Springtime in Boston

Top New England Trips & Tours

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We offer the most economical New England tours and cruises thanks to our exclusive travel discounts and packages. Everything is taken care of for you, from the ship's superb service to the port excursions that have been carefully selected. Booking in advance will provide you with additional options and promos. If you wait until the last few months before your holiday, you may enjoy a discount, but the most popular ships and hotels may be fully booked, leaving you with options of lesser quality. By choosing one of our many autumn cruises to Florida in advance, you can fully appreciate a New England beach holiday between May and October, the best time to visit. Take advantage of our great prices on New England cruises today!
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    • New England
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
Visit Portsmouth
from $7,299
Save $500
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
Aerial View of Halifax Skyline
from $8,299
Save $500
EXPLORE

New England and Canada

Montreal to Portland - 13 Day Itinerary aboard Victory I
  • Visit UNESCO-listed Old Quebec City
  • Charlottetown historic charm
  • Learn Yarmouth’s Acadian heritage
  • Sail through Saguenay Fjord
Starts / Ends
Montreal / Portland
Activity Level
Variable
Begin the 13-day voyage in Montreal with a hotel stay, then board Victory I and cruise through Quebec City, Saguenay Fjord, Charlottetown, Halifax, and Yarmouth before ending in Portland, Maine. Sail the Gulf of St. Lawrence and Strait of Canso while exploring historic towns, coastal villages, and maritime landmarks across Atlantic Canada.
Cruise Details
0
Colorful sunrise at Portland Head Lighthouse in Maine
from $8,299
Save $500
EXPLORE

New England and Canada

Montreal to Portland - 13 Day Itinerary aboard Victory II
  • Walk Quebec City's Old Town streets
  • Saguenay Fjord sailing
  • Gulf crossing experience
  • Tour Halifax historic citadel
Starts / Ends
Montreal / Portland
Activity Level
Variable
Begin your 13-day voyage in Montreal with a hotel stay, then board Victory II and sail the St. Lawrence River to Quebec City, Saguenay, Baie-Comeau, and Gaspe. Cross the Gulf of St. Lawrence to Charlottetown, continue to Halifax and Yarmouth, and finish in Portland, Maine. Explore fortified cities, fjords, island capitals, and working waterfronts.
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
Colorful sunrise at Portland Head Lighthouse in Maine
from $9,899
Save $500
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
Portsmouth, New Hampshire
from $9,899
Save $500
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
Stroll by the river running through Quebec City
from $7,299
Save $500
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
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
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
Visit Portsmouth
from $18,198
Save $500
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
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
Village Visits, Urban Exploration, 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
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Shannon Fischer-Kendro Adventure Life employee profile
Shannon K.
Springtime in Boston
New England

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