Weather:

The Caribbean is known for its warm and sunny weather, but the climate can vary slightly depending on the time of year and the specific island you’re visiting.

In general, though the best time to visit an all-inclusive resort in the Caribbean is during the winter months, from late November to April.

During this time, you can expect mild temperatures, low humidity, and plenty of sunshine. However, keep in mind that this peak season will mean higher prices and larger crowds.

June to November has fewer crowds but the weather is more humid and rainy, and the Caribbean hurricane season is typically at its worst (or best if you’re into that sort of thing!) from August to October.

You’d have to be unlucky to have your vacation clash with a hurricane, and in fact, many islands like Barbados, Grenada & Curaçao, in the southern Caribbean for example, are in fact outside the hurricane zone. It’s common though in all islands to experience intermittent heavy rainfall on some days during this season,

If indeed a hurricane is due many all-inclusive resorts offer hurricane guarantees, which allow you to reschedule your trip or receive a refund in such an event.

Crowds:

If you’re looking for a more peaceful and secluded vacation experience, you may want to consider visiting the Caribbean during that shoulder season, which typically runs from May to November. While this time of year may be more humid and rainy, the prices are typically lower, and the crowds are thinner. Additionally, you may be able to find great deals on all-inclusive packages during this time of year.

Events:

The Caribbean is known for its vibrant festivals and cultural celebrations. and if you’re interested in experiencing these events, you’ll want to plan your trip accordingly.

Some of our favorite events include the raucous Carnival in Trinidad and Tobago in February, the St. Lucia Jazz Festival in May, and the Crop Over Festival, in Barbados in August. Keep in mind that these events can be very crowded and may impact the availability and prices of accommodations, though not so much with all-inclusive resorts from our experience.

Activities:

The best time of year to visit a resort in the Caribbean may also depend on the specific activities you’re interested in. For example, if you’re a scuba diver, you may want to visit during the summer months when marine life is more abundant and things like whale shark migrations and coral spawning can be seen.