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 20, 2026: 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 23, 2026: 13-night cruise to the Caribbean on Norwegian. One-way from Boston to Tampa (Florida). Visit Royal Naval Dockyard (Bermuda), Great Stirrup Cay (Bahamas), Cabo Rojo (Dominican Republic), Oranjestad (Aruba), Willemstad (Curacao), Falmouth (Jamaica) and George Town (Grand Cayman).
November 8, 2026: 14-night cruise to the Caribbean on Norwegian. One-way from Boston to New Orleans (Louisiana). Visit St Thomas, St Lucia, Grenada, Curacao, Aruba and Grand Cayman.
October 16, 2027: 10-night cruise to the Caribbean on Celebrity. One-way from Boston to Fort Lauderdale (Florida). Visit Oranjestad (Aruba), Kralendijk (Bonaire) and Willemstad (Curacao).
October 20, 2027: 9-night cruise to the Caribbean on Celebrity. One-way from Boston to San Juan (Puerto Rico). Visit Puerto Plata (Dominican Republic), Samana (Dominican Republic), Charlotte Amalie (St Thomas), St John's (Antigua) and Tortola (British Virgin Islands).