Cruises from Boston in October 2026

4 sailings

1. OtherNorwegian Cruise Line

   7-Day Canada & New England Round-Trip Boston: Bar Harbor & Halifax

   Norwegian Breakaway

   Departure

   Sun, Oct 4, 2026

   back Oct 11

   Length

   7 nights

   From Boston

   Ports

   Portland · Bar Harbor, Maine · Eastport, Maine

   From$1,069per guestas of 1 day ago

   View sailing
2. OtherNorwegian Cruise Line

   7-Day Canada & New England Round-Trip Boston: Bar Harbor & Halifax

   Norwegian Breakaway

   Departure

   Sun, Oct 11, 2026

   back Oct 18

   Length

   7 nights

   From Boston

   Ports

   Newport, Rhode Island · Bar Harbor, Maine · Saint John, Bay of Fundy, New Brunswick

   From$1,369per guestas of 1 day ago

   View sailing
3. Canada & New EnglandPrincess Cruises

   Classic Canada & New England

   Sapphire Princess

   Departure

   Tue, Oct 13, 2026

   back Oct 23

   Length

   10 nights

   From Boston

   Ports

   Portland, England · Saint John, Bay of Fundy, New Brunswick · Halifax, Nova Scotia · Sydney, Cape Breton Island, Nova Scotia · Charlottetown +2 more

   From$1,389per guestas of 7 days ago

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4. BermudaNorwegian Cruise Line

   7-Day Bermuda Round-Trip Boston: Halifax & Bermuda

   Norwegian Breakaway

   Departure

   Sun, Oct 18, 2026

   back Oct 25

   Length

   7 nights

   From Boston

   Ports

   Halifax, Nova Scotia

   From$739per guestas of 1 day ago

   View sailing