There are few Caribbean cruises from Boston, with destinations including the "ABC Islands" (Aruba, Bonaire and Curacao).
The islands of the Caribbean are quintessential cruise destinations. There are a lot of them, they have deep ports for ships, and their beaches and laid-back lifestyle are very attractive to passengers.
October 10, 2025: 10-night cruise to the Caribbean on Celebrity. One-way from Boston to Fort Lauderdale (Florida). Visit Willemstad (Curacao), Kralendijk (Bonaire) and Oranjestad (Aruba).
October 18, 2025: 14-night cruise to the Caribbean on Holland America. 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 cruise to the Caribbean 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 cruise to the Caribbean 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).
