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Find Canada / New England Cruises in October 2027

55 Matched Sailings

Departing	Itinerary and Ship	Length	Save to Favorites	Priced from
Oct 02, 2027 (Saturday) Other Dates	8 Night Canada from Norfolk Cruise Carnival Freedom Carnival Cruises Starts: Norfolk, Virginia Ends: Norfolk, Virginia Ports of Call: Norfolk, Halifax, Charlottetown, Sydney, Norfolk (see itinerary)	8 Nights	Add to Favorites Compare Favorites	from $769 per person (double occupancy) Includes taxes & fees Learn More
Oct 16, 2027 (Saturday) Other Dates	8 Night Canada from Norfolk Cruise Carnival Freedom Carnival Cruises Starts: Norfolk, Virginia Ends: Norfolk, Virginia Ports of Call: Norfolk, Halifax, Charlottetown, Sydney, Norfolk (see itinerary)	8 Nights	Add to Favorites Compare Favorites	from $769 per person (double occupancy) Includes taxes & fees Learn More
Oct 14, 2027 (Thursday) Other Dates	9 Night Canada and New England Cruise Independence of the Seas Royal Caribbean Cruises Starts: Bayonne (Cape Liberty), New Jersey Ends: Bayonne (Cape Liberty), New Jersey Ports of Call: Bayonne (Cape Liberty), Boston, Portland, St John, Halifax, Sydney, Bayonne (Cape Liberty) (see itinerary)	9 Nights	Add to Favorites Compare Favorites	Retail Price $1,084 Save $195 from $889 per person (double occupancy) Includes taxes & fees Learn More
Oct 07, 2027 (Thursday) Other Dates	9 Night Canada and New England Cruise Vision of the Seas Royal Caribbean Cruises Starts: Baltimore, Maryland Ends: Baltimore, Maryland Ports of Call: Baltimore, Boston, Portland, St John, Halifax, Baltimore (see itinerary)	9 Nights	Add to Favorites Compare Favorites	Retail Price $1,145 Save $219 from $926 per person (double occupancy) Includes taxes & fees Learn More
Oct 31, 2027 (Sunday) Other Dates	7 Night Bermuda Cruise Norwegian Breakaway Norwegian Cruise Line Starts: Boston, Massachusetts Ends: Boston, Massachusetts Ports of Call: Boston, Halifax, Royal Naval Dockyard (West End), Boston (see itinerary) Special Promotions Military Offer: 10% Cruise Savings Free at Sea: Drinks, WiFi & More Bonus Savings for Teachers Free 2-Category Upgrade Pay $250, Get $500 Certificate	7 Nights	Add to Favorites Compare Favorites	from $1,009 per person (double occupancy) Includes taxes & fees Learn More
Oct 16, 2027 (Saturday) Other Dates	10 Night Boston to Fort Lauderdale Cruise Celebrity Silhouette Celebrity Cruises Starts: Boston, Massachusetts Ends: Fort Lauderdale, Florida Ports of Call: Boston, Oranjestad, Willemstad (Curacao), Bonaire, Fort Lauderdale (see itinerary)	10 Nights	Add to Favorites Compare Favorites	from $1,023 per person (double occupancy) Includes taxes & fees Learn More
Oct 10, 2027 (Sunday) Other Dates	7 Night Canada and New England Cruise Norwegian Breakaway Norwegian Cruise Line Starts: Boston, Massachusetts Ends: Boston, Massachusetts Ports of Call: Boston, Eastport, Portland, St John, Halifax, Boston (see itinerary) Special Promotions Military Offer: 10% Cruise Savings Free at Sea: Drinks, WiFi & More Bonus Savings for Teachers Free 2-Category Upgrade Pay $250, Get $500 Certificate	7 Nights	Add to Favorites Compare Favorites	from $1,039 per person (double occupancy) Includes taxes & fees Learn More
Oct 03, 2027 (Sunday) Other Dates	7 Night Canada and New England Cruise Norwegian Breakaway Norwegian Cruise Line Starts: Boston, Massachusetts Ends: Boston, Massachusetts Ports of Call: Boston, Eastport, Portland, St John, Halifax, Boston (see itinerary) Special Promotions Military Offer: 10% Cruise Savings Free at Sea: Drinks, WiFi & More Bonus Savings for Teachers Free 2-Category Upgrade Pay $250, Get $500 Certificate	7 Nights	Add to Favorites Compare Favorites	from $1,039 per person (double occupancy) Includes taxes & fees Learn More
Oct 17, 2027 (Sunday) Other Dates	7 Night Canada and New England Cruise Norwegian Breakaway Norwegian Cruise Line Starts: Boston, Massachusetts Ends: Boston, Massachusetts Ports of Call: Boston, Eastport, Portland, St John, Halifax, Boston (see itinerary) Special Promotions Military Offer: 10% Cruise Savings Free at Sea: Drinks, WiFi & More Bonus Savings for Teachers Free 2-Category Upgrade Pay $250, Get $500 Certificate	7 Nights	Add to Favorites Compare Favorites	from $1,039 per person (double occupancy) Includes taxes & fees Learn More
Oct 30, 2027 (Saturday) Other Dates	7 Night Canada and New England with Saint John Cruise Regal Princess Princess Cruises Starts: New York, New York Ends: New York, New York Ports of Call: New York, Newport, Boston, Portland, St John, Halifax, New York (see itinerary) Special Promotions Up to 40% Off + Instant Savings	7 Nights	Add to Favorites Compare Favorites	from $1,044 per person (double occupancy) Includes taxes & fees Learn More
Oct 16, 2027 (Saturday) Other Dates	7 Night Canada and New England with Saint John Cruise Regal Princess Princess Cruises Starts: New York, New York Ends: New York, New York Ports of Call: New York, Newport, Boston, Portland, St John, Halifax, New York (see itinerary) Special Promotions Up to 40% Off + Instant Savings $50 Onboard Credit	7 Nights	Add to Favorites Compare Favorites	from $1,094 per person (double occupancy) Includes taxes & fees Learn More
Oct 24, 2027 (Sunday) Other Dates	7 Night Bermuda Cruise Norwegian Breakaway Norwegian Cruise Line Starts: Boston, Massachusetts Ends: Boston, Massachusetts Ports of Call: Boston, Halifax, Royal Naval Dockyard (West End), Boston (see itinerary) Special Promotions Military Offer: 10% Cruise Savings Free at Sea: Drinks, WiFi & More Bonus Savings for Teachers Free 2-Category Upgrade Pay $250, Get $500 Certificate	7 Nights	Add to Favorites Compare Favorites	from $1,099 per person (double occupancy) Includes taxes & fees Learn More
Oct 23, 2027 (Saturday) Other Dates	7 Night Best of Canada and New England Cruise Regal Princess Princess Cruises Starts: New York, New York Ends: New York, New York Ports of Call: New York, Newport, Boston, Portland, Halifax, New York (see itinerary) Special Promotions Up to 40% Off + Instant Savings	7 Nights	Add to Favorites Compare Favorites	from $1,124 per person (double occupancy) Includes taxes & fees Learn More
Oct 09, 2027 (Saturday) Other Dates	7 Night Best of Canada and New England Cruise Regal Princess Princess Cruises Starts: New York, New York Ends: New York, New York Ports of Call: New York, Newport, Boston, Portland, Halifax, New York (see itinerary) Special Promotions Up to 40% Off + Instant Savings	7 Nights	Add to Favorites Compare Favorites	from $1,174 per person (double occupancy) Includes taxes & fees Learn More
Oct 02, 2027 (Saturday) Other Dates	7 Night Canada and New England with Saint John Cruise Regal Princess Princess Cruises Starts: New York, New York Ends: New York, New York Ports of Call: New York, Newport, Boston, Portland, St John, Halifax, New York (see itinerary) Special Promotions Up to 40% Off + Instant Savings The Signature Collection - Exclusive Amenities	7 Nights	Add to Favorites Compare Favorites	from $1,244 per person (double occupancy) Includes taxes & fees Learn More
Oct 19, 2027 (Tuesday) Other Dates	10 Night Classic Canada and New England Cruise Caribbean Princess Princess Cruises Starts: Boston, Massachusetts Ends: Quebec City, Canada Ports of Call: Boston, Portland, St John, Halifax, Sydney, Charlottetown, Saguenay Quebec Canada, Quebec City (see itinerary) Special Promotions Up to 40% Off + Instant Savings $60 Onboard Credit	10 Nights	Add to Favorites Compare Favorites	from $1,349 per person (double occupancy) Includes taxes & fees Learn More
Oct 09, 2027 (Saturday) Other Dates	10 Night Canada and New England Cruise Norwegian Pearl Norwegian Cruise Line Starts: Quebec City, Canada Ends: Philadelphia, Pennsylvania Ports of Call: Quebec City, La Baie, Charlottetown, Sydney, Halifax, Portland, Boston, Newport, Philadelphia (see itinerary) Special Promotions Military Offer: 10% Cruise Savings Free at Sea: Drinks, WiFi & More Bonus Savings for Teachers Free 2-Category Upgrade Pay $250, Get $500 Certificate	10 Nights	Add to Favorites Compare Favorites	from $1,509 per person (double occupancy) Includes taxes & fees Learn More
Oct 08, 2027 (Friday) Other Dates	11 Night Classic Canada and New England Cruise Caribbean Princess Princess Cruises Starts: Quebec City, Canada Ends: Boston, Massachusetts Ports of Call: Quebec City, Saguenay Quebec Canada, Sept-Iles, Corner Brook, Charlottetown, Sydney, Halifax... (see itinerary) Special Promotions Up to 40% Off + Instant Savings	11 Nights	Add to Favorites Compare Favorites	from $1,519 per person (double occupancy) Includes taxes & fees Learn More
Oct 09, 2027 (Saturday) Other Dates	7 Night Canada and New England UNESCO Sites and Quebecois Nights Cruise Zuiderdam Holland America Line Starts: Boston, Massachusetts Ends: Quebec City, Canada Ports of Call: Boston, Portland, Halifax, Sydney, Charlottetown, Cruising the Gulf of St Lawrence... (see itinerary)	7 Nights	Add to Favorites Compare Favorites	from $1,784 per person (double occupancy) Includes taxes & fees Learn More
Oct 05, 2027 (Tuesday) Other Dates	11 Night Boston Maine and Canada Cruise Celebrity Silhouette Celebrity Cruises Starts: Boston, Massachusetts Ends: Boston, Massachusetts Ports of Call: Boston, Portland, Rockland, Halifax, Sydney, Quebec City, Charlottetown, Boston (see itinerary)	11 Nights	Add to Favorites Compare Favorites	Retail Price $2,087 Save $302 from $1,785 per person (double occupancy) Includes taxes & fees Learn More
Oct 02, 2027 (Saturday) Other Dates	7 Night Canada and New England UNESCO Sites and Quebecois Nights Cruise Zuiderdam Holland America Line Starts: Quebec City, Canada Ends: Boston, Massachusetts Ports of Call: Quebec City, Cruising the St Lawrence River, Cruising the Gulf of St Lawrence, Charlottetown... (see itinerary)	7 Nights	Add to Favorites Compare Favorites	from $1,889 per person (double occupancy) Includes taxes & fees Learn More
Oct 29, 2027 (Friday) Other Dates	13 Night Canada and Colonial America Cruise Caribbean Princess Princess Cruises Starts: Quebec City, Canada Ends: Fort Lauderdale, Florida Ports of Call: Quebec City, Saguenay Quebec Canada, Charlottetown, Sydney, Halifax, Portland, Boston, Newport... (see itinerary) Special Promotions Up to 40% Off + Instant Savings $60 Onboard Credit	13 Nights	Add to Favorites Compare Favorites	from $2,139 per person (double occupancy) Includes taxes & fees Learn More
Oct 02, 2027 (Saturday) Other Dates	9 Night Lighthouses and Harbors of Canada and New England Cruise Volendam Holland America Line Starts: Montreal, Canada Ends: New York, New York Ports of Call: Montreal, Cruising the St Lawrence River, Quebec City, Saguenay Quebec Canada... (see itinerary)	9 Nights	Add to Favorites Compare Favorites	from $2,369 per person (double occupancy) Includes taxes & fees Learn More
Oct 16, 2027 (Saturday) Other Dates	14 Night Atlantic New England and Quebec Cruise Zuiderdam Holland America Line Starts: Quebec City, Canada Ends: Miami, Florida Ports of Call: Quebec City, Saguenay Quebec Canada, Baie Comeau, Cruising the Gulf of St Lawrence, Charlottetown... (see itinerary)	14 Nights	Add to Favorites Compare Favorites	from $3,004 per person (double occupancy) Includes taxes & fees Learn More
Oct 02, 2027 (Saturday) Other Dates	14 Night Canada and New England UNESCO Sites and Nights Collectors Voyage Cruise Zuiderdam Holland America Line Starts: Quebec City, Canada Ends: Quebec City, Canada Ports of Call: Quebec City, Cruising the St Lawrence River, Cruising the Gulf of St Lawrence, Charlottetown... (see itinerary)	14 Nights	Add to Favorites Compare Favorites	from $3,464 per person (double occupancy) Includes taxes & fees Learn More