The Best Time To Visit The Caribbean Islands

Article written by Milos Nikolovski

It seems like the whole situation with the pandemic is getting under control and people will have a chance to travel this year. In most cases, you will need a negative PCR test or confirmation that you were vaccinated. The same is required for the Caribbean islands, which represents one of the most popular tourist destinations in the world.

If you are interested in spending your vacation in the Caribbean you should learn more about the islands, the local culture of the people, the differences between countries in the archipelago and more. Also, you should read more about weather conditions to determine the right time to travel there.

Determining the right time is not so simple, and the best way is to choose according to your preferences. Therefore, we are going to introduce you to the important features of each month. That will help you to make the best choice.

December - March

It is not a surprise that this part of the year is the most popular for tourists since the weather is perfect between December and March. This also coincides with the Dry Season in the Caribbean. Therefore, a great time is guaranteed while you can spend all day sunbathing at the beach or enjoying all sorts of activities.

Rain during these months is very rare, while the humidity is at low levels.  This makes it even more joyful because people can handle higher temperatures without any issues. On the other side, you have to be prepared for the crowd when you go there during this time.

The most popular places in the Caribbean, such as Virgin Islands, Barbados, St. Lucia, Cayman Islands, Antigua and the Dominican Republic are attractive to people from all over the world. In that matter, you can expect beaches full of people.

On the other hand, you should always book the accommodation on time. When it comes to this time of year, you might need to make a reservation a few months in advance since the demand is very high.

There are various factors that you should consider before booking a flight to go there. First of all, consider what are your expectations. If you are going there with friends, you should look for a place with a rich nightlife scene. We suggest you check San Juan in Puerto Rico, Curacao, Santo Domingo in the Dominican Republic, and other places with many nightclubs and beach parties.

On the other hand, if you are looking for a place more suitable for kids, where you can have a great time with your family, the best parts of the archipelago are the Virgin Islands, St. Kitts & Nevis, Bahamas, and Martinique.

Also, if you are looking for a more romantic place, where you can go with your partner, the most popular resorts are in Grenada, Turks & Caicos, St. Kitts & Nevis, Cayman Islands, and Antigua. It is very popular for people to choose these destinations for their honeymoon or proposal.

April - June

As we get closer to the rainy season in the Caribbean there are higher chances for rain especially during May and June. Also, it is not so crowded during this time. Many visitors see that as a big advantage since the islands are more peaceful, while there are still many activities available during the main season.

Some islands are usually still full of guests and you might have issues with booking a room. Another benefit is that the prices of hotel rooms can be quite lower as well. Still, it is not recommended for people with cannot withstand higher temperatures to visit southern parts of the archipelago, where temperatures can be very high during May and June.

On the other hand, the weather in the northern parts is still near perfect, which means that you should look for resorts in the Dominican Republic, Jamaica, Cuba, and St. Lucia, which is especially popular as an option for romantic trips.
The main feature is that you can still have a great time, with slightly higher temperatures, and less crowd. This is the perfect choice for those who want to save some money and still have a chance to enjoy in wonders of this beautiful part of the world.

July - September

Caribbean Beach The Best Time To Visit The Caribbean Islands

During this time of the year there are fewer tourists, and various factors are influencing that. First of all, temperatures in North America are higher, and people who live there could choose beaches in the United States.

On the other hand, the main reason is related to the weather conditions that could be tricky during summer. Many islands in the Caribbean are part of the hurricane zone, which starts in June. Moreover, the humidity is much higher, and the rain is more often as well.

That is especially the case with islands in the northern parts, such as Puerto Rico, Bahamas, Turks and Caicos, and the Dominican Republic. However, the common misconception is that you should avoid the whole archipelago during summer.

The islands in the southern parts can still offer you excellent weather conditions, which makes them perfect for summer vacation. The best option for visiting in July and August are Trinidad and Tobago, Aruba, Curacao, and Bonaire.

This part of the year is the most popular for vacations, especially when it comes to people with kids who are on their school breaks during that time. If you are planning to spend your vacation in the Caribbean, here are some of the best spots where you can have a great time during July and August:

  • Staniel Cay; Crystal clear water is what makes this place so attractive. According to many people who went there, this part of the Bahamas has the most beautiful sea. Therefore, it is perfect for diving and yachting. Also, you can create some amazing pictures underwater.
  • Aruba; The great thing is that place is not affected by hurricane season. Also, it is perfect for those who are looking for nightlife and parties. There are many music festivals here during summer. The most popular is the Summer Festival. Also, there are other popular events like Casibari in September, or Carrubian, which is held every Thursday throughout the whole year.
  • Martinique; If you are looking for more privacy and a place with fewer visitors, we suggest you check Martinique. It is perfect for couples who can have their dream vacation there. The great thing is that the weather is perfect here all the time, no matter the season.
  • Nevis; Those interested in a more unique experience should choose this option. If poor infrastructure is not bothering you, and you prefer less-crowded places, this is the perfect spot. One of the main attractions is the great population of sea turtles.

Besides these islands, many other options are perfect for summer vacation, like Virgin Gorda, Cayman Brac, St. Barth, Bocas del Toro, and more.

October - November

Most people will avoid the Caribbean during October and November because of the peak of hurricane season. However, the chances of dangerous hurricanes are not as high as many people think. Also, there are parts of the archipelago that are placed outside of the area that can be in danger of hurricanes.

Some of those places are Trinidad and Tobago and Leeward Antilles. You can still go to the northern parts as well, but you shouldn’t be surprised by frequent rain, especially in the afternoon hours. Still, the weather is great most of the day, which means that you can have a great time.

Many people are choosing this period of the year because they can enjoy themselves away from the crowds. That can be a great experience when you can explore nature and enjoy the beaches with only fewer or even no tourists in some places.

We are going to introduce you to the best islands that you should visit during October and November:

  • Turks and Caicos; It is perfect for those who don’t like higher temperatures. Also, the weather is more relaxing without so many waves like during other months. The most popular events are Unity Festival and Conch Festival, and both of them represent the mixture of local culture, great music, delicious food, and more.
  • Trinidad and Tobago; We already mentioned this twin island nation several times, and the reason is that there are so many activities available there during the whole year, and the weather is always near-perfect, even during the fall season. You can attend the Divali celebration or Blue Food Festival in October. These events are perfect for vegetarians and those who prefer various spices.
  • St. Lucia; While there are some rain chances, it is usually only a short shower during the evening. This place is most popular for Rum, and there is a special festival dedicated to this alcoholic drink. The Food and Rum Festival is held during September, where you can try some of the best recipes of local chefs, and the finest rum distilled on this island.

What About Cruising?

Caribbean Coctail The Best Time To Visit The Caribbean Islands

It is very popular for tourists to choose some of the Caribbean cruises since they could have a chance to see different islands. The best time to go on a cruising adventure is the same as for spending a vacation there, which is during the winter. Also, the great thing is that companies are making schedules more than one year in advance, which means that you will have enough time to plan and book your stay on the ship.


The most important factor when selecting the right cruise company is to choose by destination based on the season. For instance, you should avoid cruising in the eastern parts during August and September due to the peak of hurricane season.

More Affordable Options

The Caribbean is known for many luxurious resorts and five-star hotels. However, there is a great selection of places for people interested in more affordable accommodations. The time of the year can play a big role related to the prices. Therefore, those who want the best deal should look for offers for May, June and July, during the low season.

However, it is important to learn about the available activities and other things since some places might be empty of tourists during summer and fall, which can affect your experience there due to closed shops, lack of events, and more. The best options are those islands outside of the hurricane belt.

If you are looking for the cheapest destinations, we suggest you visit Puerto Rico, Grenada, Jamaica, Trinidad and Tobago, and the Virgin Islands.

How Safe Are Caribbean Islands?

According to the statistics, most of the islands provide high safety for tourists, especially Montserrat, St. Barth, Cayman Islands, Bonaire, and Puerto Rico. The only danger is related to natural disasters like hurricanes or volcanoes.

On the other side, you should pay more attention when you are in Jamaica, St. Kitts and Nevis, Dominican Republic and Trinidad and Tobago. Still, most incidents are related to small robberies, which means that you should avoid wearing all of your stuff with your while staying there, especially jewelry and cash.

The main issue with some islands is the high level of drug trafficking, which is connected with South and Central America. However, serious incidents are mostly related to conflicts between gangs. When it comes to tourists, you can feel safer if you wear only what is necessary, and without expressing your wealth.

The Bottom Line

As you can see, there are some differences among the various months. The great thing is that there are many places where you can stay throughout the whole year since the weather is always sunny, with only a small chance for rain or clouds. On the other side, there are some spots that you should avoid during the summer and fall seasons due to the increased danger of hurricanes.

We have to mention that every island has something unique to offer, and there are many other activities available besides swimming and water adventures. For instance, you can go hiking and explore the amazing nature, unique species of animals and plants, some of which can only be seen in the Caribbean. Just be sure, as we are still in a pandemic situation, to check the current Travel Requirements for your destination before booking.

When we look at all of these features and differences during the year, the conclusion is simple. It is always a great time to visit the Caribbean.