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Boston Cruise Guide > Cruise Destinations > Repositioning

Repositioning Cruises from Boston

You can get on a "repositioning cruise" from Boston in the autumn each year. Cruise ships sail out of this port in the warm weather months, so for the winter they have to move to another departure port. The move is called a "repositioning cruise". See the calendar of departures below.

Repositioning cruises are usually bargains, because one-way cruises aren't as popular as round-trips. Out of Boston you can take a cruise to a warm place like California, Puerto Rico or Florida. Spend a little extra time there, then fly home.


11-day repositioning cruise on Seabourn. One-way from Boston to Montreal (Canada). Ports of call: Provincetown (Massachusetts), Bar Harbor (Maine), Halifax (Nova Scotia), Charlottetown (Prince Edward Island), Cap-aux-Meules (Quebec), Saguenay (Quebec) and Quebec City (Quebec).
• 2019 departure: October 14.

12-night repositioning cruise on Royal Caribbean. One-way from Boston to Fort Lauderdale (Florida). Ports of call: St Maarten, Antigua, Barbados, Aruba and Curacao.
• 2019 departure: October 27.


8-night repositioning cruise on Holland America Line. One-way from Boston to Montreal (Canada). Visit Bar Harbor (Maine), Halifax (Nova Scotia), Sydney (Nova Scotia), Charlottetown (Prince Edward Island), Baie-Comeau (Quebec) and Quebec City (Quebec).
• 2020 departure: October 9.

11-night repositioning cruise on Royal Caribbean. One-way from Boston to Tampa (Florida). Visit Puerto Rico, Curacao, Aruba and Grand Cayman.
• 2020 departure: October 25.

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