour specialists for help planning your next seamless trip.
Filter (15 Results)
  • Start Date
    Months
    Years
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • New England
Beautiful seascapes in Maine
from $5,240
Savings
EXPLORE

Maine Coast & Harbors Round-Trip Cruise

Portland Roundtrip - 9 Day Itinerary aboard American Independence
  • Explore Historic Portland
  • Discover Fort Knox
  • Explore Acadia National Park
  • Discover Maine Maritime Heritage
Starts / Ends
Portland / Portland
Activities
Urban Exploration, Village Visits, Archaeological Site Visits, Wildlife Viewing
Activity Level
Variable
Explore Maine’s coast on a 9-day cruise from Portland aboard American Independence. Visit Bucksport, Bangor, Bar Harbor, Rockland, Camden, Boothbay Harbor, and Bath. Discover Fort Knox, Acadia National Park, maritime heritage, seafood traditions, and coastal communities across southern and midcoast Maine.
Cruise Details
0
Edgartown on Martha's Vineyard
from $7,180
EXPLORE

Charm and heritage of the North American shores

Halifax to New York - 9 Day Itinerary aboard L'Austral
  • See Lunenburg UNESCO historic town
  • Eastport Maritime Historic Site
  • See Newport Gilded Age mansions
  • Martha's Vineyard island escape
Starts / Ends
Halifax / New York
Activity Level
Variable
Explore Canada and New England on a 9-day cruise aboard L'Austral. Visit Halifax, Lunenburg, Yarmouth, Eastport, Portland, Boston, Oak Bluffs, Newport, and New York. Discover maritime history, UNESCO heritage sites, coastal landscapes, iconic landmarks, and charming seaside towns throughout the voyage.
Cruise Details
0
Admire the charming houses of Martha's Vineyard
from $6,350
Savings
EXPLORE

New England Islands Cruise

Providence Roundtrip - 9 Day Itinerary aboard American Glory
  • Explore Historic Providence Today
  • Explore Martha’s Vineyard Today
  • Explore Nantucket Whaling History
  • Visit Newport’s Historic Landmarks
Starts / Ends
Martha's Vineyard / Newport
Activity Level
Variable
Explore Providence, Martha’s Vineyard, Nantucket, Block Island, Newport and Bristol on a 9-day cruise aboard American Glory, from Providence to Providence. Discover maritime history, historic towns, museums, coastal landscapes and local traditions across Rhode Island and Massachusetts, with time to explore destinations and coastal heritage today.
Cruise Details
0
Sailing in Boston
from $6,350
Savings
EXPLORE

Northeast Harbors Cruise

Boston - New York - 9 Day Itinerary aboard American Glory
  • Visit the Massachusetts Maritime
  • Explore the Mystic Seaport Museum
  • Travel to Old Saybrook
  • Stroll around Sag Harbor
Starts / Ends
Boston / New York
Activity Level
Variable
Join this 9-day Northeast Harbors 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.
Cruise Details
0
Explore beautiful Montreal
from $10,895
EXPLORE

Autumn Foliage of Canada & America's East Coast

Montreal - New York - 12 Day Itinerary aboard Scenic Eclipse
  • Explore Montreal Old Town
  • Tour Pictou to explore museums
  • View Oak Bluffs gingerbread cottage
  • Admire New York City skyline
Starts / Ends
Montreal / New York City
Activity Level
Variable
Join a 12-day cruise on the Scenic Eclipse along Canada's eastern coast and New England, exploring historic Quebec City and Halifax's rich Scottish and Acadian heritage. Enjoy stops in Oak Bluffs' colorful gingerbread houses and the Cape Cod Canal, finishing with an overnight stay in New York City.
Cruise Details
0
Portsmouth, New Hampshire
from $9,899
2-for-1
EXPLORE

East Coast: Halifax to Jacksonville

Halifax to Jacksonville - 16 Day Itinerary aboard Victory I
  • See Portland Head Light
  • Discover Provincetown galleries
  • Tour Newport's grand mansions
  • See Charleston's historic landmarks
Starts / Ends
Halifax / Jacksonville
Activity Level
Variable
Embark on a 16-day East Coast cruise aboard Victory I. Explore Halifax and Peggy’s Cove before visiting Portland, Portsmouth, Provincetown, Newport, and New London. Continue south to Norfolk, Wilmington, Charleston, Savannah, Brunswick, and Jacksonville. Experience New England’s coastal heritage, Southern history, and Atlantic scenery.
Cruise Details
0
Aerial view of New York City at dusk
from $6,350
Savings
EXPLORE

Northeast Harbors Cruise

New York - Boston - 9 Day Itinerary aboard American Glory
  • Explore New York landmarks
  • Explore Sag Harbor history
  • Explore Newport historic districts
  • Discover Plymouth colonial history
Starts / Ends
New York / Boston
Activities
Wine Tasting
Activity Level
Variable
Experience a 9-day cruise from New York to Boston aboard American Glory, with time to explore New York, Sag Harbor, Old Saybrook, Essex, New London, Mystic, Newport, Plymouth, and Boston. Discover maritime museums, historic districts, coastal landmarks, local communities, and sites connected to American history along the New England coast.
Cruise Details
0
Colorful sunrise at Portland Head Lighthouse in Maine
from $9,899
EXPLORE

East Coast: Jacksonville to Halifax

Jacksonville to Halifax - 16 Day Itinerary aboard Victory I
  • Explore Jacksonville's waterfront
  • Tour Newport's Gilded Age mansions
  • Stroll Savannah’s historic squares
  • Discover Norfolk’s naval heritage
Starts / Ends
Jacksonville / Halifax
Activity Level
Variable
Sail from Jacksonville to Halifax aboard Victory I, visiting historic coastal ports in Georgia, South Carolina, North Carolina, Virginia, Connecticut, Rhode Island, Massachusetts, New Hampshire, Maine, and Nova Scotia. Explore waterfronts, museums, historic sites, mansions, naval landmarks, and lighthouses along the Atlantic coast.
Cruise Details
0
Visit Portsmouth
from $7,299
2-for-1
EXPLORE

New England and Canada

Portland - Toronto - 12 Day Itinerary aboard Victory I
  • Explore Portland
  • Watch whales in Saguenay Fjords
  • Walk Old Quebec streets
  • Explore Charlottetown history
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.
Cruise Details
0
Explore beautiful and historic Montreal
from $13,830
No SS
EXPLORE

Fall Foliage on the St. Lawrence - with Smithsonian Journeys

Toronto to Boston - 14 Day Itinerary aboard Le Bellot
  • Sail the Saint Lawrence Seaway
  • Old Montreal exploration
  • Visit Quebec City's UNESCO district
  • See Lunenburg colonial charm
Starts / Ends
Toronto / Boston
Activity Level
Variable
Sail from Toronto to Boston on a 14-day Canadian cruise with Smithsonian Journeys aboard Le Bellot. Explore Montreal, Quebec City, Tadoussac, Nova Scotia towns, and the Magdalen Islands. Enjoy historic sites, coastal scenery, marine life, and cultural landmarks throughout this voyage.
Cruise Details
0
Visit Portsmouth
from $18,198
EXPLORE

5 Great Lakes + St. Lawrence Seaway: Montreal to Jacksonville

Montreal to Jacksonville - 29 Day Itinerary aboard Victory I
  • Watch Saguenay Fjord belugas
  • Kayak Gaspe's Forillon coastline
  • Tour Halifax's hilltop Citadel
  • Admire Newport's Cliff Walk
Starts / Ends
Montreal / Jacksonville
Activities
Local Market Visits, Whale Watching, Kayaking
Activity Level
Variable
Embark on a 29-day voyage aboard Victory I, from Montreal to Jacksonville, linking the St. Lawrence Seaway with the Atlantic Seaboard. Walk Old Quebec, watch beluga whales in the Saguenay Fjord, and explore Halifax, Yarmouth, and Newport, then stop in Brunswick, Georgia, before reaching Florida.
Cruise Details
0
Stroll by the river running through Quebec City
from $7,299
2-for-1
EXPLORE

Five Great Lakes + St. Lawrence Seaway: Portland to Toronto

Portland to Toronto - 13 Day Itinerary aboard Victory II
  • Cruise Atlantic Canada to Toronto
  • Wander UNESCO Old Quebec
  • Discover Charlottetown's history
  • Sail the Saguenay Fjord
  • Tour Old Montreal's basilica
Starts / Ends
Portland / Toronto
Activity Level
Variable
Embark on a 13-day cruise aboard Victory II and sail from Portland, Maine to Toronto, Ontario, calling at Nova Scotia, Prince Edward Island, Quebec City, and Montreal. This voyage links rugged Atlantic shores, a deep glacial fjord, and Great Lakes channels into one seamless passage across North American coastal waterways.
Cruise Details
0
1-12 of 15 Results
  • 1
  • 2

Relax. We've got this.

Talk with an expert trip planner 800.344.6118

Plan My Trip
Jeff Rottschafer Adventure Life employee profile
Jeff R.
Aerial view of New York City at dusk
New England

Chat New England with a specialist

Our team is waiting and ready to talk with you about your next adventure. So go ahead and book an appointment with one of our specialized trip planners.

Let's Chat
800.344.6118

Where is your next adventure?

Contact Chat Call

Why Travel With Us?

Rewards That Go Further

Secure your 5% Past Traveler Rewards across a wide range of ships and destinations - not a single brand and not just cruises.

Unbiased Cruise Expertise

We're not tied to any one cruise line, so you receive honest guidance on the best ship and itinerary for you—not a sales pitch.

More Value.

Receive personal attention and concierge-level service for the same cost as booking direct. Gain access to exclusive rates, perks, and insider expertise on how to maximize the value for your dollar.

As Featured In

How it Works

Connect

No cost, no commitment. Talk with our experts about your dream trip.

Plan

Share your travel style—we match you with the right itinerary or create one just for you.

Book

Lock in knowing every detail is handled and you’re fully supported.

Travel

Enjoy a seamless journey—and unlock 5% off your next adventure.