The best time to visit the Caribbean is in the dry season, from mid-December through April.
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Aside from the prices, summer is the worst time for most people to visit the Caribbean. The weather can be uncomfortably hot and muggy at the best of times. More important, summer is also the hurricane season. The risk of hurricanes is especially high in August and September.
September is the cheapest time to book a Caribbean holiday as it falls in the middle of hurricane season. However, don't let that put you off, as this usually just means there's a greater chance of showers at that time. Hurricane season in the Caribbean runs from June 1 to November 30.
In terms of seasons, these are divided into two main types; the high season which runs roughly from mid-December through mid-April, and the low season which runs from June through November. In addition there are two shoulder seasons in the spring and autumn. The low season is also the hurricane season in the Caribbean.
December. From mid-December it's peak season (and peak prices) in the Caribbean although you might find some deals at the start of the month. Some resorts try to tempt vacationers with deals ahead of the busy Christmas rush. Weather-wise it's warm and dry with little chance of any thunderstorms.
When is hurricane season in the Caribbean? Officially the hurricane season in the Caribbean is between June 1 and November 30, but in reality rains can come as early as May, and linger later.
June and November have the fewest tropical storms and hurricanes during the hurricane season. There is a steep drop in visits during September and October in particular. They have the highest risk of hurricanes and tropical storms of the hurricane season.
According to the U.S. National Weather Service (NWS), hurricane season in the Caribbean runs from June 1 through November 30 and normally peaks in August and September. The Caribbean region is a part of the Atlantic hurricane season, which also impacts Florida and other parts of the coastal southern United States.
Dry Season in the Caribbean: December-AprilWith no shortage of people seeking to escape the freezing winter temperatures for the holidays, December is one of the most popular times for Caribbean cruises and vacations. January and February are almost as popular, as they have the lowest risk of rainfall.
I always try to find beauty everywhere that I visit, but you might want to avoid some of these Caribbean Islands. Some of the most dangerous Caribbean Islands to visit are Haiti, Trinidad, Tobago, and surprisingly Puerto Rico. These islands have more crime in general, and you should visit with increased caution.
For big and important trips, start planning 6-12 months in advance. This will give you time to find the best price on airfare, lodging, and activities. It's also plenty of time to save money for the trip, get/renew passports, learn about the language and culture, and research your destination.
Anguilla has the best weather in the Caribbean, and it's one of the sunniest islands. Proven Fact: Anguilla's Weather is Stunning and One of a Kind! Total rainfall averages about 39 a year. Even its rainy season (September-October), is mostly sunny.
The Blue Mountains of Jamaica get over 200 inches annually, while Kingston on the coast gets just one-sixth that amount. The rainfall pattern on Martinique is similar. Mount Pelée receives six times as much rain as does Presqu'ile de la Caravelle, nearby on the east coast. On Mount Pelée it rains about 12 feet a year.
Island hopping is one of the best ways to see the vast beauty of the Caribbean. While you'll find a sun-kissed warm blue waterscape wherever you go here, each island has its own unique history, culture, and even distinct ecosystems.
To avoid the busy season, the best time to go on a Caribbean cruise is from November to early December. While every cruise journey offers intimate experiences, expeditions during this time will allow you to take in quieter beaches or more in-depth tours of Mayan ruins.