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What is The Best Time to Visit The Caribbean And When Should You go There?

Uncover the best months to go to the Caribbean, the cheapest months to travel, and the top times to enjoy great weather on your tropical getaway.

There are many benefits to traveling at certain times of the year. Of course, there are also a lot of pros and cons depending on where you are going since the seasons, peak times, and prices will vary. In this blog, we are going to give you the complete timing guide to traveling to the Caribbean so that you can select the best month, the cheapest time, or the option that most suits your preferences and circumstances.

Let's jump right into the two main times to travel.

The cheapest time to visit

If you are looking for the most cost-effective option, you may want to look out for deals and offers within your chosen resort. However, most places have an off season and it is pretty much always the same. In the Caribbean, the cheapest time to travel is during the rainy season when the weather is at its worst. 

This is no guarantee for bad weather, however, just an increased possibility. So you could pay a much lower rate and enjoy just as much sunshine as everyone else. 

Man and woman running at the beach on a sunny day

The other added benefit to this time is that this is the time that is least busy meaning that you are more likely to be able to enjoy quieter times and more space to yourself. Some people choose the off seasons simply for that reason.

So when is the cheapest time in the Caribbean? Generally, it is from the start of June until the end of November. However, on occasion, you may find some extra good deals outside of the rainy season so it's always good to keep an eye out. 

The best time for great weather

So when is the sun out? Well in the Caribbean the heat is almost always guaranteed. The best months for infinite sunshine however usually remain between January and May. This is when you can experience the least humidity whilst still having plenty of sun which equates to a very pleasant climate experience which many describe as “Perfect weather”.

Man and woman laying by the pool in the Caribbean with great weather

Rainy days can happen at any time of the year but are much more infrequent during these times, lending themselves more to full days at the beach or by the pool. Know that sunshine and tropical weather are a constant throughout the year in most of the Caribbean, but this period is likely where you can get the best and most comfortable climate for your vacation. 

For this opportunity of excellent weather, you may have to pay slightly more than you would in the off season, unless of course, you snag an amazing offer. 

The best time for ocean experiences

There are a couple of times throughout the year when you may wish to visit just so that you can witness the majesty and wonders of the Caribbean Sea. To start with you have the Mesoamerican Reef to explore. If you are planning on snorkeling on vacation, then you may wish to choose one of the best times for great weather as previously mentioned. This also works if you want to see the migrations of Humpback whales. In the Dominican Republic from January to March, you can see these incredible creatures in Samana Bay.

Whale watching experiences in the Caribbean

On the other hand, we cannot forget about the Whale Sharks of Cancun. These gentle giants can be seen throughout the year but have a peak season between July and August. 

The best times for festivals and celebrations

In the Caribbean, you could say that this is almost all year round. But it does get divided up a lot by destination. For example, Jamaica has the Reggae Sumfest in July, but you won't find that anywhere else.  

Therefore, what you will need to do, is either ask your resort concierge about local events and see what is going on at the time, or do some online research beforehand to see what sorts of exciting seasonal activities or celebrations take place in the destination of your choice at the different times to travel. 

If you just want some quiet time on the beach, then you may also choose a time when there is specifically nothing going on in the area. 

What is the worst time to go to the Caribbean?

This is a trick question because while there are benefits of traveling during different parts of the year, there is never a bad time to visit the Caribbean. Whilst there is a high and low season, and the weather can vary, there is no winter as such. You can visit a tropical paradise throughout the year and still enjoy a wondrous Caribbean experience. 

In other words, there may be times when you prefer to travel, but going to the Caribbean at any point in your calendar is still going to be a great idea. 

Plan your caribbean vacation in your calendar

What is the best month to book your tropical vacation?

This is a personal matter. What is correct for one person will not necessarily apply to another because it depends on your preferences and values. So what you need to find is the time that suits you best for your tropical getaway. 

Here are some things you can do to help you decide: 

  • Make a list of all the things you want to do and check the timings for excursions with Seasons Tours.
  • Investigate the local festivals and events during your desired time to travel
  • Check the resort of your choice for rates and offers at different times of the year
  • Compare how much you value weather possibilities versus the price difference

Once you have done all that, you know what's next. That's right, you can go ahead and make your reservations directly with The Excellence Collection for an amazing escape to a Caribbean paradise at the best time of year. 

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