The "best" part of the Caribbean to cruise in 2026 depends on your interests: Western, Eastern, or Southern. 1) Western Caribbean (Mexico, Jamaica, Grand Cayman) is best for adventure and history, offering Mayan ruins, cave tubing, and world-class snorkeling. It is often the most affordable route. 2) Eastern Caribbean (St. Thomas, St. Maarten, Puerto Rico) is the "classic" choice, best for shopping and white-sand beaches. These routes often include "Private Island" stops like CocoCay or Labadee. 3) Southern Caribbean (Aruba, Curacao, Grenada) is best for seasoned cruisers and weather-watchers. Because these islands are further south, they are generally outside the "hurricane belt" and offer a more "European-meets-Island" culture with less crowded ports. In 2026, Southern Caribbean cruises often depart from San Juan or Barbados rather than Florida, meaning they require a longer flight but offer a much more exotic and tranquil experience compared to the high-traffic Western and Eastern routes.