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Your Caribbean trip could be a beautiful experience you’ll always remember, a nice time, or a complete disaster.

There are a lot of factors that can move the needle one way or the other, but the time of year you decide to take your Caribbean vacation can be a major contributing factor to your overall experience.

Though the best time to visit the Caribbean is generally said to be between December and April, the truth is, the weather in the region is lovely year-round, but rates do differ seasonally, and each month brings unique festivals and events that you may want to factor into your trip and travel plans.

There is no best time to go to the Caribbean. It will come down to your own personal preferences and the reason you’re making the trip in the first place.

The Weather

Weather patterns may differ slightly between the islands, but it never gets cold in the Caribbean. This is one of the most alluring aspects of the area. The winter months are warm and dry, the summer months are hot and humid and the in-between months can be a little of both.

The Seasons

There are two Caribbean seasons: high and low. The high season runs from mid-December to mid-April and the low season is from June to November.

High Season

Generally considered the best time to visit the Caribbean for those who want perfect weather, this is when tourists flock to the area, escaping the brutal cold of the north.

The weather during this time is in the mid-80s and there is little rainfall – peak season. Expect prices to be higher and lines to be longer. Beaches are resorts are bursting at the seams during high season, with the maximum capacity being holidays like Christmas, New Year and Easter.

Low Season

From June to October, it is hot and wet. Temperatures are in the upper 80s and lower 90s and humidity is at its most uncomfortable.

Crowds are gone and it is a much quieter time to take a vacation. It is also cheaper to visit the Caribbean in the low season, especially September and October.

Which Month is Right for You?

Depending on the month you head to the Caribbean, you can save lots of money.


Warm weather abounds, making this a great month to get away from the terrible weather or reenergize from the toll the holiday season may have had.

Known for throwing great parties, New Year’s is a time when the Caribbean really cements that reputation. This is also the month when Carnival celebrations get into full swing.


Warm and sunny days in the Caribbean are a huge contrast to the north’s chilly, snowy temperatures, making this one of the most popular times of year to visit the islands.

Don’t forget about Valentine’s Day either; resorts don’t. You can find many special packages being advertised to woo couples to Caribbean resorts for romantic getaways. Of course, this is also when Mardi Gras takes place and Carnival brings frenzied energy that’s impossible not to love.


The people up north still head to the Caribbean in droves around this time. The weather is still warm and dry and many people have time off from school or work due to Spring Break or Easter.

If your heart is set on coming around this time, but you don’t like the crowds, look for rentals on the outer islands of major islands. For instance, instead of trying to squeeze into a resort at Providenciales, try a smaller island like South Caicos or Grand Turk.


A great time to take a trip to the Caribbean, the days are mostly filled with sun and the temperatures are still moderate and comfortable. If you can hold off until the end of the month for shoulder season, you’ll be able to save money and avoid the huge Spring Break crowds.


Great weather. No hurricane threats. Resorts enter low season offering last-minute deals and great rates. There are also a number of festivals and events designed to lure visitors to the Caribbean to fill up the many empty rooms. It’s rainy in the Dominican Republic but still dry in Aruba.

This is the best time to go to the Caribbean islands that are usually out of your price range, like the gorgeous archipelago that is the Turks and Caicos or the Cayman Islands.


Low-season rates are a big attraction during this time, along with mid-summer temperatures that are perfect for beach weather throughout the entire Caribbean.


There’s no stopping the lower rates from being a huge bonus for visiting the Caribbean around this time. Plus, July still has great weather perfect for lounging near the water.


More of the same is happening – great deals on accommodations and great weather. Hurricane season starts to heat up around this time, though. Barbados, Bahamas, and Jamaica see a lot of rain.


A great time to travel if you don’t want to take the kids, who are now back in school, you’ll still have great weather and wonderful deals, not to mention alone time with your spouse or significant other.


The leaves may be changing in the north, but the low season is still in full effect in the Caribbean.


Visitors to the Caribbean around this time enjoy great weather, off-season pricing, and spacious beaches and resorts. Generally, this is also the time when airfare deals are pretty good.

Cruise lines are offering special Thanksgiving Caribbean cruises and a lot of families rent affordable Caribbean real estate like villas to celebrate their Thanksgiving holiday in style, solitude, and warmth.


A few weeks before Christmas, typically a very slow time for travel, the Caribbean is filled with some of the best bargain rates on villas, hotels, and resorts.

A lot of resorts cater to families spending the holidays together, and because the majority of Caribbean islands are majority Christian, local Christmas celebrations are easy to find, regardless of the island.

Christmas cruises are also pretty popular during this time and airfare is cheap. If you’ve never spent your December on the beach in a tropical climate, this may be the time to try it.

Experience the Caribbean Anytime

No matter when you come, you’ll enjoy the Caribbean’s spectacular beaches, reefs, and mountains. Whenever you decide to get on the plane or cruise ship, that is the best time to visit the Caribbean.