The Caribbean isn't just one place. In fact, the region most consider as the Caribbean encompasses about 26 different countries and territories overseeing roughly 7,000 different islands. While the culture and offerings of each Caribbean port are truly unique, one thing is surprisingly consistent: the weather. The Caribbean is an incredible year-round destination for cruise ships and part of that reason is the sunny and reliable conditions offered by these islands for many months out of the year.
Unlike Alaska, which has a limited cruise season, Caribbean ports are open January to December, which can make planning your voyage a difficult decision. Luckily, we've broken down a number of factors from the slight changes in weather (yes, there is a rainy season) to average price, so you can feel confident about picking the best month to cruise the Caribbean.


Updated January 17, 2019