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.
Rain is more frequent in the wet season, but the temperatures are warmer. Wet season and dry season are both good times to cruise the Caribbean. The worst time for a Caribbean cruise weather-wise is August to September, as it is peak 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.
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.
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.
Hurricane SeasonStorms in August and October have a moderate risk of developing into hurricanes while September has the highest risk of all. For these reasons, September is the worst month of the year to take a cruise.
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.
While you're cruising to a Caribbean island, you might not think you will get chilly, but it can get downright cold on the open water at night. Restaurants and the casino can also be a bit chilly, and you'll want a lightweight sweater or pashmina to keep you warm.
From around mid-April temperatures start to creep up with highs reaching the 90s in July and August. Due to the high humidity and risk of rain (and storms) this is the low season for tourism and the cheapest time to visit the Caribbean.
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.
January is one of the driest, sunniest months in the Caribbean islands making it a popular winter sun destination, so it's advisable to book well in advance.
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.
The rainiest months are May and June. Hurricane season for the Bahamas and the Caribbean lasts from June to November, with peak hurricane season being from August to October.
If you are sticking to one Caribbean Island, it's worth budgeting at least $300 per day for a mid-range trip to a busy island like Barbados. Islands like Antiqua and Barbuda tend to be cheaper, though you'll still likely need $250–280 per day just for spending money and accommodation.
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.