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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.

2024

October 11, 2024: 10-night repositioning cruise on Celebrity Cruises. One-way from Boston to Fort Lauderdale (Florida). Visit Royal Naval Dockyard (Bermuda), Willemstad (Curacao), Oranjestad (Aruba) and Kralendijk (Bonaire).

November 9, 2024: 14-night repositioning cruise on Holland America Line. One-way from Boston to Fort Lauderdale (Florida). Visit Bermuda, St Thomas, St Maarten, St Lucia, Barbados, Curacao and Half Moon Cay (Bahamas).

2025

October 10, 2025: 10-night repositioning cruise on Celebrity Cruises. One-way from Boston to Fort Lauderdale (Florida). Visit Willemstad (Curacao), Kralendijk (Bonaire) and Oranjestad (Aruba).

October 18, 2025: 14-night repositioning cruise on Holland America Line. One-way from Boston to Miami (Florida). Visit Puerto Rico, St Thomas, St Maarten, St Lucia, Barbados, Curacao and Half Moon Cay.

October 27, 2025: 16-night repositioning cruise on Oceania. One-way from Boston to Miami (Florida). Visit Newport (Rhode Island), Hamilton (Bermuda), St George (Bermuda), Gustavia (St Barts), St John's (Antigua), Castries (St Lucia), Bridgetown (Barbados), St George's (Grenada), Kralendijk (Bonaire) and Oranjestad (Aruba).

November 2, 2025: 7-night repositioning cruise on Royal Caribbean. One-way from Boston to San Juan (Puerto Rico). Visit Royal Naval Dockyard (Bermuda), St John's (Antigua) and Tortola (British Virgin Islands).

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