When is the best time to take a Caribbean cruise?

The most popular time to cruise the Caribbean is December through April, when weather is warm and humidity is low. But the beauty of the Caribbean is that you can cruise year-round. April & May offer beautiful weather with fewer crowds, while summer is often the most convenient time for families on school break. Fall is considered a "shoulder" season so you can find great deals — Southern Caribbean cruises are particularly popular this time of year.