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11 Best Caribbean Islands To Visit In May

May is the perfect time to explore the Caribbean – from hot beaches to vibrant cities, the possibilities are endless! 

Whether you’re looking for some rest and relaxation or want to enjoy an exciting new adventure diving with sharks? The Caribbean islands have it all.

You can expect the weather in May to be mild with temperatures ranging from 70-90 degrees Fahrenheit throughout the Caribbean.

This makes it a great time of year to hit the beach and enjoy some outdoor activities.

Plus, not as many people travel during this time of year, so you may find yourself with fewer crowds and lower prices.

It is also, just before hurricane season, so you can rest assured that you won’t have to deal with any hurricanes on your trip. Enough about that, let’s dive into the islands you should be visiting on your trip.

Best Caribbean Islands In May

1. Dominican Republic

If you’re looking for a warm and sunny Caribbean getaway in May, look no further than the Dominican Republic! With average temperatures of 82°F (28°C) and plenty of daylight, the Dominican Republic is the perfect place to enjoy some rest and relaxation.

During May, many people from around the world flock to this Caribbean paradise.

You’ll find stunning beautiful beaches, crystal clear Atlantic waters, and lush green mountains with plenty to explore.

Plus, you’ll be able to experience local culture through delicious cuisines and festivals. Whether you’re looking for an adventure or just want to kick back and relax in one of their resort’s swim-up pool rooms, you will find it here.

The Dominican Republic in May promises to be a great experience!

Not sure where to stay? Check out this review on the Hard Rock Cafe Resort.

Palm trees lining white sand beach in Barbados

2. Barbados

Still, looking for an island nation to visit in May? Look no further than Barbados.

It has all the ingredients to be your perfect May vacation destination. Here you will love their glorious sunny days and balmy temperatures ranging from 75°F (24°C) to 85°F (29°C).

Barbados is the Caribbean island that will make you feel like summer has arrived early!

And with more than 12 hours of daylight, you’ll be able to do everything from swimming and sunbathing on world-famous beaches to exploring the rainforest and visiting historic sites.

May is the perfect time to visit as it is considered low season. So you are bound to find stellar deals on flights, hotels, and more.

So if you’re looking for a Caribbean getaway that’s full of culture, adventure and relaxation, you might want to consider Barbados.

sunrising on the beach in Grenada

3. Grenada

Grenada is another great Caribbean getaway to consider in May. With temperatures averaging around 80°F (27°C) and lots of sunshine, you’ll find yourself in a warm and pleasant climate with plenty to explore.

Spend your days relaxing on the beach or exploring the island’s attractions, such as waterfalls, trails, and local villages.

Plus, if you’re up for an adventure, head out into the ocean for some snorkeling or scuba diving! You can even find decent surf here.

The month of May sees an influx of visitors from all over the world who come to enjoy Grenada’s beautiful scenery but is still considered low season.

With breathtaking landscapes, diverse wildlife, friendly locals, and plenty of activities to choose from, a visit to Grenada in May promises to be an unforgettable experience!

👉 Local Tip: Be sure to BB’s Crabshack when in Grenada for the best local cruise and be sure to try the oil down.

The Baths at Virgin Gorda

4. The British Virgin Islands

The British Virgin Islands offer a unique Caribbean experience in May, with warm weather and white sand beaches that will make you never want to leave!

With average temperatures of 83°F (28°C) and plenty of sunshine each day, the BVI is a great destination for anyone looking to relax and soak up the sun.

The best part is that May is not considered peak season, to you can save money on while you enjoy the Caribbean sun.

Enjoy breathtaking hikes along trails through tropical forests to snorkeling adventures beneath the waves of the Caribbean Sea, there’s something for everyone here.

Whether you’re looking for a quiet getaway or an exciting adventure, visiting the British Virgin Islands in May promises to be an unforgettable experience!

If you are looking for a wild adventure, be sure to check out Willy T’s, a sailboat turned into a bar.

You won’t leave here without a memorable story to tell your friends.

Hammock inbetween two palm trees on white sand beach

5. Cayman Islands

The Cayman Islands are the perfect tropical destination in May. With perfect temperatures of 80°F (27°C), it’s a great place to soak up some sunshine.

Plus, there’s plenty of daylight to get out and explore the beautiful landscape. The Caribbean Sea surrounding the Island is home to an array of vibrant marine life, making it a great spot for snorkeling and swimming.

Grand Cayman is the main island that most tourists tend to visit.

Here you can enjoy your Caribbean vacation while soaking up the sun on beautiful beaches. Be sure to check out Stingray City, while you are on the island for a unique experience with getting up close and personal with sting rays.

Go ahead and pack your bags for this tropical paradise.

6. St Lucia

Still not convinced with anywhere on this list? Have you ever thought about the beautiful island of St. Lucia.

St. Lucia is the perfect Caribbean destination for those looking to travel in May.

The weather promises to be warm and sunny with temperatures of around 86°F (30°C) and plenty of daylight to explore its stunning landscape.

It’s located just south of the Martinique, so it has all of the same great features that make it an ideal place for a Caribbean getaway: white sand beaches, crystal clear waters, and lush green mountains.

However, what sets St. Lucia apart from other islands is its amazing cultural offerings!

During May, you’ll have the chance to experience vibrant festivals including the Jazz Festival. So why not start your summer tan off with a trip to St.Lucia

Drone photo of St. Kitts and Nevis

7. St. Kitts and Nevis

St. Kitts and Nevis in May promises to be an amazing experience, if you are still not convinced with the other popular Caribbean destinations on this list!

With average temperatures of 85°F (29°C) and plenty of sunshine, it’s the perfect destination for your Caribbean getaway.

The combination of rich culture, stunning scenery, and relaxed atmosphere make St. Kitts and Nevis ideal for travelers who seek a unique experience.

What’s more, these two islands are often less crowded than other Caribbean destinations during May, so you won’t have to worry about long lines or overcrowding at popular attractions. ​​

White sand beaches and turquoise water on Grace Bay in Turks and Caicos

8. Turks and Caicos

If you want a boujee island escape, look no further than Turks and Caicos with some of the best beaches in the Caribbean.

It also boasts the perfect weather in May with average temperatures of 84°F (29°C), this island paradise promises plenty of sunshine.

And, unlike some of the other Caribbean islands, Turks and Caicos is less crowded and more intimate which makes it an ideal spot for those wanting a peaceful getaway.

So what are you waiting for? Come to Turks and Caicos this May and experience the beauty and tranquility that this island offers!

Blue Beach Vieques, Puerto Rico

9. Puerto Rico

Puerto Rico promises to be an equally memorable Caribbean getaway in May! Be part, if you don’t have a US passport no worries. You can visit this Caribbean islands without one. With average temperatures of 84°F (29°C) and plenty of sunshine, this beautiful island is the perfect spot for a relaxing vacation.

Not only that, but Puerto Rico is one of the most diverse islands in the Caribbean – you can explore stunning rainforests, expansive beaches, vibrant cities and even practice your Spanish.

Plus, its unique position means you can experience both Caribbean and Latin American cultures through its music, food, and festivals.

Whether you’re looking for an adventure or just want to soak up some sun and relax on the beach, Puerto Rico’s picturesque landscapes offer something for everyone.

Girl standing on bridge infront of the colorful town of Willamsted

10. Curacao

If you are looking for an even warmer destination for the month of May, you might want to consider Curacao, where temperatures usually stay above 90°F (32°C) this time of year.

It is a great destination if you want to bask in some serious sun. During May, thousands of travelers from all over the world flock to the island nation – so it’s also a great opportunity to meet and connect with people from different cultures.

What makes Curacao stand out compared to other Caribbean islands is its stunning beaches and abundant nightlife.

So if you are looking for pristine white sand beaches and crystal blue waters with a mix of European nightlife, Curacao is your place.

Big resorts on a turquoise beach in Montego Bay, Jamaica

11. Jamaica

Are you more of a resort traveler and love to stay in all-inclusive resorts? Jamaica might be the spot to escape to in May.

Jamaica also boosts average temperatures of 86°F (30°C), plenty of sunshine and calm, crystal clear waters, it’s no wonder why so many people flock to this unique island every year.

Come enjoy an all inclusive resort and not have to worry about money or where you are going to eat.

When you get tired of the resort plan a day excursion to dunns river falls. Jamaica promises to be an unforgettable experience during May!

Besides who doesn’t want to enjoy the island where Bob Marley was born?

Conclusion On Best Caribbean Vacations In May

No matter where you decide to go, you most certainly will have a splendid time on any island.

We just hope this list on the best Caribbean islands to visit in May will help you narrow down your choice.

The Caribbean is full of beautiful beaches, crystal clear waters, and lush green mountains, you’ll have plenty of chances to explore nature and experience local culture.

So what are you waiting for? Pack your bags for the Caribbean and go get your tan on.

Related Content

Which Caribbean Islands Has The Least Amount Of Rain In May?

The Caribbean Island with the least amount of rain in May is either Aruba or Curacao. They are actually the driest islands in the Caribbean year-round.

Is It Rainy In The Caribbean In May?

May in the Caribbean is the start of the rainy season, although it still tends to be warm and sunny with very little rain. It is actually the perfect time of year to visit.

Are There Hurricanes In The Caribbean In May?

The official Hurricane season starts June 1st in the Caribbean, so hurricanes are very unlikely in May, Although there have been a few in the past, May tends to be a safe time to travel to the Caribbean to avoid them.

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