The best time to cruise the Caribbean is typically during the dry season, which runs from December to April. During these months, you’ll experience sunny, pleasant weather, making it ideal for exploring the islands and enjoying outdoor activities. It’s also a great time to escape colder climates.
The off-peak season from May to November can still offer lower prices and fewer crowds but coincides with the hurricane season (June to November), especially between August and October, when there is a higher chance of storms.
If you're targeting a mix of good weather and deals, the shoulder months of May and November can offer a balance between lower prices and less storm risk.
Each season has its advantages depending on your priorities, but December to April is the prime time for great weather.
