15 Best Tropical Places to Visit in September

When the weather starts to get colder, it’s time for a tropical getaway.

Most people travel during spring and winter, leaving fewer crowds in September. There are quite a few places to travel in September.

Let’s start with…

Average Sept. Air Temp 80°F – 90°F

flamingos on beach in aruba

Aruba is a small island in the Caribbean Sea, north of Venezuela. Known for its beautiful blonde beaches, vibrant wreck diving, and desert landscapes. Its average temperatures in September range from 80 ° to 90 ° Fahrenheit.

There really isn’t a bad time to visit Aruba. September in particular is a great time to visit if you don’t mind higher average temps. Be aware that this is the month that most people avoid because the trade winds die, making it hotter than normal. But, it’s a great time to visit since the crowds are a lot less. This Caribbean island is easily one of the best tropical destinations in September.

2. Zanzibar

Average Sept. Air Temp : 70°F – 85°F

zanzibar beach

Zanzibar sits off the coast of Tanzania, Africa. Well-known for its stunning tropical beaches, 19th-century architecture, and diverse spices (yes, spices!)

Average temperatures in September are around 70° to 85° Fahrenheit. You’ll be able to sunbathe and explore the island comfortably.

Average Sept. Air Temp 75°F – 90°F

tropical beach in belize

Belize sits on the eastern side of Central America, bordering Guatemala and Mexico. While Belize itself is not an island, there are several off its coast. Ambergris Caye, Caye Caulker , or even Cayo Espanto are beautiful ones to visit.

Belize is very popular among diving enthusiasts because of the Hol Chan Marine Reserve. It’s the second-largest coral reef in the world. Belize’s average temperatures in September range from 75° to 90° Fahrenheit. Perfect temps to spend in the stunning waters and on the beach.

4. Oahu, Hawaii

Average September Temp 70°F – 85°F

Waikiki Beach in Oahu, Hawaii

Oahu is one of Hawaii’s most visited islands, along with Maui and Kauai. Its capital, Honolulu, is home to one of the most famous beaches – Waikiki beach. Oahu can be the most affordable since their main airport is there.

Known for its beaches, history, nightlife, and cuisine, Oahu is a tropical vacation that has it all. Temperatures in September average around 70° to 85° Fahrenheit. If you’re looking to vacation in the United States, this is a great tropical destination.

5. Barbados

Tropical beach in Barbados

Barbados is an independent British Commonwealth nation located in the eastern Caribbean. It’s a popular tropical vacation destination, common to watch a game of cricket. Even more, it has beautiful beaches and waters, as well as a lot of history and culture.

September temperatures average from 75° to 90° Fahrenheit. While it can be rainy, the rain comes in short spurts and will make prices cheaper.

6. Seychelles

La Digue, Seychelles

Seychelles sits in the Indian Ocean off the eastern coast of Africa. Known for its beaches, unique coral reefs, nature reserves, and various rare animals. If you’re lucky, you may spot the giant Aldabra tortoise or white fairy tern!

In September temperatures average 75° to 90° Fahrenheit, so you can get your tropical on.

Average Sept. Air Temp 70°F – 90°F

best caribbean islands to visit in early september

Bali is one of Indonesia’s most well-known and highly-visited islands, year-round. Known for its special forested volcanic mountains, rice paddies, beaches, coral reefs, and Balinese culture, Bali truly is the island that has it all.

Whether you want to spend your days hiking, soaking up the sun, or embracing the food scene, Bali is never the wrong answer. Its average temperatures range from 70 ° to 90 ° Fahrenheit in September, so pack a swimsuit and a change of clothes so you’re ready to take on whatever activities the day brings you.

Average Sept. Air Temp 70°F – 80°F

best caribbean islands to visit in early september

Located in the South Pacific Ocean is Fiji, a country to the northeast of Australia. Fiji is an archipelago comprised of over 333 picture-perfect islands. While each island has so much to offer, our favorites are Mamanuca Islands, Qalito Islands, and Mana Island.

Known for its coral reefs, clear lagoons, and rugged palm-lined landscapes, you can’t go wrong with a trip to Fiji. Average temperatures in September range from 70 ° to 80 ° Fahrenheit, so you’ll be more than comfortable spending all day outside.

Average Sept. Air Temp 65°F – 80°F

best caribbean islands to visit in early september

Located in between Australia and South America is Tahiti, the largest island in French Polynesia. Tahiti is divided into two islands: Tahiti Nui (western side) and Tahiti Iti (eastern side). As Tahiti Nui is larger, it tends to attract more tourists year-round. Tahiti has unique black-sand beaches, lagoons, waterfalls, and not one, but two extinct volcanoes.

It is the perfect tropical destination for adventurers who also like to relax in the sun. September is a perfect time to visit, as temperatures range from 65 ° to 80 ° Fahrenheit, so you can spend time exploring the landscape and swimming on the beach.

10. Gran Canaria, Spain

Average Sept. Air Temp 60°F – 70°F

best caribbean islands to visit in early september

One of Spain’s beautiful Canary Islands is Gran Canaria, an island located to the northwest of Africa. Gran Canaria is a unique island, and it is well-known for its black lava and white-sand beaches.

It is a popular tourist destination for Europeans in the summer, so if you’re looking to get away from the crowds, check it out in September. The average temperatures range from 60 ° to 70 ° Fahrenheit, so expect to spend some time doing activities on this tropical island.

11. Sardinia, Italy

best caribbean islands to visit in early september

Just west of Italy’s mainland is Sardinia, an Italian island located in the Mediterranean Sea. This large, stunning island has a beautiful coast, with turquoise waters and sandy beaches.

If you wander inwards, you’ll find mountainous landscapes perfect for hiking. Sardinia is filled with both culture and beauty, making it the perfect place for a September tropical vacation. Even more, September temperatures are usually around 70 ° to 80 ° Fahrenheit!

12. Bora Bora

best caribbean islands to visit in early september

If French Polynesia is calling your name, consider heading to Bora Bora, a unique island north of Tahiti. If you want to scuba dive in stunning turquoise lagoons protected by a coral reef, book your trip immediately.

Bora Bora is a great option for those of you who want to get a little fancy at a luxury resort. You can definitely spend your time at the beach (or by the pool!), as September temperatures range from 70 ° to 80 ° Fahrenheit.

13. Rarotonga, Cook Islands

Average Sept. Air Temp 70°F – 75°F

best caribbean islands to visit in early september

The Cook Islands are a group of 15 islands located in the South Pacific Ocean. Consider heading to the largest one, Rarotonga, for your September tropical vacation.

Popular for scuba diving and snorkeling in its lagoons and coral reefs, Rarotonga is also home to volcanoes and rainforests for those of you who want to hike. The island that has it all? Yep, Rarotonga. Even better, September temperatures average at 70 ° to 75 ° Fahrenheit, so you can be fairly confident that you’ll get the sun you need.

14. Perhentian Islands

best caribbean islands to visit in early september

Located off the eastern coast of Malaysia are the Perhentian Islands, with two main islands (Perhentian Besar and Perhentian Kecil). We’d recommend checking one of those two out if you’ve never been, as they are great starting points to experiencing the islands!

These islands are known for snorkeling and diving, as they are home to amazing marine life such as the clownfish, giant sea turtles, and more. September can get hot in the Perhentian Islands, with temperatures ranging from 75 ° to 90 ° Fahrenheit.

15. Whitsunday Islands

best caribbean islands to visit in early september

Last but not least are Australia’s beautiful Whitsunday Islands, a group of 74 islands located between northeast Australia (Queensland) and the Great Barrier Reef.

Access to the Great Barrier Reef gives the Whitsunday Islands amazing marine wildlife and stunning views. And, between the 74 islands, you can surely find a spot that fits the vacation you’re looking for! September is Australia’s springtime, so temperatures range from 65 ° to 80 ° Fahrenheit.

Bottom Line

As you can see, there is no shortage of tropical vacation options for your September getaway.

Whether you venture to the South Pacific Ocean, the Caribbean Sea, or the Mediterranean, you really can’t go wrong. There is no bad time to take a tropical vacation.

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65 Best Tropical Beach Destinations (Ranked)

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10 Best Island Resorts in Australia

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14 Best Tropical Waterfalls In The World

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9 Best Caribbean Islands to Visit in September

By Sue Bryant

Last updated: August 30th, 2023

Cozumel, one of the best Caribbean islands to visit in September

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The best Caribbean islands to visit in September offer the allure of hot, sultry weather in a season that is relatively quiet. During this month, expect most days to be adorned with blue skies and little cloud puffs.

Be ready, however, for occasional storms which typically manifest as short, sharp showers. These serve to cool the air in the early evening, providing trees and rainforests with a deep green gloss. More often than not, these refreshing downpours give way to intense, fiery sunsets.

Pick your destination carefully and there are many compelling reasons to visit the Caribbean in September. Kids are back in school, there are fewer crowds, and you’ll have glorious beaches to yourself.

Whether you’re in search of cocktails and cuisine, history and culture, dreamy beaches, or the delights of the underwater world, there’s no shortage of exciting islands to make your September Caribbean getaway unforgettable.

Puerto Rico

Street view of Old San Juan, Puerto Rico

Old San Juan, Puerto Rico

The glorious colors, sights, and sounds of Old San Juan are wonderful to explore at any time of year. The city is guarded by two fortifications, Castillo San Cristóbal and the imposing El Morro, which dates back to 1533 and gives a fascinating glimpse into the days of pirates and warfare.

Learn more about the culinary culture of San Juan with a Mofongo and Mojito experience. As well as a walking tour of Old San Juan, you’ll attend a cooking class to learn how to make this classic Puerto Rican dish of green plantains mashed with salt, garlic, broth, and olive oil, washed down with an ice-cold, minty mojito.

Aerial view of Escambrón Marine Park in Puerto Rico

Escambrón Marine Park, Puerto Rico

You can go snorkeling in Puerto Rico within the city limits, too. Escambrón Marine Park has a sandy beach and a gently shelving sea floor where the sand gives way to outcrops of brain coral. Here, you could spot brilliant blue tang, damselfish, and striped sergeant major fish.

St. Thomas, one of the best Caribbean islands to visit in September

Charlotte Amalie, St. Thomas

Capital of the U.S. Virgin Islands, the pretty town of Charlotte Amalie on St. Thomas makes a great place to visit on a September vacation.

There’s tempting duty-free shopping and plenty to see in town, too. Try joining a culinary tour and tasting curried chicken and pulled pork tacos before learning how to craft the ultimate rum punch.

The underwater life is abundant in the U.S. Virgin Islands. For some of the best snorkeling in the Caribbean , head for rocky, uninhabited Buck Island, surrounded by coral reefs in shallow water teeming with tropical fish.

Turquoise waters of Magens Bay Beach, St. Thomas

Magens Bay Beach, St. Thomas

You may well see the occasional sea turtle drifting by, too. If you prefer to sunbathe on soft sand, pristine Magens Bay Beach is one of the best beaches in St. Thomas , backed by mangroves and dense tropical greenery, with arching coconut palms providing welcome shade.

Beach in St. John

Take a catamaran to sleepy St. John, much of which has been designated a national park. Spend time at gorgeous Honeymoon Beach, one of the most romantic beaches in the Caribbean.

You can explore ashore, or jump straight off the boat into the turquoise water. On the way back, sample rum punch as you relax to the rhythms of the Caribbean.

St. Maarten

St Maarten, one of the best Caribbean islands to visit in September

Grand Case, St. Maarten

St. Maarten is part Dutch and part French, and although there’s no border to cross, the two sides do have different characters.

In Philipsburg, on the Dutch side, you’ll find great shopping , while the French side is more about French labels, authentic patisseries, and fine dining, especially in the pretty village of Grand Case.

View from Sentry Hill, St. Maarten

Sentry Hill, St. Maarten

If the weather is fine, you’ll find sweeping views across the island from Sentry Hill on the Rockland Estate. Ride up on the two stages of the Sky Explorer chairlift to an elevation of 2,997 feet, from where you can see all the way to St. Barts, Anguilla, Saba, and St. Eustatius on a clear day.

Now, take your pick of adventures. The fastest way down is via the Flying Dutchman, the world’s steepest zipline, which whizzes you over the treetops in a flash, dropping 1,050 feet. The Schooner Ride, from the mid-station, is a specially designed track along which you “surf” in a big inner tube.

Airplane flying over Maho Beach, St. Maarten

Maho Beach, St. Maarten

Possibly one of the most eccentric activities in the whole Caribbean is to spend the day at Maho Beach, on the Dutch side of the island. This St. Maarten beach has an almost cult-like following among airplane spotters, as it’s just off the end of the runway of Princess Juliana International Airport.

Bask in the warm water or chill out with an ice-cold beer at the Sunset Beach Bar as enormous jets roar overhead to cheers from the crowd. Flight arrival and departure times are displayed on a surfboard, so you’ll know when to get in the water.

Sandy beach of Cane Garden Bay, Tortola

Cane Garden Bay, Tortola

The British Virgin Islands are warm and sunny all year round, with September being one of the hottest months. Head for the sweep of Cane Garden Bay, a beautiful beach backed by greenery, for a cooling dip and a rum punch.

Alternatively, take a trip across the water to sleepy Virgin Gorda and visit The Baths, a stretch of enormous, tumbled granite rocks along the shore.

Rock formations of The Baths at Virgin Gorda

The Baths at Virgin Gorda

Pick your way from one end to the other, clambering over rocks, through natural grottoes, and across shallow stretches of water. It’s great fun, and there are plenty of fantastic photo opportunities if you have a waterproof camera.

Read: Best Things to Do in Tortola

Grand Cayman

Aerial view of Stingray City, Grand Cayman

Stingray City, Grand Cayman

Grand Cayman lies in the northern reaches of the Caribbean and tends to receive fewer storms than some of the other Caribbean locations, making it one of the best islands to visit in September.

You could witness some cloudy skies and brisk evening downpours, but these clear the sultry air and provide respite from the late summer heat, and are seen as a bonus.

There are plenty of things to do in Grand Cayman , whatever the weather. Take a boat to Stingray City, where you stand on a shallow sandbar as docile stingrays glide around you, completely unfazed by humans.

Boardwalk at Queen Elizabeth II Botanical Park, Grand Cayman

Queen Elizabeth II Botanical Park, Grand Cayman

Or keep your feet on dry land with a visit to the lush Queen Elizabeth II Botanical Park and immerse yourself in nature among the orchids, tropical flowers, desert garden, and the traditional Caymanian cottage garden.

There’s a captive breeding program here for the blue iguana, so you may see these prehistoric reptiles basking in the sun.

People watching turtles at the Cayman Turtle Centre, Grand Cayman

Cayman Turtle Centre, Grand Cayman

You could also visit the Cayman Turtle Centre to see the efforts made to conserve endangered green turtles and learn more about this fascinating animal. There’s even a chance to swim and snorkel among the gentle turtles in Turtle Lagoon.

If culinary culture is more your preference, join a food tour of George Town, where you’ll enjoy sampling local rum and trying the Caribbean’s famous jerk spiced meat and fiery sauces.

Read: Best Caribbean Islands for Adventure

Aerial view of Punta Sur National Park, Cozumel

Punta Sur National Park, Cozumel

September brings consistently hot temperatures to Cozumel , so make plenty of time for cooling off in the soothing waters of the Caribbean.

Take a jeep tour to the quieter side of the island, where the long beaches of the Punta Sur National Park stretch along a narrow spit with a lagoon to one side.

Cozumel, one of the best Caribbean islands to visit in September

Playa Mia Grand Beach and Park, Cozumel

Or have a relaxed beach day at Playa Mia Grand Beach and Park, one of Cozumel’s best beaches . Here, you’ll find kayaks, water slides, a lagoon pool, and a bar with free-flowing cocktails.

Should you encounter a rainy day, head indoors for a chocolate-making workshop, where you’ll learn about the techniques used by the ancient Aztecs and Mayans who first cultivated cacao beans in Mexico. You’ll sample various types of chocolate, finishing with a magnificent chocolate martini.

Salsa making class in Mexico

Margarita workshops are popular here, as well—or why not learn to make salsa? Fun-packed classes teach you about Mexican cuisine and show you a few dance moves at the same time.

Aruba, one of the best Caribbean islands to visit in September

Eagle Beach, Aruba

Lying just off the coast of South America, desert-like Aruba is one of the best Caribbean islands to visit in September as it’s a considerable distance from the seasonal storm belt and generally basks in sunshine year-round.

Aruba has a different landscape from some of the greener islands further north. Aloe vera thrives in the dry landscape, and you can visit the Aruba Aloe Museum and Factory to learn about the healing qualities of this miraculous plant. Stock up on skin and haircare products in the factory shop.

Rock formations of Casibari, Aruba

Casibari, Aruba

Visit the Casibari and Ayo monoliths and climb up the rocks for perspective on the arid landscape and the island’s history—rock art dating back thousands of years has been found at Ayo.

The beaches in Aruba are spectacular, too. At Eagle Beach, the dazzling white sand is offset against the deepest aquamarine of the sea. It makes for an impressive shot if you capture the twisted form of the famous Fofoti trees in the foreground.

There’s great snorkeling and scuba diving in Aruba , too, with several wrecks to explore for the more experienced.

Bonaire, one of the best Caribbean islands to visit in September

Klein Bonaire

Sleepy Bonaire , like the other ABC Islands, basks in year-round sunshine in the far south of the Caribbean, the heat tempered by trade winds. While the sea and superb snorkeling are obvious attractions, you can try some different sports here, too.

Land sailing, for example, is easy to master and a fantastic rush. Sit back on a go-kart contraption attached to a sail, propelled at thrilling speeds by the wind. It’s one of the best things to do in Bonaire .

Mangroves of Lac Bay Park, Bonaire

Lac Bay Park, Bonaire

The island has impressive wildlife, and you can join a safari to Lac Bay Park, which has one of the best-preserved mangrove forests in the Caribbean. Here, you can spot pink flamingos, herons, wild goats, and iguanas before stopping for a cooling dip.

Clear waters of Knip Beach, Curaçao

Knip Beach, Curaçao

Enchanting Curaçao is a tiny slice of the Netherlands in the Caribbean, with what has to be one of the world’s prettiest waterfronts at Willemstad, the capital.

Gabled houses, many built by wealthy 19th-century traders, are painted in candy colors. Some of the colonial architecture reflects Spanish and Portuguese influences, as well as Dutch.

It’s no surprise that this scenic and historic spot is protected as a UNESCO World Heritage Site. Willemstad is a joy to wander around, with the curious combination of shopping for Dutch specialties like cheeses and Delft pottery and the hot Caribbean sunshine.

Pebbly Mambo Beach in Curaçao

Mambo Beach, Curaçao

Curaçao is encircled by white sand beaches, with plenty of places to cool off. Grote Knip is peaceful, with a thriving reef just offshore. Mambo Beach, close to Willemstad, has plenty of facilities, as well as introductory scuba classes.

For a true escape, take a boat to the uninhabited island of Klein Curaçao, home to some of Curaçao’s best beaches . Here, the sand is a dazzling white, and the water a deep aquamarine.

Tasting at the Landhuis Chobolobo, Curaçao

Landhuis Chobolobo, Curaçao

Back in town, if you’re looking for a souvenir to take home, head for the 19th-century Landhuis Chobolobo, home of the distinctive Blue Curaçao liqueur, a talking point at any drinks party.

While the liqueur is bright blue (which comes from a “brilliant blue” color that’s added after distillation), it actually has a delightful, bitter citrus flavor.

Colorful waterfront of Willemstad, Curaçao

Willemstad, Curaçao

Are you ready to set sail into the blue Caribbean for a September getaway? Browse our luxury cruises to the Caribbean and book your dream escape.

Sue has been writing about cruising for 20 years and is lucky enough to have sailed all seven continents. She lives in London, where she is cruise editor of The Times and The Sunday Times newspapers, as well as a freelance contributor to magazines and websites worldwide.

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Cruising To The Caribbean Islands In September: 8 Epic Options

Flamingoes on a Caribbean Island beach

Visiting the Caribbean Islands in September can be an extremely pleasant experience, with warm weather and clear blue skies. However, this is peak hurricane season for the region, so purchasing travel insurance is essential.

Regardless, with low humidity, plenty of sunshine, and beautiful beaches to explore, the Caribbean could make an excellent destination for those looking for a warm getaway at the end of summer.

Why September Is A Great Month For Visitation

Caribbean weather in september, saint lucia, puerto rico.

In September, cruise passengers can score great deals on itineraries in the hurricane belt. However, they must be flexible on port changes or island cancellations should a tropical storm arise.

While it’s hard to predict a storm, your captain will study weather patterns and change course if required. Their ultimate goal is to keep guests safe.

If it’s your first time, trying to choose between the   eastern and western Caribbean   can be a tough choice. So, if you’re not pressed for time, a back-to-back 14-day itinerary can give you the best of both worlds.

🛳️ Looking for the best Caribbean cruise?

Find your perfect cruise for any budget with Cruise Direct . Choose from 3 night mini cruises to extended voyages of 15+ days with great pricing.

Most travelers vacation in the summer or winter months. The summer months are an obvious choice because kids are out of school.

When the children return to school in September, cruise lines often struggle to fill their vessels. In some parts of the world, ships reposition as they chase the sun.

The Barbados promenade and pink flamingoes in the Caribbean

As peak season comes to a close, the hurricane season brings lower prices and ships sailing with a lower guest count. So, if you’re primary goal is to save money, September is the best time to head out into the Caribbean’s turquoise waters.

The best Caribbean destinations to visit differ from person to person. History buffs may sway towards one destination over those who want a beach day. You’ll enjoy warm temperatures and a tropical climate, whatever itinerary you choose.

There are pros and cons to traveling in the low season. While you’ll benefit from rock-bottom pricing, you could experience unfavorable weather with some rainy days.

Even if you avoid tropical storms, you’re cruising in the wet season, so expect a rainfall or two. Rain tends to be short-lived, and things dry out fast with hot weather. However, you’ll want to  pack for changeable Caribbean weather   in the fall.

Most islands will experience average highs in the 80s or low 90s, and the ones further south will be much drier.

The ABC Islands (Aruba, Bonaire, and Curacao) are popular year-round. However, due to their location much further south, they tend to avoid tropical storms which hit further north. You could say they’re almost hurricane-proof!

A flamingo in Aruba

Of the ABC Islands, Aruba may be the most well-known, maybe because of the Beach Boys’ song “Aruba, Jamaica, ooh I wanna take ya!” It’s definitely the most touristy and one of the most popular islands in the Southern Caribbean.

Located 15 miles off the coast of Venezuela, cruise ships dock in Oranjestad, the capital. Aruba stands out from its neighbors for its sunny climate with little rainfall. The small island is mostly desert with rocky terrain full of cactus and aloe plants.

Arikok National Park covers almost one-fifth of the island and contains caves and other archeological remains of Aruban history.

Trade winds constantly blow across the island, making the high 80s temperature bearable and bending iconic Divi Divi and Fofoti trees into bonsai-like shapes. If you don’t want your hair to resemble a bonsai tree, you might want to tie it up.

For the best Aruba beaches near the ports, visit Palm Beach or Eagle Beach. Noted for its white sand and windswept palm trees, Eagle Beach is a must-visit for tourists looking to experience all that Aruba offers.

A divi divi tree on Eagle Beach

For adventure seekers, off-roading, kite surfing, and scuba diving to one of many shipwrecks might be more to your liking. If you prefer to keep your feet dry, a catamaran excursion or submarine tour allows you to enjoy the ocean from the safety of a vessel.

If you want to take advantage of duty-free shopping, you can hit the shops for Cuban cigars, jewelry, leather goods, perfume, and Dutch cheese. Although businesses readily accept the US dollar, the Aruba Florin is the official currency.

The neighboring island of Bonaire sits 50 miles north of Venezuela. Unlike Aruba, this small island lacks sandy beaches. Bonaire consists of volcanic rock and coral reefs. With movement in the Caribbean tectonic plate, underwater corals rose above the water.

While new reefs have formed, Bonaire now offers one of the world’s top diving sites from land. With over 80 diving areas protected by the Bonaire National Marine Park, its rich corals team with marine life.

Landscape of the Washington Slagbaai National Park in Bonaire

The coral landscape above the water begs for exploration if you’re not into diving. The Washington Slagbaai National Park engulfs 20% of the island’s landscape and contains mangroves, deserts, salt ponds, and oodles of cacti.

For avid hikers, you can choose three different treks, from the easy Lagadishi Walking Trail to the more challenging Kasikunda Climbing Trail. Whether you drive or walk the park, you’ll have lots of opportunities to see hundreds of bird species, including famed pink flamingoes!

Expect average temperatures in the mid-80s, although the constant trade winds will keep you cool. Unlike other Caribbean islands, which receive significant rainfall in the fall, Bonaire is much drier. It also sees fewer crowds

Waterfront of Bonaire

If you like to shop, Bonaire’s official currency is the US dollar. In Kralendijk, the capital, you can admire the colorful buildings housing art galleries, restaurants, cafes, and boutiques.

As the largest isle of the ABC islands, Curacao sits outside the hurricane belt. While the last hurricane hit in 1877, you’ll never be guaranteed perfect weather

Curacao and Aruba are owned by the Dutch and have many similarities. They both offer white-sand beaches and fantastic dive sites. However, if you’re seeking a cultural experience, the charming city of Willemstad will delight you.

Curacao has two cruise ports, which put you within easy walking distance of the old colonial buildings. From there, explore Rif Fort, a historic fort built in 1828, once used to protect the area from invasion and is now a lovely shopping district.

Queen Emma Bridge, Curacao

From there, you’re a stone’s throw away from the colorful shops along Queen Emma Bridge, reminiscent of the waterfront in Denmark. 

Although it isn’t as polished and “Americanised” as more touristy places like Aruba, the capital city is a great place to explore its history and shop to your heart’s content! 

For adventurous travelers, head inland to see Curacao’s desert-like landscape or hike up Mt. Christoffel. You’ll enjoy stunning views from the highest point on the island at 1292 feet.

If you’re looking to escape the beaten path, check out Hato Caves, the largest cave formation on the island. With a 45-minute tour, you can explore its caverns and admire the rock formations while learning about how it was once used as a shelter by the Arawaks. 

Snorkeling with sea turtles is equally popular and a great way to spend your port day in Curacao.

Colorful buildings of Curacao

Whether you’re a history buff or just looking for something unique to do, make sure to add Curacao to your Caribbean vacation! Of course, don’t forget to hit up some of the idyllic beaches that this Caribbean gem has to offer!

September is an excellent time to visit Barbados since port excursion prices are typically at their lowest. Being just north of the equator, expect warm and sunny weather sunny, with temperatures around 88 F during the day and around 77 F at night.

While September falls in the rainy season, the brief showers rarely impede exploration of the island. Although it still falls within the same Hurricane Season as other Caribbean islands, Barbados is unlikely to be directly hit by storms as they mostly veer north.

Although many travelers hit the warm waters to explore shipwrecks, there’s more to explore away from the beaches. So, check out the colonial towns and grand plantation houses as well as natural wonders like Harrison’s Cave which even homes exotic wildlife such as green monkeys!

Promenade in Bridgetown, Barbados

For the foodies, you can try a selection of Bajan favorites such as flying fish, Cou-Cou, or guava cheese. With a rum-based cocktail and calypso music, what’s not to love about Barbados?

Unfortunately, you won’t be able to reach Barbados on a 7-day roundtrip cruise from Florida. Instead, you’ll need to take a longer Southern Caribbean cruise or depart from Puerto Rico or Bridgetown Port in Barbados.

Like the ABC Islands, Trinidad and Tobago are just outside the hurricane zone. In the fall, you’ll enjoy average daytime temperatures of 83 F and breezy trade winds.

Of the two islands, the Port of Spain cruise terminal on Trinidad (the larger isle) sees the most cruise ships. Those wanting an itinerary to Trinidad will find it on cruises out of Guadeloupe, Puerto Rico, Barbados, and Martinique.

The Port of Spain is a commercial dock, but you won’t have to stroll far to find duty-free shopping, souvenir shops, and locals peddling their wares.

These islands might be best known for their calypso music. However, beyond the steelpan, there’s a melting pot of cultures with influences from Africa, Europe, East India, and the Americas.

Maracas Bay, Trinidad

Maracas Bay provides the best option for beachgoers, although it will take a 45-minute cab ride to get there.

Nature lovers can choose between the Royal Botanical Gardens, Asa Wright Nature Center, or the Caroni Bird Sanctuary. The latter provides an opportunity to see the island’s national bird, the Scarlet Ibis.

Some can’t-miss places include Fort George and Mt. St. Benedict’s Monastery. While the narrow road up to Fort George might be hair-raising, at the top, you’ll enjoy impressive views of Port of Spain, see old cannons, and a tiny prison.

Also sitting high above the ocean at 800 feet, Mount St. Benedict’s Monastery is one of the oldest of its kind in the Caribbean. The mountaintop monastery is austere, still in use, and evokes a sense of calmness.

Whether you go for afternoon tea or to feel spiritually fulfilled, you’ll savor one of the island’s best views.

Cruises to Tobago generally dock in the port of Scarborough, near the southeast tip of the island. Tobago is much smaller and less developed than her neighboring sister, perfect for those who prefer an authentic ambiance.

Pigeon Point is one of the island’s star attractions, with gorgeous white sand and crystal-clear water, perfect for water sports. From Pigeon Point Heritage Park, you can take a boat to snorkel at Bucco Reef or bathe in the shallow waters of Nylon Pool.

Englishman's Bay, Tobago

Englishman’s Bay, another can’t-miss beach, provides a romantic escape from Scarborough. This undeveloped beach has no lifeguards or locals selling items like at the crowded beaches.

One of Tobago’s major tourist attractions is the Argyle Falls, with a 54-meter drop that ends in an idyllic pool. A 1.2-mile trail leads up to the falls and their deep, clear pools of water, inviting visitors to take a dip! 

Another highlight in terms of history and sight-seeing is Fort King George which dates back to the 1780s. The fort, which contains original walls, prison rooms, mess halls, cannons, and a lighthouse, overlooks Scarborough Bay.

Fort King George cannon, Tobago

Also found at Fort King George, the Tobago Museum displays many collections such as African Art, Amerindian artifacts, coins, and shells to provide further context to its history. No matter your interest, you will surely find something interesting while vacationing in Tobago!

Located north of Trinidad and Tobago, the tiny Caribbean Island of Grenada sits inside the tip of the hurricane belt. However, due to its location in the southern Caribbean, it sees fewer tropical storms than islands in the northern region.

Grenada can accommodate two large or three small vessels a day at the St. George’s cruise port. The Eastern Caribbean dollar is the official currency, although many vendors accept the US dollar.

St. George's, Grenada

The city is very walkable, and with its backdrop of lush mountains and colonial architecture, considered one of the prettiest in the Caribbean.

You can learn about the island’s history at the Grenada National Museum. Then you can extend that history lesson with a visit to Fort George or Fort Frederick, two classic fortifications with the latter offering magnificent ocean views.

Like most Caribbean islands, Grenada has its share of beautiful beaches, with Grand Anse Beach being the most popular. On the western side of Grenada, you can enjoy snorkeling and diving to a shipwreck in crystal-clear waters.

Grand Anse Beach, Grenada

Spice trees, growing throughout the island, provide a unique aroma of nutmeg, cloves, ginger, and cinnamon throughout your travels. You can take guided tours of spice plantations, showing you how spices are processed, graded, and sorted.

If rum is more to your taste (no pun intended), consider touring a local rum distillery, such as River Antoine Royal Rum Distillery. It is the oldest operating water-propelled distillery in both Grenada and the surrounding Caribbean. 

Grand Etang Forest Reserve offers hiking trails through extinct volcano sites for more adventurous travelers.

Like the neighboring islands, September brings rain to St Lucia. However, the bulk of it falls in the rainforests, and you’ll be docking on the coast, where it’s much drier.

Located in the eastern Caribbean Sea, expect highs of 88 F and rarely fall below 84 F. The stunning island of Saint Lucia is known for its rainforests, beaches, and Pitons. You’ll only need an hour to explore Castries city, so have a backup plan to do something else.

The Pitons, St. Lucia

It’s hard to miss the Pitons, which dominate the skyline with its pyramid peaks. It takes a lot of stamina and about six hours to visit those famed peaks on a tour. However, if you’re an avid hiker, it offers one of the best places to enjoy a mountain trek.

You can enjoy the Pitons on a catamaran, kayak, or snorkeling tour for a less strenuous activity.

Alternatively, Sulphur Springs markets itself as the world’s only “drive-in volcano.” Located in a dormant, collapsed volcano crater, the Soufriere Volcano or Sulphur Springs allows you to dive into a mud pool.

Some believe mud pools purify the body and help soothe sore joints. After an exhilarating mud bath, rinse off under a refreshing waterfall.

View of St. Lucia from a hill

If you’re into chasing waterfalls, St. Lucia has an iconic one featured in the movie, “Romancing the Stone.” Diamond Falls may not be the highest cascade, but the high level of mineral content changes the rocks surrounding the waterfall.

Embarkation Ports

To reach the islands in the Southern Caribbean, you’ll need to board a ship from one of the southern islands or take an extended cruise from Florida. If you can’t manage the much longer itinerary, Puerto Rico, Barbados, Guadeloupe, and Martinique provide starting points.

Even though you may be trying to avoid the hurricane belt, your cruise ship will need to sail through that region to access the southern Caribbean islands.

Puerto Rico serves as an embarkation port for some cruise ships, such as the Celebrity Millennium and Norwegian Epic.

The shoulder season brings fewer tourists in September, so you could benefit from lower prices. Expect average temperatures of 88° Fahrenheit during the day.

Cruise ships docked in San Juan, Puerto Rico

If you’re embarking in San Juan, consider adding a few extra days to explore its rich history.  Old San Juan  has not one but two magnificent forts. The Spanish colonies built the Castillo San Cristobal, now a UNESCO world heritage site.

Overlooking the ocean, the Castillo San Felipe del Morro impresses with its six stories of hallways, tunnels, and walled rooms. Between the forts, the Museo de San Juan provides an outline of local history and culture.

If you prefer to escape the city to enjoy an area of natural beauty, head to Isla de Vieques. Seven miles east of Puerto Rico, the pristine island impresses with a Bioluminescent Bay, and wildlife refuge, home to wild horses.

Since September brings bad weather, you should avoid tours to Rio Camuy Cave Park or the El Yunque rainforest, as the trails will be muddy and unpassable.

If you’re embarking in Martinique, the Tourelles Terminal or Port Simone Terminal serves as your cruise terminal. It takes a 30-minute taxi ride from the Aime Cesaire International Airport to reach the cruise port.

French is Martinique’s official language, and they use the Euro as currency.

East of the city, the Fort Saint Louis, built in 1638, acts as a historic site. While you can tour the seaside fortification, the majority of the fort remains closed because it’s an active naval base.

Predominantly Catholic, Martinique has lots of churches and cathedrals. You can find none finer than the stunning Balata Church, a miniature version of the Basilica of the Sacred Heart in Paris.

Bibliothèque Schoelcher building in Martinique

One of Martinique’s striking landmarks is the Bibliothèque Schoelcher. On the outside, it has an eye-catching Byzantine dome. Originally built in Paris, the library was dismantled, brought to the Caribbean, and reassembled.

The MSC Seaside offers southern Caribbean cruises from Pointe-a-Pitre, Guadeloupe. The island has an interesting history stemming from the French, British, and Swedish.

Should you arrive a day or two before your cruise, you can explore a rum distillery or sugar plantation or spend a day at the beach, snorkeling a nearby reef.

Guadeloupe boasts two unique museums exploring different aspects of the island’s history and culture. The Memorial ACTe museum near the cruise port provides an informative look at the Caribbean’s slave trade, indigenous people, and more. 

Meanwhile, The Saint John Perse Museum in Pointe-a-Pitre features a permanent exhibit on Creole costumes and the achievements of Nobel Prize-winning poet and diplomat Saint John Perse.

A cruise ship in the Caribbean, Barbados and a Divi Divi tree in Aruba

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HONEST REVIEW ⬇️😬 of Tirta Gangga Water Palace… Bali’s MOST POPULAR water temple 🇮🇩📍 Tirta Gangga Water Palace, Bali😧 It’s no secret that Bali’s temples are magical - and this water temple is no exception. It’s a series of ponds full of GIANT koi fish, statues of Gods, carved sculptures, fountains, and beautiful gardens. 🐟 The main attraction is feeding the koi fish in the garden ponds & the stepping stones across the ponds 📸 🛕 This is one of the best examples of Balinese culture and traditional architecture and it’s often ranked as one of THE best things to do in Bali.😬 BUT… while the water palace is extremely beautiful, it can get INCREDIBLY busy (see the last slide!!🙈). It’s a very popular sightseeing spot for tourists, and when places are super crowded, your experience can feel a lot less authentic (imo)🙅‍♀️ When it’s quiet, this is a relaxing and calming place to visit.. You can really soak in the Balinese culture and feel the history around you 🥰 it’s lovely to just walk around the manicured gardens and admire the sculptures and fountains. But, when it gets crowded, the vibe completely changes and it loses its peaceful charm. ❌ If you have this on Bali itinerary, VISIT EARLY to get the best experience. The busiest times are between 11am - 4pm.#bali #sidemen #baliisland #tirtagangga #eastbali #balitravel #balitrip #indonesiatravel bali travel, sidemen travel, bali things to do, bali summer, travel ideas, travel aesthetic

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Best Caribbean Islands For... , Caribbean , Destinations · April 25, 2024

The 5 Best Caribbean Islands to Visit in September

This time of year might be hurricane season, but there are still a few best Caribbean islands to visit in September. So, if you’ve chosen this month to take your vacation, don’t rule out the paradise islands of the Caribbean. 

In this article, we take you through our top five choices for picking an island that’s unlikely to be impacted by tropical storms or hurricanes. Also, you’ll probably bag yourself a bargain because this is the quietest time of year!

Is September a Good Time for the Caribbean?

September can be a great time to visit the Caribbean , but you have to be selective with your destination. Mid- August to early October is peak hurricane season, so you should try to avoid those islands most likely to be impacted. Another thing you have to consider is that many resorts close their doors in September. With fewer visitors to the islands, hotels take the opportunity to do renovations during this time. 

Our best advice would be to avoid the hurricane belt, or at least be as close to the edge of it as possible. In this article, all of the islands we recommend as the best Caribbean islands to visit in September are either outside the belt or on the southern edge, which is typically a safe haven from hurricanes.

grenada best caribbean islands to visit in august

The Best Caribbean Islands to Visit in September

  • Trinidad & Tobago

Aruba is one of the best Caribbean islands to visit in September if you’re looking for a blend of beautiful beaches, luxury resorts, vibrant nightlife and family-friendly activities. It’s also known for its dry, sunny weather year-round, thanks to its location outside the hurricane belt.

Beyond its stunning beaches like Baby Beach , Eagle Beach and Palm Beach (the perfect place to depart for a catamaran sail adventure ), Aruba offers water sports, including windsurfing and snorkelling , alongside a lively dining and shopping scene. If you want to escape man-made tourism, you can head to Arikok National Park for a glimpse into the island’s arid landscape and natural pools. There’s so much to do in Aruba that, coupled with the great weather at this time of year, it’s an ideal choice among the best Caribbean islands to visit in September.

Compared to the other ABC islands, Bonaire and Curaçao, Aruba is more commercialised and geared towards tourism, with a wide array of hotels, casinos, and shops. It’s the most “Americanized” of the three, with many amenities tailored to U.S. tourists.

aruba best caribbean islands to visit in september

🏡 Places to stay in Aruba in September

  • Bucuti & Tara Beach Resort  – Adult-only beachfront resort on Eagle Beach, one of Aruba’s best beaches.
  • The Ritz-Carlton, Aruba  – 5-star luxury, beachfront hotel with oceanfront rooms, a beautiful spa and 3 onsite restaurants. Great for families and couples.
  • Manchebo Beach Resort & Spa  – Located on Aruba’s widest beach, intimate luxury boutique resort with all-inclusive options. Perfect for couples and romance.

🎒 Things to do in Aruba in September

  • Embark on an ATV adventure across Aruba’s wild terrain
  • Sail and snorkel around the coast during a catamaran trip
  • Go scuba diving at Aruba’s lively coral reefs
  • Ride horseback through Arikok National Park to its incredible natural rock pools
  • Enjoy a Caribbean sunset from aboard a boat
  • Immerse yourself into Aruba’s nightlife by bar hopping in Oranjestad

Bonaire (the B of the ABC islands) is known across the world for being an incredible destination for scuba diving . So, if you’re someone who wants to learn to dive or is already experienced under the water, you’ll want to put Bonaire on your best Caribbean islands to visit in September list.

During September and October, staying and diving in Bonaire becomes much more affordable, and the dive sites will probably be at their quietest. This period marks the start of the coral spawning season and weather conditions often make east-coast dive sites accessible (which they aren’t during peak tourist season). Additionally, Bonaire’s surrounding reefs are easily accessible from the shore, making it one of the best places in the world for shore diving.

On land, Washington Slagbaai National Park is a major attraction for hiking, biking across desert-like scenery and bird watching. Alternatively, you could visit the  pink salt flats and their pyramids in the south of the island, or try and spot  pink flamingos at Goto Lake .

The island of Bonaire isn’t exactly the easiest to get to – you’ll have to connect via Aruba. But, this lack of connectivity also means you’ll benefit from what feels like total seclusion on a paradise island. While there isn’t a huge amount to do here, if diving and relaxing is your idea of a dream vacation, then Bonaire should definitely be up there with the best Caribbean islands to visit in September.

Overall, Bonaire is less developed in terms of tourism infrastructure compared to Aruba and Curaçao, focusing more on eco-tourism and conservation. It lacks the bustling nightlife and extensive shopping found on its sister islands but offers a peaceful and unspoiled natural environment.

bonaire best caribbean islands to visit in september

🏡 Places to stay in Bonaire in September

  • Bamboo Bonaire Boutique Resort  – Intimate resort with private cottages with hot tubs and champagne breakfast in bed.
  • The Bellafonte  – Luxury oceanfront hotel with stunning views, private pier and hot tub, close to diving spots. Perfect for romance.
  • Harbour Village Beach Club  – Resort with private beach, luxurious rooms and suites, with diving, spa, and dining by the sea.

🎒 Things to do in Bonaire in September

  • Explore the beautiful pink salt flats and their formations
  • Go diving at the renowned underwater locations of Bonaire
  • Walk along the untouched white sand beaches
  • Experience a private catamaran tour around the island
  • Kayak through mangroves in a clear-bottom kayak
  • Embark on a deep-sea fishing expedition

Curaçao is the best Caribbean island to visit in September if you’re interested in cultural heritage, divers and travellers seeking a blend of adventure and relaxation. Its capital, Willemstad, is a UNESCO World Heritage site and one of the most picturesque capitals in the Caribbean thanks to its famous colourful Dutch architecture.

Renowned for its coral reefs, like Bonaire, Curaçao has some of the best diving and snorkelling in the Caribbean. It’s a great island to learn to dive or venture out to the island’s eastern side if you’re already certified . Also, the island has some seriously stunning beaches ranging from secluded coves to lively strips of sand with plenty of amenities. Lastly, the vibrant art scene, museums and seriously good food, influenced by its multicultural history, are on the menu for visitors to Curaçao.

Overall, Curaçao strikes a balance between Aruba’s tourism development and Bonaire’s natural preservation, which is fantastic if that’s what your looking for when considering the best Caribbean islands to visit in September. It offers a more authentic Caribbean experience with less emphasis on American-style tourism than Aruba.

best caribbean islands to visit in september curacao

🏡 Places to stay in Curaçao in September

  • Bayside Boutique Hotel – Luxury rooms with private beach access and 18-hole golf course in Blue Bay.
  • Rancho el Sobrino – An affordable option with pools, restaurant and apartment options. Perfect for families.
  • Villa Tokara Boutique Hotel – Luxurious boutique hotel in great location, with beautiful rooms, historic architecture and personalised service.

🎒 Things to do in Curaçao in September

  • Go swimming with turtles at Grote Knip Beach
  • Explore the island on a catamaran day sail
  • Visit the deserted island of Klein Curaçao
  • Wander through the historic districts and colourful streets of Willemstad
  • Learn to dive or explore the underwater world on the island’s east coast (if you’re certified)
  • Sample local dishes and cuisine on a food tour
You Might Love: 7 Best Caribbean Islands to Visit in August

Tobago has to be on your radar as one of the best Caribbean islands to visit in September. It’s an understated star of the Caribbean but absolutely packed with charm. Here, you’ll find beaches that are the definition of pristine, a vibe that’s all about taking it easy, and nature that’ll stop you in your tracks.

Tobago’s natural beauty is something else. It’s home to Main Ridge Forest Reserve , the oldest protected rainforest in the Western hemisphere. It offers walks through the most lush, green scenery you can imagine, waterfalls that’ll have you in awe, and the chance to spot some seriously rare wildlife, like the Tobago parrot. And for the adventurers out there, the reefs here are incredible which makes for some great snorkelling !

Whether you’re after a simple spot to lay your head or a bit of luxury, there’s something for every taste and budget. You’ll find upscale 5-star resorts, a range of luxurious villas and some more budget-friendly private accommodations too. So, if you’re on the hunt for a tropical escape that’s a bit different from the usual, with all the natural beauty and comfort you could ask for, Tobago’s your top pick among the best Caribbean islands to visit in September.

pigeon point beach tobago

🏡 Places to stay in Tobago in September

  • Coco Reef Resort & Spa – In excellent location in Crown Point, beachfront resort and spa with tropical gardens.
  • Bacolet Beach Club – Popular with families, boutique hotel with secluded beach and amazing views.
  • Castara Retreats – Oceanfront eco retreat in wooden cabin apartments overlooking Castara Bay, 2 minutes to the beach.

🎒 Things to do in Tobago in September

  • Go snorkelling at Buccoo Reef and Nylon Pool
  • Embark on a full tour of the island
  • Adventure in the Tobago Main Ridge Forest Reserve
  • Spend your day beach hopping, chasing waterfalls, and sightseeing
  • Visit the cascading Paria Waterfall and Argyle Waterfall

Grenada is one of the best Caribbean islands to visit in September because it sits on the Southern edge of the hurricane belt. It’s a safe haven for yachts and boat owners looking to keep their boats safe during the hurricane season. With many deep peninsulas that form natural protective harbours, and the reduced chance of strong tropical storms and hurricanes, plenty of people choose it as their base for the stormy season. 

We love Grenada, it’s in our top three Caribbean islands – there are so many things to do here . Personally, we find it the perfect blend between St Lucia and Barbados . St Lucia has incredible mountainous landscapes, rainforests and waterfalls , while Barbados has sensational beaches – Grenada has it all! Whether you want to basque in ultimate luxury or get out on an adventure – you’ll feel right at home in Grenada. 

Also, if you’re a keen diver or conservationist, Grenada Dive and Conservation Fest takes place from September 20th – 30th 2024. There are over 50 dive sites spread across Grenada and Carriacou – this place is known to provide some of the best diving in the entire Caribbean.

Overall, the best area to stay in Grenada is the southwest corner, close to the Grand Anse Beach area. It’s home to most of the best beaches in Grenada while being well-connected to act as the perfect base for exploring waterfalls , hikes and other areas of Grenada.

grenada seven sisters falls caribbean islands to visit in september

🏡 Places to stay in Grenada in September

  • Silversands Resort Grenada at Grand Anse  – Luxury hotel on Grand Anse Beach with minimalist design, infinity pool, elegant rooms and expansive villas.
  • Siesta Hotel  – Budget and perfect, incredible service and in the most desirable location.
  • Calabash Luxury Boutique Hotel  – Suite-only, luxury beachfront hotel with personalised service.

🎒 Things to do in Grenada in September

  • Experience a sunset cruise along Grand Anse Beach
  • Savour Grenadian cuisine on a guided food walking tour
  • Snorkel through the world’s first Underwater Sculpture Park
  • Swim at the powerful Seven Sisters Falls
  • Try your hand at chocolate making and rum tasting
  • Go hiking up Mount Qua Qua and look for Mona Monkeys
Read about: More Grenada Travel Inspiration and Guides

Is September Hurricane Season in the Caribbean?

Yes, September is peak hurricane season in the Caribbean. However, the likelihood of feeling the impact is minimal. If you’re planning a vacation during this time, our top tips are:

  • Choose an island on the Southern edge of, or outside the hurricane belt
  • Closely follow the weather in the run-up to your trip
  • Be prepared with travel insurance

🌍 Did you know? We use  this travel insurance  when we travel, as their coverage is comprehensive and very affordable.

Should You Avoid the Caribbean in September?

No, you don’t need to avoid all of the Caribbean in September. Yes, there is an increased chance of rain and storms form more actively. However, unless it’s a major storm, the weather is unlikely to negatively impact your vacation. Stick to our tips, and you’ll increase your chances of a dream vacation on one of the best Caribbean islands to visit in September.

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This emoji 🏖️ IRL!! Save for how to visit ⬇️From Union Island, book a water taxi (I recommend Clem at Fair Deal taxis, you can book on FB). He will also take you to:🏝️ Palm Island (a luxury private island only accessible by boat)🏝️ Happy Island (made entirely out of conch shells & just 1 bar on it)🏝️ Petit St Vincent (secluded private island) 🏝️ Frigate Island (kite surfing & lagoons)From Carriacou, I recommend Froggy’s Reef Tours water taxi (you can book on FB). He will also take you to:🏝️ Sandy Island (sandbank lined with palm trees)🏝️ Saline Island (salt ponds & mangroves)🏝️ White Island (white beach & snorkelling)We’ve done both of these day trips that include Mopion Island (Umbrella Island’s official name), and we absolutely LOVED them both!! Which one you choose to do will depend on where you stay:🇻🇨 St Vincent and the Grenadines: hidden gem Caribbean country known for island hopping, black & white sand unspoiled beaches & friendly people🇬🇩 Grenada: lush, tropical island with waterfalls, beaches & amazing cultureYou can find a FREE guide to Caribbean island hopping & all the best places to visit on our blog 💌 the link is in my bio ✨ #caribbean #caribbeanislands #grenada #stvincent #morpion #puregrenada #stvincentandthegrenadines caribbean travel, grenada travel, island hopping, island summer, travel ideas, travel aesthetic

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9 Best Island to Visit in September (Caribbean, Beaches, Tropical)

idyllic-island

So, you’ve made it past the half-year mark and you’re needing a break before the busy December rush, but you’re not sure where to go? We’ve got you covered. We searched for the ultimate island holiday for those going on a September break and came up with more than we bargained for.

Whether you are looking for a tropical island, an African island or one of the picturesque pieces of land just off the Greek coast, we have checked them all out, rated their enjoyability and put it here for you to decide which is the best for you.

island-seashells

Places to Go in September – How to Pick Them

Table of Contents

September can be the perfect time to travel, above the equator, Summer is on her way out and so the temperatures cool just enough to be enjoyable but not so much so that your island getaway is ruined. Meanwhile, further South, most of Winter’s blues have left and Spring starts with blooming flowers and warmer conditions. There are some fantastic islands available to spend your holiday with sun, sea and sand.

When you are looking at an island to visit, you should remember to take into consideration the rainy season. Luckily, most heavy rains don’t start until November/December, so you are still guaranteed a mostly sunny vacation. Some islands, though, do experience their rainy season during September. Unless you are looking for a tropical paradise to spend inside, as you watch the rain and read a book by the fire, those places would be best to avoid. If you are looking for just that type of holiday, there is an entirely different list of destinations for you, we are sure.

cocktails-beach

Best Places to visit in September

  • Canary Islands

Best Place to Visit in September – According to The Weather, Cost and Crowds

The other great thing about vacationing in September is that it is mostly out of peak holiday times. All the summer travellers will have left, schools are back, and it’s not yet that crazy festive season, so you are likely to find affordable prices and relatively minimal queues and crowds. There are many places that you can find that are all-but hibernating during this time, so you could really find a peaceful paradise holiday.

Best Beach Vacations in September

Grab your beach towels, your sunglasses, a cold drink, and head to one of these picturesque beach holiday spots. With mostly sunny days, soft, clean sand and the clearest waters, you are guaranteed a delightful holiday at any of these beach destinations. Don’t forget the sunscreen, you don’t want lobster skin ruining your holiday photos.

malta-sunset-harbour

While September brings a rise in humidity to Malta, this fantastic island is still worth the heat. With so much to do, in such magnificent scenery, you will quickly forget how hot and humid it is. If the humidity does bug you, though, there is always the option to cool down in the refreshing sea water. Scuba-diving and snorkelling are great at this time of the year.

Average Temperature

Daytime high: 28°C / 82°F

Nighttime low: 25°C / 77°F

Hours of Sunshine

9 hours daily

Medium (67mm)

Relative Humidity

Medium (52%)

sunset-hawaii-beachfront

The great thing about visiting Hawaii in September is that you have more than one island available to visit. The weather is very summerlike on the islands during this month; in fact, it’s known to be one of the hottest months of the year.

The crystal-clear seas will look very inviting around this time and a cool off at the beach is a fantastic way to spend any vacation. September is not a busy month in Hawaii, which means fewer travellers to share your piece of paradise with, and it also means that it is more affordable for those of us who don’t usually have Hawaii in our getaway budgets.

Daytime high: 29°C / 84°F

Nighttime low: 24°C / 75°F

10 hours daily

Medium (61mm)

Mauritius is a gorgeous island destination located in the Indian Ocean. it’s known for its stunning beaches, idyllic snorkeling reefs, and whimsical lagoons. Although the island is small, it contains plenty to do with mountainous inland regions that provide a whole lot of adventure.

The island is filled with Mauritius beach resorts and lodges that make for wonderful accommodations during your stay in the island country. Most of the best locations have beach views, so you can enjoy the paradisical location right from your bed.

Daytime high: 27 degrees Celsius

Nighttime low: 19 degrees Celsius

6.5 – 8 hours

High (2100 mm)

Best Tropical Places to Travel in September

There is nothing like a break away from your hectic schedule in a tropical paradise. For some tropical islands, September is the rainiest month, so as we mentioned, you want to try and avoid those if you are looking forward to endless days in the sun. Never fear though, we have found a couple of ideal tropical islands for you to visit in September.

zanzibar-beach-hut

September is an amazing time in Zanzibar. The island is situated just off the coast of Tanzania, and it enjoys the fabulous weather found below the equator. From old historic towns, to calm, relaxing beaches, as well as a vibrant nightlife, Zanzibar has something for everyone.

Daytime high: 27°C / 81°F

Nighttime low: 22°C / 72°F

Medium (50mm)

Medium (56%)

yachts-in-ibiza

Looking for a party, day and night? Ibiza is your island. Known throughout the world for its lively nightlife and splendid coastline, this island should be on every traveller’s bucket list. It’s not just for the party-goers, there is also a selection of peaceful resorts and beach coves for those who prefer a more serene vibe.

September brings thunderstorms to Ibiza, with chances increasing towards the later days of the month. The rain is usually spread across 8 days in September, so while you are likely to experience some wet weather while you are visiting, it is not likely to disturb your getaway too much.

Nighttime low: 20°C / 68°F

More of The Best Places to Travel in September

While the islands that we have mentioned so far are fantastic, we have even more options for you.

greece-santorini-island

Santorini offers a rugged, yet romantic island holiday. The busiest times are July and August, so going in September allows you to enjoy the island with others, but not feel too crowded. You will find the perfect combination of warm weather and tranquil beaches.

There is not much rainfall during the month of September, and summer is just leaving, which means dry and warm, perfect holiday weather. The island is especially dry during the beginning of September and rainfall starts to increase as you near the end of the month.

Daytime high: 24°C / 74°F

Nighttime low: 26°C / 79°F

11 hours daily

corfu-island-crowds

An island off the coast of Greece, Corfu is perfect for anyone looking for a stunningly warm and culturally-rich holiday. With long days full of sun, and cooler nights, this island offers a magnificent escape. September is a dry month, considering, and any rain showers or thunderstorms that do visit during your stay will not affect your sun-tanning for very long.

Daytime high: 28°C / 82.4°F

Nighttime low: 16°C / 60.8°F

12 hours daily

Medium (88mm)

Medium (64%)

Best Caribbean Islands to Visit in September

Lots of people shy away from travelling to the Caribbean during this time of the year. This is believed to be caused mainly by the risk of hurricanes, although the chances are not as high as most would think. There is also the factor of children being back at school, and so this decreases the chances of a family holiday.

For this reason, many resorts and restaurants will close for renovations and to let their staff rejuvenate in time for the busy Christmas period. But, if you are looking for a child-free Caribbean holiday with low prices and still-warm weather, then this is the perfect time to enjoy these islands.

beach-antigua

This is the driest of the islands, so even though it is the rainy season, you are sure to get in some good quality sunny days. The island still has many options available for September when looking for accommodation, dining and activities. In the last 50 years, there have only been six hurricanes which have directly hit the island, so the chances of one hitting while you are there are slim to none.

Daytime high: 30°C / 86°F

Medium (87mm)

Medium (61%)

barbados-rock-caribbean-island

This is one of the islands in the Caribbean that is generally unaffected or at least minimally affected, by hurricanes. Most hurricanes tend to hit further North of the island.

While the rains come often and are quite heavy showers, they usually do not last very long and before you know it, the sun is out again. There is an unlikely chance to run into huge crowds of tourists during this time, and so you can enjoy this piece of paradise without too much interruption.

Daytime high: 31°C / 88°F

8 hours daily

High (158mm)

Medium (81%)

The Absolute Best Island Holiday in September

It was not an easy task, but we have managed to pick the ultimate island vacation for you in September. Perfect weather, minimal crowds, reasonable rates, and a relaxing vacation await you.

tenerife-sunset-canary-islands

Tenerife, Canary Islands

This may be a surprising choice but wait until you hear just how much Tenerife has to offer you in September. The peak season finishes off in August, so you are sure to find the perfect amount of peace and quiet throughout the island.

Since it is no longer peak season, prices are also lower, making this a more affordable trip. Most importantly, though, the weather is amazing. September is a particularly dry month, so you don’t have to worry too much about rain ruining your beach day.

Temperatures in September average in the 20s, and there is a very slim chance of storms and hurricanes. However, there is a risk of extremely high temperatures at times, during which you will need to keep yourself cool, but that’s what the water, aircon and cocktails are for.

7 hours daily

girl-sunset-island

As with any island holiday, during any time, remember to pack lots of sunscreen and bug spray, and of course, your cutest swimsuit. Also remember, some good holiday reading and your island playlist to complete the ultimate escape from everyday life.

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The 5 Best Caribbean Islands to Visit in September

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September is hurricane season in the Caribbean islands. 

But, the islands toward the south are somewhat safer and thus a better vacation choice in September.

These include Aruba, Barbados, Bonaire, Curacao, and Trinidad and Tobago, which are great to explore year-round.

Caribbean islands are some of the best tourist attractions in the world for couples as well as for families. Some of them feature the perfect weather and entertainment opportunities all year round.

Thus, September can be a good time to visit the islands of the Caribbean Sea. It just depends where you go. 

On islands where peak hurricane season has already gone, the weather is full of sun and delightful. So, you want to make sure you choose the right destination when you travel in September. 

5 Top-Rated Caribbean Islands to Visit in September

Here’s our list of the best tropical destinations in the Caribbean to go to in September. The picks are the best because they are great tropical places and have a lower risk of heavy rains than the rest of the area. 

The small island of Aruba tops the list as a popular tourist spot whose beauty you can best experience with a week at one of its great resorts. This tropical island has been one of the most visited islands in the Caribbean for years because it’s perfect for both a romantic vacation and a holiday with the kids. 

And what makes this destination exceptionally famous are the turquoise waters and the incredibly white sand of its beautiful beaches, which you’ll have to see to believe. 

Looking at a map, you will find that Aruba is one of the ABC islands (Aruba, Bonaire, Curacao), known as the Dutch Antilles. These islands sit along the same line and are a bit safer in the September hurricane season than other nearby islands. 

Plus, Aruba is the ABC island closest to Central America, making it a perfect destination if you also want to visit Mexico when the temperature is nice.  

Thus, Aruba is a great choice for a September vacation.

However, there can be large crowds and booked hotels in Aruba at this time so plan accordingly. 

  • Must-visit: The Flamingo Beach

The Flamingo Beach is a phenomenal vacation spot, just a few minutes away from Aruba Island. You’ll find this idyllic spot on any list of Aruba travel tips or travel information brochures. 

As the name shows, Flamingo Beach features beautiful pink flamingos that add the perfect pop of color to the beach scenery. Plus, September is the perfect time to spend a few hours visiting this gorgeous land. 

However, Flamingo Beach is a part of a private Island called Renaissance Island. Thus, you will have to buy a ticket to take a boat there. 

Also, Flamingo Beach is mainly for couples, and children can only be on the island from 9 am to 10 am.

Curacao is another tropical paradise not far from South America. Plus, travelers who come here in the fall and summer will experience fantastic weather and lots of sun. 

When you come to this island, you’ll find that Curacao’s capital Willemstad is a UNESCO World Heritage Site with plenty to see. Furthermore, the wonderful cafes, waterways, and roads make the city quite vibrant. 

You will also see the famous Queen Emma Pontoon Bridge literally cutting the city in half.

The most loved tourist attraction here is the famous waterfront strip in Punda, called Handelskade. It features bright-colored buildings reminiscent of 18 th -century architecture. 

Additionally, Curacao is one of the ABC islands, so it isn’t hard to hop over to one of its sister islands while you’re here. Plus, the weather is perfect during September, and the crowds aren’t as dense as in December. 

Finally, you can expect light rain showers at night in September and October, but they’re warm and only beautify the scenery.

  • Must-Visit: The National Parks

Curacao houses two world-famous National Parks: Christoffel Park and Shete Boka. These parks are toward the island’s west and almost side by side. 

So, don’t forget to take a once-in-a-lifetime hike through these parks’ stunning scenery when you venture to Curacao. 

Bonaire is the easternmost and lesser-known ABC island.

Bonaire offers the most serene, quiet, and peaceful September vacation. And since it’s not that famous, it does not have packs of crowds in the summer or fall that you find in other destinations.  

It’s outside the hurricane belt, too, so you don’t need to worry about aggressive storms. 

But why haven’t many people heard about Bonaire? Well, there are two main reasons. 

Firstly, the huge restaurant and hotel chains that make a tourist attraction famous are absent from this island. Secondly, since the 1970s, Bonaire has been under eco preservation enforcement. 

But, neither of these reasons makes Bonaire any less of a September tourist spot. 

In fact, they only make it better. Because at Bonaire, you will see more authentic, preserved, and intact beaches than anywhere else.

So, hit the waves and try scuba diving or windsurfing in the warm air. Plus, you can expect winds to be a bit calmer and waves not too strong compared to nearby destinations.

And at Bonaire, you will see tons of different cultures, ranging from Spanish, Dutch, British, and African. Thus, you often see people bouncing around between languages, sometimes even in the same conversation, making a vacation here unique.

  • Must Visit: Pink Lake 

Pink Lake, also called Gotomeer, is a striking saltwater lagoon on the northern section of the island. The lake, of course, is a vibrant pink color, and you can spot flamingos nesting along the shores. 

4. Barbados

Barbados is another serene, sophisticated island known for its beaches that hold transparent waters and soft white sand. And, in the late summer, you can expect plenty of sun on your trip while you’re visiting some of the best resorts in the area. 

Furthermore, the wilderness of its Atlantic coast is worth the famous horse ride. On this adventure, you will find a wide diversity of coral reefs, shipwrecks, and majestic villas every few kilometers. 

Barbados is also the top tourist spot for scuba diving and snorkeling enthusiasts because of the island’s rich marine life. 

Lastly, don’t forget to spend some time in Bridgetown, the capital of Barbados. Top tourist spots in the city include National Heroes Square and the St. Michael’s Cathedral.

  • Don’t Miss: The September Festivals

Some of the most famous festivals in the world take place year-round in Barbados. The most popular ones include the Crop Over Festival, Barbados Food and Rum Festival, Holetown Festival, the Gospel Fest, and the Barbados Music Awards.

So, you should definitely take a look at the dates and itinerary of the upcoming festivals before you visit. Each one of them is unique in its own right, and missing out would be an unfortunate event. 

5. Trinidad and Tobago

Trinidad and Tobago are two fantastic islands that constitute a dual-island nation just off the northeastern coast of Venezuela. They are closer to South America than most other Caribbean islands, so they aren’t in the direct path of most hurricanes. 

Trinidad is famous for its hustle, whether it’s the peak tourist time of the year or not. You will always find fests and carnivals going on here.

You can also experience a diverse cultural mix in its population and beautiful renaissance style architecture.

Tobago, conversely, is a more serene environment. Tobago catches the attention of the surfers and tourists less than other paradisiacal islands do, but it features the same breeze and wide-stretching beaches on its coast.

  • Must-Visit: Maracas Bay Beach and Pigeon Point Beach

Maracas Bay Beach on Trinidad and Pigeon Point Beach on Tobago are both home to a great biodiversity of birds. Furthermore, surfing and snorkeling are the most famous activities for independent travelers who decide on a tropical vacation in this country.

Also, when you spend time at these beaches, you’ll get to experience the beautiful coastline of these two islands, which will leave you breathless. 

  • September Weather in the Caribbean

Early fall, specifically September and October, is a great time to visit certain Caribbean islands with respect to the weather. 

The temperature here ranges from 25 to 30 degrees Celsius (77 to 86 Fahrenheit). Thus, you will find the temperatures cool but inviting. 

However, August and September are the peaks of storm season which lasts from June to November, so you need to be careful and check local forecasts before you go. 

Yet, even without hurricanes, there is usually rain throughout these tropical destinations. But, it’s usually just a soft shower during the night time. 

  • What to Pack? September Travel Tips

As we have discussed above, a visit to the Caribbean beaches in September and October is an opportunity to enjoy breezy sunbathing. 

Your choice of clothes should be light, roomy, thin, and breezy. But don’t forget to pack at least one rain jacket or an umbrella to combat the drizzle since September is the rainy season. 

Similarly, for the sunny days of your tropical vacation, bring some sunscreen, sunglasses, and a hat. And, of course, don’t forget your swimsuit. 

Once you have figured out your preferences and budget, choose an island (or maybe even more than one island) that matches your preferences best. Then, you can google some photos of your chosen lucky island to imagine and enjoy a bit. 

Finally, all that is left to do is start packing your suitcases and head off to explore the beaches on your gorgeous island holiday.

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Eric has been a travel addict since he finished college and a writer since he could hold a pen.

A native of Florida, he loves traveling and visiting unique places all over the world and has an ever-growing collection of travel tips and experiences.

Eric is a digital nomad, a fan of slow travel. He has been traveling for the last 7 years, and has visited over 40 countries.

The Best Caribbean Islands to Visit in 2024

By Brian Major

British Virgin Islands

I’ve been fortunate to travel widely across the Caribbean over the last 30 years. I’m also a descendant of Caribbean people, so many folks assume I’ve visited every island. Not likely—the Caribbean consists of 28 islands encompassing just over one million square miles. So while I’ve visited most, there are still a handful I’ve yet to encounter. But that’s a good thing. Many know the Caribbean of picture-perfect views —all lush green hillsides, soft beaches, sunny skies, sun loungers, and poolside cocktails. But that’s really just the white-sandy surface of this region, where each island has something distinct to offer. On Dominica , hiking is unmatched, notably its Boiling Lake, a flooded fumarole located in Morne Trois Pitons National Park, where you can traverse across the rim of an active volcano. The best island hopping is in the British Virgin Islands , while Barbados is the action island, where the historic Garrison horse racing takes place year-round.

If you’re looking to soak up some winter sun by a pool lounger and nothing more, then any island in the Caribbean will do—the hotels in St Barth's are amongst some of the best in the world. But if you’re willing to dig a little deeper and venture beyond the resort gates, these are the best islands in the Caribbean.

Which is the best Caribbean island for families?

When little travelers are involved, the ease of a resort jam-packed with activities can take the strain off parents and let everyone enjoy the trip. For this reason, Barbados is the ideal Caribbean island for families, and there’s everything from larger, more affordable resorts to smaller boutique offerings. For intergenerational holidays and trips with slightly older children, consider hiring out a villa— Oliver’s Travels allows customers to filter results by ‘great for kids.’

All listings featured on Condé Nast Traveler are independently selected by our editors. If you book something through our links, we may earn an affiliate commission.

Barbados

Best island for: action

Barbados might just be one of the best all-rounder islands in the Caribbean. Some of the top hotels in the region are found here, as are some of the best beaches, all accessible to the public—there are no private beaches in Barbados. Poolside beverages are spiked with rum, distilled on the island and best learnt about at St. Nicholas Abbey, a plantation house, museum, and rum distillery. Those looking for more diverse action can find it at the heritage railway, the racing car circuit, and the Garrison Savannah, a popular horse race that takes place throughout the year. And then there are the surrounding reefs, where you can swim with turtles, snorkel with seahorses, and spy whales in winter months.

Where to stay: Sandy Lane Hotel is one of the most glamorous hotels on the island complete with a British or American country club vibe—there are three golf courses on the hotel grounds. For something more low-key, Little Good Harbour ’s rooms feel more like private cottages and its fuss-free restaurant, The Fish Post, is beloved as one of the best in Barbados. For more ideas, consult our list of the best all-inclusive resorts on the island .

Saint Lucia

Best island for: romance

The Caribbean is synonymous with honeymoons but it's St Lucia that tops them all when it comes to serving up romance. You can thank the island’s mountainous landscape for that—it’s all about a room with a view of the 2,000-foot high Piton mountains, a UNESCO World Heritage Site and the island’s calling card.

There’s adventure to be found too, like exhilarating zip lines high above the island’s rainforest canopy or mud baths in Sulphur Springs, a geothermically active basin of hot springs and fumaroles within the the dormant Qualibou volcano in Soufrière.

Where to stay: Coconut Bay is the biggest crowd pleaser on the island—all inclusive and catering to couples, families, and even wedding parties. For something more private, Ladera is an eco-lodge where rustic suites have private plunge pools. See our edit of the best resorts in St Lucia for more.

Anguilla

Best island for: beaches

In a region characterized by beautiful beaches , Anguilla has the best in the region. Partly for their mesmerizing ribbon of blue water but also because their powdery white sands invariably host only a handful of other beach-goers. There are 33 beaches in total, and while each one I’ve encountered has been memorable, the standouts to see include Cove Bay, Maundays Bay, Rendezvous Bay, and Shoal Bay.

Anguilla is also a worthy choice for its culinary scene. Refreshingly there are no chain restaurants on the island. Instead, restaurants and eateries tend to be small family-run businesses. If you visit just one, make it Tasty’s, which serves up a stellar coconut-crusted fish and marinated conch salad by Anguillan chef Dale Carty.

Where to stay: The Aurora Anguilla Resort & Golf Club is the newest shiny address on the island, with seven restaurants and bars and a fleet of private jets transporting guests to and from the property. Find more editor-vetted Anguilla hotels here .

British Virgin Islands

British Virgin Islands

Best island for: island hopping

The British Virgin Islands (BVI) territory has few chain restaurants and no large hotels or mass tourism attractions. Instead, you’ll encounter turquoise waters, lush green hillsides, and distinctive cuisine and culture across the four main islands: Anegada, Jost Van Dyke, Tortola, and Virgin Gorda.

Hopping from island to island—whether via public ferry or private catamaran—is the characteristic way to explore the BVI. On my last visit I sailed to Jost Van Dyke’s White Bay, home to casual beachfront eateries serving dangerously delicious rum cocktails and locally caught fish. Another fantastic spot is Willy T’s Floating Bar and Restaurant near Norman Island. Moored offshore, the cargo ship has been converted into an ultra-relaxed eatery.

Where to stay: Located on a broad, secluded calm-water bay on Virgin Gorda, Rosewood Little Dix Bay has 80 villas and suites each staffed with a personal butler. The Reef House is one of three restaurants and features farm-to-fork dining with fresh provisions sourced locally.

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Dominica

Best island for: diving

The calm waters surrounding Dominica make it one of the best diving spots in the world. The rainbow-colored seascape is best viewed at Champagne Reef, named for its bubbling waters generated by volcanic thermal springs rising from on the ocean floor. The reef also comprises plummeting cliffs, towering volcanic formations and the remains of a 17th-century Spanish shipwreck.

Another highlight is L'Abym, a dive site located on the island’s southern tip and suited to all skill levels due to Soufriere Bay’s gentle current. Underwater wonders are visible from 20 feet below the surface right down to a 1,500-foot maximum depth. An underwater wall extending its entire length gives the site its name.

Where to stay: Cabrits Resort & Spa Kempinski is the smartest place to stay on the island. All of the classic hallmarks are here—a full service spa, four swimming pools—but it’s the lush grounds, which incorporate Cabrits National Park, that make this spot memorable.

Grenada

Best island for: natural beauty

Grenada’s 133 archipelagic square miles are laced with waterfalls, hot springs and tropical rainforests across three main islands: Grenada, Petit Martinique, and Carriacou. Ringed by 45 white- and nine black-sand beaches, the hilly isles are dotted with acres of fruit and spice trees.

One-ninth of Grenada’s land mass is dedicated to national parks and wildlife sanctuaries, best seen on a guided hike of Grand Etang Forest Reserve. Sister Island Carriacou is a worthy day trip too, especially for the top-shelf diving and snorkeling.

Where to stay: Few places capture Grenada's understated magic like the Silversands Grenada resort , found at the sleepy end of the two-mile Grand Anse Beach. The biggest draw here is the 330-foot infinity pool, said to be the longest in the Caribbean, which stretches from the hotel’s entrance all the way to the sea.

Puerto Rico

Puerto Rico

Best island for: history and culture

There’s a distinct energy to Puerto Rico , one that draws upon a fascinating blend of Hispanic, African, American, and Caribbean culture and history. To see it start in colonial San Juan , the second oldest European-founded city in the Americas. Head to the old town where cobblestone streets are lined with colorful Spanish buildings housing trendy bars, boutique shopping and all-night entertainment.

Hundreds of thousands of Africans arrived in Puerto Rico via forced migration in the colonial era. Their contributions to the island’s culture, art, music and cuisine live on today in Loiza, home to Puerto Rico’s largest Black population. You can witness it via the artwork on display at Samuel Lind Studio, or at the Don Rafael Cepeda School of Bomba and Plena which puts on traditional music and dance workshops.

Where to stay: Caribe Hilton is within walking distance of historic Old San Juan and the Condado entertainment district. Designed in tropical modernist style by legendary Puerto Rican firm Toro Ferrer, the grounds incorporate 17 acres of tropical landscaping as well as nine restaurants and an oceanfront pool complex. See our edit of the best hotels in Puerto Rico for more.

St. Kitts and Nevis

St. Kitts and Nevis

Best island for: visiting two islands in one trip

Lush natural beauty and historic attractions are the hallmarks of this twin-island nation. Most travelers visit both islands, as smaller Nevis is a breezy 20-minute ferry ride from larger St. Kitts. Sightseeing on St. Kitts is best done via the scenic train—the only working railway in the Caribbean—which circumnavigates the island on routes that once transported plantation sugar cane. Another highlight is the Brimstone Hill fortress, built of hand-chiseled stones by enslaved Kittitians and now a UNESCO World Heritage Site. Stand among the fort’s ramparts and cannon while taking in panoramic views of neighboring Saba, Statia, St. Maarten, and St. Barths .

Tiny Nevis’ resplendent landscape is overlooked by 3,232-foot high Nevis Peak, located at its center and visible from virtually every point on the island. Mountainside hiking and ATV tours uncover haunting ruins of colonial-era plantations and sugar mills.

Where to stay: Hide away in one of the traditional West Indian–inspired cottages at Belle Mont Farm . As the name suggests, dining here is farm-to-table, serving up freshly foraged organic fruit and vegetables plus seafood plucked straight out of the ocean.

This article was originally published on Condé Nast Traveller UK .

Silversands Beach House

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16 of the best Caribbean islands to visit

Whether you want food and culture or wildlife and nature, you’ll find a place to suit you among our pick of the best caribbean islands.

best caribbean islands to visit in early september

T he idea of a holiday to the Caribbean needs little selling: some of the world’s best beaches, most charismatic people and year-round sun make it an easy job. Picking which island is a lot harder. Do you fancy soaring volcanic mountains or dreamy coral islands? Spanish rhythms, gourmet French cuisine, a colourful Dutch waterfront? While most people go to fly and flop, once there it’s soon clear that this is a rich and diverse region with a lot more to offer, including more than 20 world heritage sites. Here’s our expert guide to 16 of the best Caribbean islands that will suit couples, families, independent travellers and anyone seeking fresh adventures.

Main photo: Havana, Cuba, at sunrise (Getty Images)

A black sand beach on St Kitts (Getty Images)

1. St Kitts and Nevis

Come to St Kitts and neighbouring Nevis for the quiet Caribbean life — a mellow itinerary of golf, delicious meals and lazy beach days, led by a regular crowd who like their hotels five-star. Manicured St Kitts has most of the big resorts. It’s still lush and adventurous — you can hike through rainforest and spot green vervet monkeys — but, like Antigua (which is only a 20-minute flight away), it feels uncannily British. A quarter of the size of Barbados, Nevis is compact enough to explore on foot. Chic independent hotels have transformed its grand old plantation houses but consider, too, the candy-coloured clapboard bungalows of Oualie Beach Resort. If you tire of lounging on golden sands, you can climb Nevis’s sole misty peak in search of crystalline waterfalls, wander around botanical gardens spotting mango-stealing monkeys, or sip potent “Killer Bee” rum punches at Sunshine’s Beach Bar & Grill.

• Best hotels in St Kitts and Nevis

Rick’s Café in Negril, Jamaica (Alamy)

Like the rhythm of its beloved reggae music, the best of Jamaica is offbeat — stylish hideouts among huge and humming resorts and funky island architecture in universal modern concrete. It’s also large and lively by Caribbean standards and your best bet for finding character. Much like Punta Cana in neighbouring Dominican Republic, the main resort towns of Montego Bay and Ocho Rios are pretty soulless; instead try Negril in the west, which has a hip, easy vibe and is home to Seven Mile Beach, one of Jamaica’s best stretches of white-sand beaches. Treasure Beach, in the southwest, is quieter but equally laid-back. And at the other end of the island is Port Antonio, a favourite jungle hideaway for artists and hedonists — including Rudyard Kipling and Errol Flynn — for more than a century. Leave time to roam the John Crow Mountains, a Unesco world heritage site that stretches over 10,000 acres and is home to no fewer than 200 species of resident and migrant birds.

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• Best all-inclusive hotels in Jamaica • Best villas in Jamaica • Best things to do in Jamaica

Soufrière Bay and Petit Piton in St Lucia (Alamy)

3. St Lucia

St Lucia ’s natural beauty had European powers fighting over it for centuries — “seven times British, seven times French”, as any local will tell you. Now one of the Caribbean’s independent nations, it’s among the friendliest and most peaceful of the bunch. While other islands look postcard-ready, with sandy stretches of coast in every direction, St Lucia’s appeal is its diverse landscape — the terrain varies so much you could be in a tropical rainforest one minute and beside a volcano the next. This makes it perfect for soft adventure, whether you’re looking to hike the Piton mountains or go zip-lining through the dense jungle. Nearly all the resorts, attractions and golf courses are along the west coast (as are the two main cities, French-influenced Soufrière and the more British-feeling capital of Castries) — so if you want the wild, jungle scenery, take a drive along the east coast to be impressed by the animal tally the island offers.

• Best hotels in St Lucia • Best all-inclusive hotels in St Lucia • Best things to do in St Lucia

The Carib Dixieland Steel Orchestra from Tobago performing in Port of Spain, Trinidad (Getty Images)

4. Trinidad and Tobago

With Venezuela nipping at its heels, the country of Trinidad and Tobago is the most southerly of the Caribbean islands, falling outside the hurricane belt. Like St Kitts and Nevis, the two islands have their own distinct flavours. Trinidad is big and brawny; oil-wealthy enough not to need tourists, but still thrilling to visit. Just a 40-minute flight from Grenada, it’s a birdwatcher’s nirvana. And the food! Its diverse population — a mix of Javanese, Syrian, Indian, Lebanese, Creole and African — makes for a deliciously varied menu. Calm, lush Tobago’s a bit slower, with a deserved reputation for great beach holidays. There are fewer all-inclusive hotels here, which arguably makes for a more authentic experience. It’s also a great place to spot giant turtles, which come in to nest between March and September.

Petite Anse in Grenada (Alamy)

This diverse drop of land is exactly how you’ve always imagined the Caribbean to be: pristine, mostly empty world-class beaches; its own distinct cuisine (think nutmeg ice cream, coconut-sweetened stews, and bean-to-bar chocolates); and friendly, laid-back locals you’ll actually chat to. Yet, on an island of 105,000 people, there are only around 1,400 hotel beds. (St Vincent and the Grenadines — with a slightly larger population — has 2,500 hotel beds.) Consequently, Grenada feels almost devoid of tourists — the pace is slow, the sands peaceful, the people welcoming — and there is plenty of day-trip fodder to strap on your boots and backpack for. This is the island for those who thought they knew the Caribbean already.

• Best hotels in Grenada • Best beaches in Grenada • Best things to do in Grenada

Beach bungalows on Eleuthera (Getty Images)

6. The Bahamas

The Bahamas , made up of some 700 islands and just off Florida, used to be mainly known for Atlantis, the wacky lost world-themed hotel and waterpark where Michael Jackson once lived. Shame, because the other islands beyond New Providence (where Atlantis is) are so different they have their own name: the “Out Islands”. Eleuthera is boho and beautiful, while Harbour Island is fashion-shoot handsome, with its pink sand beaches favoured by posh Brits and Waspy Americans. The Abacos are teeny-weeny, one-church, car-free specks; and Andros is all about the diving. Everyone can find their own Bahama to fall in love with. The one drag? You need to fly between them — but planes are cheap, frequent and reliable.

• Best hotels in the Bahamas • Best all-inclusive resorts in the Bahamas

Serving rum punch at Ana’s On The Beach in Dickenson Bay, Antigua (Alamy)

Antigua confounds lazy categorisation. Despite its reputation for beachy glamour — superyachts basking in wide harbours; barefoot, moneyed guests draped over cushioned loungers in immoderately priced resorts — this is resolutely a “proper” island with plenty of snorkelling opportunities and a standout marine scene. None of the 365 beaches are closed to locals, and the island is not as in thrall to the tourist buck as some are. The island’s a doddle to explore too: nothing on Antigua is ever more than a 45-minute drive away, and unlike some of its Caribbean neighbours, even in peak season life is all about cricket, sailing in English Harbour and hanging out in rum bars.

• Best all-inclusive hotels in Antigua • Best villas in Antigua • Best things to do in Antigua

Arikok National Park in Aruba (Getty Images)

Dutch-owned Aruba does a great deal for the package holidaymaker. It was one of the first Caribbean islands to exploit its tourist potential — in the 1950s, as early cruise-ship advertising cashed in on the calypso craze among Americans at the time. But its fly-and-flop appeal is only half the story. Despite its bijou size (just 20 miles by six miles), it’s easy to skip the blonde sand and explore the interior wilderness. Arikok National Park is dream hiking terrain with dragon-tooth cliffs, ancient petroglyphs and abandoned gold mines; alternatively, hire a car and head north to snorkel among reef fish at Malmok Beach.

Oistins Fish Fry on Friday night in Barbados (Alamy)

9. Barbados

Twenty-one miles long and 14 miles wide, Barbados packs in plenty of treats to feast on, from botanic gardens to rum distilleries. And Bajan buses following the coastline — yellow with blue stripes and vibrating with reggae beats — are regular and cheap, providing an easy way of getting around the island. Sip a rum punch and kick off your flip-flops as you peruse a menu in the Caribbean’s culinary capital. Oistins Fish Fry, the Friday-night market where islanders and tourists tuck into chunks of herby grilled fish and £1.50 beers, is no secret. But it stands up to the hype: the grub is the best and cheapest you’ll eat here (£8 a plate — make a beeline for Pat’s Place and try the meaty marlin). Or pootle down to Mount Gay’s slick rum distillery, near Bridgetown. End the tour in its trendy bar, where you can find out exactly what’s in that blush-pink punch you’ve been drinking.

• Best all-inclusive hotels in Barbados • Best luxury villas in Barbados • Best things to do in Barbados

Santo Domingo, capital of the Dominican Republic (Getty Images)

10. Dominican Republic

Toss aside everything you know about “ the DR ”, the cheap and cheerful package holiday haven for the sloshed and sunburnt. Instead, think of this sultry, Spanish-blooded nation as Cuba-lite or an easier, breezier Mexico. In fact, its tacky identikit-resort reputation applies only to two tiny pockets near the big airports: Punta Cana (in the south) and Puerto Plata (in the north). The Brit perception of it would confound any hip New Yorker or wealthy Eastern Seaboarder, who can fly here in under four hours and consider the DR the height of sophistication. Don’t miss out on the whale-watching opportunities when you’re here, either. Humpbacks choose Samana Bay on the northeast coast as the best place to mate and give birth each spring (January to March). And since they love the warm waters of this sheltered arc, you only need to sail a few minutes from the coast for a glimpse (usually, finding humpbacks involves cruising for hours).

• Best hotels in the Dominican Republic • Best all-inclusive hotels in the Dominican Republic • Best things to do in the Dominican Republic

Riders at the beach on Providenciales, Turks and Caicos (Alamy)

11. Turks and Caicos

The A-lister’s Caribbean is all about islands that allow you to have an entire stretch of beach to yourself, feed you five-star sushi and cocoon you in spaces worthy of an interior-design magazine. The specks of the Turks and Caicos , two hours’ flight from Miami, are where Americans retreat to for near-Maldivian levels of solitude. The private island of Parrot Cay, where Bruce Willis and Keith Richards have holiday homes, put the destination (discreetly) on the map. Stay in its main hotel, and take boats out to tiny outcrops inhabited only by iguanas.

• Best hotels in Turks and Caicos • Best things to do in Turks and Caicos

Plaza de la Catedral in Havana (Getty Images)

Havana , ooh na-na! The capital is stop number one on your visit to Cuba . Stroll the streets of Old Havana, the crumbling historic quarter of Baroque churches, cobbled plazas and grand mansions, and take in street art in the waterfront San Isidro barrio. Looking for something greener? Head off by coach 110 miles west to pine-scented Viñales, a sculpted valley of shaggy limestone mountains flecked with dinosaur fossils, where beasts of burden till palm-bordered tobacco fields.

• Best hotels in Cuba • Best things to do in Cuba

Morne Trois Pitons National Park in Dominica (Alamy)

13. Dominica

Dominica is one of the least developed islands in the Caribbean — you won’t see any sprawling beach resorts here — and that’s part of its charm. The forest-covered, mountainous interior is ideal for intrepid hikers, with the multi-day Waitukubuli National Trail the most challenging in terms of length; it’s also possible to do a segment of the trail as a taster. Much easier is the walk around Freshwater lake, or to the Trafalgar Falls. For those looking for something a bit more sedate, the volcanic isle has plenty of other options. In Wotten Waven, you’ll find a cluster of hot springs where locals have built rustic sulphur baths around. At Titou Gorge, swimming at the confluence of hot and cold springs is a tourist favourite. And don’t forget Bubble Beach, the rough and ready departure point for Champagne Reef, where undersea volcanic activity releases a steady stream of bubbles like its namesake wine.

• Best things to do in Dominica

The view from Jamesby island in the Grenadines (Alamy)

14. St Vincent and the Grenadines

Anchored by the mighty, volcanic hulk of St Vincent, this idyllic chain of 31 islands in the southern Leewards lies scattered across a turquoise sea like dropped jewels. A favourite escape for yachties, honeymooners, affluent families and anyone who loves island-hopping, they deliver an authentic and uncommercialised taste of the Caribbean. Bequia — the largest of the Grenadines — is a popular base for exploring, while neighbouring Mustique is a private island with fabulous villas that have long been a favoured getaway for rock stars and royalty. Canouan, with a lofty golf course and superyacht marina, is another jet-set escape while tiny, all-inclusive Petit St Vincent is the place for quality downtime with a partner. Getting out on the water is a must, with the Tobago Cays providing your chance to swim with turtles. Nearby Mayreau and Union Island, meanwhile, are two top spots for kitesurfing — and for a challenging hike you can climb the 1,234m (4,048ft) La Soufrière volcano that crowns St Vincent.

• Best hotels in St Vincent and the Grenadines

A harbourfront restaurant in Gustavia, capital of St Barts (Alamy)

15. St Barts

Though only eight square miles, French-speaking St Barts packs a mighty punch with its stylish crowd, five-star hotels, luxury shops, gastronomic restaurants and indefatigable party spirit. A short runway ensures a heart-thumping fly-in (ferry services are also available) while the topsy-turvy hills promise exhilarating drives to discover white sand beaches that are immaculately maintained. Once Swedish, the island is now thoroughly Gallic, so expect euros, yellow postboxes, driving on the right and handsome gendarmes. Admiring the sunset is a daily ritual and the nightlife is as crazy as you wish, peaking in the festive season when the harbour in the capital, Gustavia, is packed with superyachts admiring the fireworks. There are pockets of peace, too: Colombier beach, accessible only by boat or foot, and a thriving art scene. Families will enjoy the shell-strewn beaches, water sports and gourmet picnics — just don’t look at your bank statement until you get home.

• Best hotels in St Barts

Shoal Bay East in Anguilla (Getty Images)

16. Anguilla

Looking for the finest beaches in the Caribbean? The 33 you’ll find in Anguilla are top contenders. Low-lying and arid, this small and quirky British Overseas Territory draws a well-heeled crowd who appreciate the island’s tranquil vibe, characterful luxury resorts and sophisticated restaurant scene. Beyond the fascinating Heritage Collection Museum in East End, which documents the island’s eventful history, there’s little to see in terms of sights. That leaves plenty of time for boat trips to pancakes of sand like Prickly Pear Cays and Sandy Island for a boozy lobster lunch then maybe some dancing under the stars at the informal bars in Sandy Ground. The well-established Moonsplash music festival takes place in March with Carnival — which includes sailing races — held at the end of July and beginning of August. You can also take a 45-minute ferry ride across to French-speaking St Martin where there are chic shops.

• Best hotels in Anguilla • Best things to do in Anguilla

Additional reporting by Nigel Tisdall and Qin Xie

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Best places to visit in the caribbean for 2023-2024.

A trip to the Caribbean islands may be just what you need if you're in search of some sun, sand and relaxation. Based on user votes and expert insights, plus factors like accessibility to beaches, tourist attractions and comfortable accommodations, U.S. News compiled a list of the best places to visit in the Caribbean for a getaway. Help us evaluate next year's top places by voting for your favorite destinations. And if you're in search of lodging, check out the  Best Hotels in the Caribbean.  (Note: If you plan to visit the Caribbean during hurricane season, which runs from May through November, purchasing an international travel insurance policy is strongly recommended.)

Turks & Caicos

British virgin islands, u.s. virgin islands, st. vincent & the grenadines, cayman islands, st. kitts & nevis, st. martin - st. maarten.

best caribbean islands to visit in early september

Travel to the Turks and Caicos Islands to see some of the most beautiful white sand beaches in the Caribbean, including Grace Bay. Home to one of the largest barrier reef systems in the world, this collection of coral islands also offers unforgettable experiences for snorkelers and scuba divers. Whether you choose to spend the bulk of your time on land or underwater, these islands make a wonderful retreat for those seeking maximum comfort in a tropical setting. However, hotel prices can be higher here than in other Caribbean locales, especially during the peak winter season.

best caribbean islands to visit in early september

Visit St. Lucia for its sprawling chalk-colored beaches, towering volcanic peaks and upscale resorts. You can start your day with a hiking adventure through the Pitons, soak up some midday sun along Reduit Beach and watch the sun set over the Caribbean Sea. You'll want to also save time for a visit to Sulphur Springs, the world's only drive-in volcano. St. Lucia's plethora of romantic luxury hotels, most of which offer incredible views of the Pitons, makes this Caribbean escape especially popular with couples.

best caribbean islands to visit in early september

"Posh" is the best word to describe the British Virgin Islands. The island country's beautiful coast sets it apart from other Caribbean destinations. The shoreline at Cane Garden Bay and the white sand beaches on Anegada island are stunning. Meanwhile, the boulders and sea pools at The Baths National Park (touted as one of the most beautiful beaches in the world) mystify visitors. One of the best ways to see these scenic islands is by yacht or on a boat tour from the nearby U.S. Virgin Islands. Alternatively, you can relax on a beach or by a pool at one of the upscale hotels.

best caribbean islands to visit in early september

Spring is the time to travel to the U.S. Virgin Islands, particularly in late April when the boisterous Carnival season on St. Thomas gets underway. Regardless of when you visit, try to spend at least a day enjoying the unspoiled beauty at one of the many beaches along St. John's shoreline, including the popular Trunk Bay beach. Or, visit a fort on St. Croix for a bit of Danish colonial history during your vacation. The best part? Americans don't need a passport to visit these Caribbean islands.

best caribbean islands to visit in early september

Comprising 32 islands, St. Vincent and the Grenadines has something to offer every traveler. Enjoy time on the biggest island of St. Vincent in its capital, Kingstown, a port city where you'll find a lush botanical garden and fresh fish and produce markets. Then, hop on a boat and sail between the country's other islands for diving, snorkeling, golfing, sunbathing and photo-ops. No matter how you choose to pass the time, a trip to this destination will be one for the books.

best caribbean islands to visit in early september

One of the most scenic spots in the Caribbean, the Cayman Islands is home to premier dive sites, including Eden Rock and Devil's Grotto, as well as plenty of picturesque shorelines such as the world-renowned Seven Mile Beach. For travelers who want to stick to the shallows, Stingray City offers clear water, a sandbar and opportunities to swim with stingrays. Hotel and flight prices tend to be on the lower end during the summer months, so you can enjoy the palm-fringed white sand beaches and serene sea without ruining your vacation budget.

best caribbean islands to visit in early september

While you'll certainly find the standard Caribbean staples – picture-perfect sandy beaches, verdant golf courses and palatial resorts – you'll also discover that Barbados offers a unique roster of non-beach things to do. Travel here to sample Mount Gay Rum, explore the limestone caverns of Harrison's Cave and the Animal Flower Cave, attend a horse race at Garrison Savannah and dance to calypso tunes. Don't forget to save time for exploring the island's historical plantation houses and exotic tropical gardens.

best caribbean islands to visit in early september

With 16 major islands and hundreds of islets, the Bahamas derives its appeal from its stunning beaches and Caribbean Sea views. The country's beaches run the gamut from bustling Cable Beach to Pig Beach and Pink Sand Beach (both of which derive their names from their most unique characteristics). After enjoying your fill of the Caribbean sun, explore the Bahamas' expansive protected areas, including Lucayan National Park. Just plan on sticking to one or two islands to avoid blowing your vacation budget on transportation costs.

best caribbean islands to visit in early september

St. Barts is known for its scenic beaches (from beautiful Anse de Grande Saline to sprawling Anse des Flamands) and unique French Caribbean culture, which is evident in its cuisine and lively annual festivals. St. Barts is also synonymous with luxury, so you'll find many high-end hotels and upscale resorts here, plus harbors that house mega-yachts. To save some coin, grab food at a local supermarket before heading to the beach for a picnic.

best caribbean islands to visit in early september

The bright-colored buildings and natural features of St. George's harbor in Grenada offer a view worth savoring. But don't stare for too long – Grenada has more than 45 beaches to choose from, including the 2-mile-long Grand Anse Beach. Regardless of which shoreline you choose, you'll find clear water and white sand surrounded by lush greenery. If you need a break from the sand, head to Belmont Estate for a chocolate tour or stretch your legs on Grand Etang National Park & Forest Reserve's hiking trails.

best caribbean islands to visit in early september

St. Kitts garners its popularity in part from the soft sands and buzzing nightlife of Frigate Bay. While many choose to vacation here to relax at a resort on the beach and enjoy delicious cuisine (think: tasty seafood and fresh fruit), this destination offers plenty in the way of culture as well. It hosts excellent festivals, most notably the St. Kitts & Nevis National Carnival (known locally as Sugar Mas). When you need a break from the action, hop on a ferry for a daytrip to the quieter island of Nevis, where you'll find Oualie and Pinney's beaches.

best caribbean islands to visit in early september

Antigua is home to a wealth of diverse beaches – 365, to be exact. So whether you're interested in grabbing a bite to eat at Valley Church Beach or seeking a more secluded, romantic vacation at Half Moon Bay, you likely won't be disappointed. Plus, Antigua is where you'll find some of the best resorts in the Caribbean. The island also offers historical attractions to recognize Antigua's Colonial past, such as Nelson's Dockyard, constructed by the British Navy using enslaved people for labor, and Betty's Hope, an early sugar plantation.

best caribbean islands to visit in early september

As one of the ABC islands (along with Aruba and Bonaire), Curaçao sits outside the hurricane belt, meaning you'll find sunny, pleasant temperatures year-round and little threat from swirling storms that can wreak havoc in the Caribbean. The dependable weather and healthy coral reefs (compared to the rest of the Caribbean) make Curaçao a top destination for divers, snorkelers and beach bums. Plus, this Dutch Caribbean locale boasts a lively capital filled with pastel-colored architecture and culturally significant sights, such as a sand-floored synagogue from the 18th century.

best caribbean islands to visit in early september

Home to towering mountains, dense rainforests, colorful coral reefs and stunning beaches, Jamaica boasts diverse scenery that attracts visitors from around the globe. Adventurous travelers can hike, rock climb or dive while their calm counterparts can lounge on Seven Mile Beach's soft white sand or swim in its clear water. It's perfectly possible to spend an entire trip having fun and relaxing at one of the island's numerous all-inclusive resorts. But for an authentic dose of local culture, head to Kingston (the island's capital) to attend a lively festival, listen to reggae tunes and try local specialties like Blue Mountain Coffee and jerk chicken.

best caribbean islands to visit in early september

You'll find first-rate beaches and plenty of activities on St. Martin - St. Maarten, as well as an assortment of hotel options and vacation rentals for many budgets. Experienced and first-time scuba divers can explore the reefs, shipwrecks, sea life and rock formations that surround the island. Meanwhile, foodies can savor everything from fresh seafood dishes (think: conch, codfish fritters and whelk soup) to French-Creole specialties, such as callaloo (kale and spinach soup). Or, stop for casual barbecued meat and fresh fish at one of the open-air lolos located along the shore.

best caribbean islands to visit in early september

Aruba appeals to all types of travelers: Gamblers can hit the casinos, nature enthusiasts can check out Arikok National Park or hike through the Ayo and Casibari rock formations, and water lovers can explore the sea or sign up for a boat tour. Meanwhile, beach bums can soak up some sun along the shoreline on a lounge chair, typically without overheating thanks to the constant breeze Aruba enjoys. What's more, this island lies outside the hurricane belt, so it's an ideal place to visit year-round, though room rates are generally lowest in late summer.

best caribbean islands to visit in early september

Compared to its neighbors, this group of islands has flown under the radar for years but is worth a visit. In this French Caribbean archipelago, you can explore white, golden and black sand beaches. Plus, more than 70% of Guadeloupe's territory is protected nature reserves – not to mention several marine parks complement their dry counterparts – making the country perfect for ecotourists and scuba divers. These preserved areas also appeal to those looking to avoid the crowded resorts and tourist hot spots of more popular Caribbean destinations.

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best caribbean islands to visit in early september

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best caribbean islands to visit in early september

Havana, Cuba

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The 12+ Best Caribbean Islands To Visit in 2023 [Month-by-Month Guide]

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The 12+ Best Caribbean Islands To Visit in 2023 [Month-by-Month Guide]

Why Visit the Caribbean?

When to visit the caribbean, 1. best caribbean island to visit on a budget: jamaica, 2. best family-friendly caribbean island: the bahamas, 3. best caribbean island to visit for all-inclusive resorts: dominican republic, 4. best caribbean island to visit with friends: anguilla, 5. best caribbean island to visit on a honeymoon: st. lucia, 6. best caribbean island to visit for endless beaches: antigua, 7. best caribbean island to visit for first timers: cayman islands, 8. best caribbean island to visit solo: british virgin islands, 9. best caribbean island to visit for luxury: st. barts, 10. best caribbean island for history and wildlife buffs: st. kitts and nevis, 11. best caribbean island for adventure travelers: dominica, 12. best caribbean island for top-rated beaches: turks and caicos, best caribbean islands to visit in winter and spring, best caribbean islands to visit in summer and fall, best caribbean islands to visit in january, best caribbean islands to visit in february, best caribbean islands to visit in march, best caribbean islands to visit in april, best caribbean islands to visit in may, best caribbean islands to visit in june, best caribbean islands to visit in july, best caribbean islands to visit in august, best caribbean islands to visit in september, best caribbean islands to visit in october, best caribbean islands to visit in november, best caribbean islands to visit in december, final thoughts.

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With hundreds of islands, the Caribbean offers an array of destinations for travelers seeking a vacation with sand, sun, and crystal clear waters. Located just southeast of the U.S., it’s relatively easy to get to many Caribbean destinations from numerous U.S. hubs.

From family-friendly islands to honeymoon destinations, affordable escapes, and seasonal options, these are the best islands to visit in the Caribbean.

A Caribbean vacation offers travelers a fun-in-the-sun getaway, but there’s also so much more to get out of a Caribbean vacation. Caribbean vacationers can explore history, culture, cuisine, adventure, and incredible natural landscapes, such as volcanoes, waterfalls, bioluminescent bays, and unique flora and fauna.

It’s easy to get to the Caribbean from many U.S. destinations and airports, and U.S. travelers don’t have to worry about jet lag like they would when visiting islands like Fiji or Bali.

Divers and snorkelers may find the Caribbean especially enticing, as it’s home to some of the most exotic marine life in the world, as well as sea turtles and whales. The islands are also known for having friendly and welcoming locals, as well as iconic Carnival celebrations and festivals throughout the year.

Although the Caribbean islands have a hot and tropical climate year-round, it’s important to understand that most destinations have 2 main seasons: rainy and dry. The dry season from December to May is usually when visitors can enjoy the best weather. The rainy season is from June to November and includes the Atlantic hurricane season. The months of the edges of each of these seasons are considered the shoulder seasons.

Visiting during the rainy or shoulder season may offer better deals on airfare, activities, and hotels. Rainy season could mean sunny skies most of the day with an occasional tropical rain shower, or it could bring a hurricane.

These Are the 12 Best Caribbean Islands To Visit

The Caribbean is divided into 3 groups: The Bahamas, Greater Antilles, and Lesser Antilles . Although The Bahamas aren’t technically in the Caribbean Sea, these islands are still considered part of CARICOM, the Caribbean Community. Also, Turks and Caicos is part of the Lucayan Archipelago alongside The Bahamas.

However, most travelers aren’t too particular about such distinctions, so we’ve included both The Bahamas and Turks and Caicos in our roundup. After all, these islands offer what most Caribbean travelers are seeking, such as crystal clear waters and fine white sands.

Read on to learn about the best places to visit in the Caribbean and what type of traveler each island caters to, as well as the best Caribbean islands to visit by season and month.

Jamaica Beach Shack

Excepting Jamaica’s luxurious Sandals resorts, the island can be a rather affordable destination for travelers who want a budget Caribbean vacation . Low-cost air carrier Spirit offers cheap flights from Fort Lauderdale (FLL) or flights with a layover in FLL from hubs including Chicago (ORD) or Dallas (DFW) for less than $280 round trip on select winter dates.

A quick search on Booking.com revealed many hotels under $100 per night, such as the charming Westender Inn , an oceanfront property with a pool and garden. For under $200 per night, you can lounge on the crystalline sands of the Sand and Tan Beach Hotel in Ocho Rios or enjoy grand sea views at the Hotel Grand A View .

Once in Jamaica, there are plenty of affordable activities to do during your stay. Lounge on the blissful Seven Mile Beach (which, despite its name, is actually only 4 miles long), or pop into a reggae bar to listen to the locals jam from your hammock.

If you’re really in the market for an affordable escape, use your points and miles to fly to the Caribbean — we detail the best ways to do so.

Family on a beach in Bahamas

From pirates to marine life to endless fun in the sun, The Bahamas offers everything a family with young children, teens, or even older adults could ever want. The massive resort complex Atlantis on Paradise Island, home to 5 different hotels, offers family-friendly services like stroller rentals, plus kids 6 and under eat free. There’s also an on-site water park and kids’ club activities. Teens will love the Atlantis underwater video arcade and the teen-only nightclub.

Meanwhile, Nassau is one of the best Caribbean islands for kids, thanks to its interactive Pirates of Nassau Museum , a fit for kids of all ages. You can get up close and personal with wildlife, such as flamingoes at Ardastra Gardens , a wildlife center that also features pigs, monkeys, and other animals. And it’s not just the most developed islands in The Bahamas that cater to kids. The serene stretches of soft sands and calm waters on islands like Exuma or the Abacos are some of the best Caribbean Islands to visit with toddlers, ideal for little kids to run, play, and shout to their hearts’ content.

Sanctuary Cap Cana Marriott All Inclusive

One of the best Caribbean Islands to visit for all-inclusive hotels is the Dominican Republic , thanks to resort areas like Punta Cana, La Romana, and Puerta Plata, all home to numerous resorts that offer all-inclusive packages.

Punta Cana has endless options for all-inclusive travelers , whether you’re on your honeymoon or on the hunt for a family-friendly all-inclusive resort. Choose from the luxury of the Sanctuary Cap Cana (a Marriott resort), the contemporary, family-friendly Hyatt Ziva Cap Cana (home to a water park), and the Hyatt Zilara Cap Cana (adults only), plus 2 new Hyatt Sunscape Resorts opening in 2024 and an all-inclusive, adults-only W Punta Cana coming in 2025 (one of the first all-inclusive W properties in the world).

If you’re hoping to book a Hyatt resort in the Dominican Republic for your next Caribbean getaway, you can save 40% when booking by December 13, 2023 .

What does all-inclusive mean ? Find out how to get your money’s worth at an all-inclusive hotel in our detailed article.

Gorgeous Scilly Cay

Anguilla is known as one of the friendliest islands in the Caribbean , which means visiting with friends will be lots of fun. You can interact with locals at the beach parties of Sandy Ground Beach and enjoy participating in the local culture, including Anguilla’s Carnival celebrations, which happen each summer and include boat races, street jams, and parades. The U.S. State Department has also named Anguilla one of the safest Caribbean islands ( marked as a Level 1 ) to visit, so you and your friends should be able to frolic freely without worry.

Anguilla has quite a bit of diversity in what to do on your vacation. Of course, there are those stunning Caribbean beaches, like the picture-perfect Shoal Bay or the pinkish-hued sunsets of Mead Bay. Friends can also hit up art galleries, visit museums, go snorkeling or diving, birdwatch, and share a meal on the famous island of Scilly Cay, a tiny island home to the Gorgeous Scilly Cay Restaurant , where you can dine on local grilled lobster or Caribbean-inspired surf and turf.

St. Lucia

One of the best Caribbean islands for a honeymoon , St. Lucia’s breathtaking scenery, gorgeous hotels, and impressive natural wonders make it the perfect Caribbean island to visit as a couple . Visitors can admire the island’s emblematic backdrop, the moss-covered Piton Mountains that seem to rise directly out of the sea. Choose from world-class resorts such as Jade Mountain , home to its own chocolate farm and laboratory, and Hyatt’s all-inclusive Zoetry Marigot Bay , flanked with verdant foliage.

Pigeon Island National Park is one of the best spots on the island for couples who want to experience history, a wooded islet home to former British forts. Nature buffs should explore the cascading waterfalls, dense rainforest, and sulfur springs near Soufrière.

The only thing better than a honeymoon in St. Lucia is a free one. You can redeem World of Hyatt points to stay at Hyatt’s AMR Collection properties across the Caribbean. To stock up on Hyatt points, apply for The World of Hyatt Credit Card or earn flexible points that can transfer to the World of Hyatt program with a card such as the  Chase Sapphire Reserve ®  or  Chase Sapphire Preferred ®  Card .

Antigua Beach

The Caribbean is indeed known for having some of the most beautiful beaches in the world. But not every island is created equal, and some have more beaches and better beaches than other destinations. Antigua wins for quantity when it comes to beaches, with around 365 different sandy stretches — you could spend a year there and never go to the same beach twice!

However, the large number of beaches can make it difficult to decide which ones to visit, especially if your trip is just a week long and not a year. We recommend Half Moon Bay, a crescent-shaped stretch of sand with a reef for snorkeling. Ffryes Beach is the one to visit for photos of sparkling sands and transparent waters, especially beautiful around sunset.

Cayman Islands

Between the 3 different Cayman Islands, first-time travelers can get a true taste of what a Caribbean vacation is all about. Grand Cayman, the largest and most popular of the 3, is the perfect place to start , offering visitors a more curated, traditional resort stay and access to perfect Caribbean sands and waters, as well as plenty of dining, amenities, and activities. We love the Kimpton Seafire Resort & Spa , an IHG resort located directly on the famous Seven Mile Beach.

Those looking for something more off-the-beaten-path will also find it in Cayman on the other 2 smaller islands: Cayman Brac and Little Cayman. Both of these islands are known for offering incredible marine life accessible to snorkelers and divers, plenty of solitude, and a general far-flung, deserted island feel.

BVI Tortola

Some Caribbean islands are safer than others, and solo visitors should feel comfortable heading to the British Virgin Islands : Tortola, Anegada, Virgin Gorda, and Jost Van Dyke — plus more than 50 other tiny islands and cays. It holds the lowest travel safety advisory rating (a 1) from the U.S. State Department . This means travelers should exercise normal caution.

Often referred to as BVI, these islands offer comfortable and luxurious resorts like the Rosewood Little Dix Bay or Scrub Island Resort, Spa & Marina (unfortunately, no longer affiliated with Marriott) for those that want to relax in style. There are also plenty of secluded beaches and hidden spots to hide away from more mainstream tourism.

Solo travelers who want to make new friends should head to Cane Garden Bay on Tortola, a picturesque stretch of white sands that features beach bars and hotels with live music, happy hours, and other activities. Another must-see is The Baths in Virgin Gorda, a mix of sea boulders, hidden coves, and white sands accessible by land or boat. Consider heading there first thing in the morning or later in the day to beat the day trippers. For a bit more solitude, consider Anegada, a quieter island known for its wildlife and peaceful beaches.

Don’t have a passport but really want to visit the Caribbean? You can visit the U.S. Virgin Islands (USVI), which became U.S. territories in 1917: St. John, St. Croix, and St. Thomas.

Eden Rock

St. Barts isn’t the easiest Caribbean island to access, which is why high-profile celebrities and athletes often vacation there to get away from the general public and shutter-happy paparazzi. An overseas territory of France, the island oozes French sophistication combined with Caribbean glamour.

Besides the many exclusive luxury hotels, such as   Eden Rock , a seafront property that offers sophisticated amenities like yacht rentals, and the Rosewood Le Guanahani , which feels intimate and secluded, thanks to its 66 rooms and suites, it’s also a paradise for shoppers. Thanks to duty-free status, you’ll pay a lot less tax on luxury goods on the island.

St. Kitts

While the 2 islands of St. Kitts and Nevis boast blissful beaches, lush rainforest, and coveted Caribbean waters, the destination is also ideal for those who want to understand more about the culture of the Caribbean . St. Kitts was Great Britain’s first settlement in the Caribbean. Nevis featured the region’s first hotel, the Bath Hotel, which dates back to the 18th century. These days, when it comes to hotels, we favor the elevated Park Hyatt St. Kitts Christophe Harbour .

Learn more about the island’s history at the Brimstone Hill Fortress National Park , a UNESCO World Heritage Site. Animal lovers may also enjoy the fact that this island is home to hundreds of free-roaming vervet monkeys. Just don’t get too close to them! Between the months of June and September, visitors can spot 3 different species of turtles hatching: the hawksbill, the leatherback, and the green turtle.

The pool at the InterContinental Dominica

Known as the nature hub of the Caribbean, Dominica’s viridescent landscape is home to extensive rainforests, tree-covered mountains, dramatic gorges, inviting freshwater lakes and hot springs, and even active volcanoes. The island’s landscape is decidedly unique, from the bubbling saltwater rising up from the sea floor at Champagne Beach to the sulfur springs of Wotten Waven, rumored to have healing properties.

With 3 national parks on the island, there’s much to do in the way of hiking, whether it be to reach a secret waterfall, wander through a cloud forest, or just enjoy dramatic views of the island’s memorable landscape. You can enjoy some of the island’s best natural wonders right from the hotel if you stay at the   InterContinental Dominica Cabrits Resort & Spa , which overlooks the Caribbean Sea and the greenery and volcano of  Cabrits National Park .

Grace Bay

Turks and Caicos has some of the very best beaches in the Caribbean, with the whitest, finest sand, and clearest, most enticing waters. Although some may argue that Turks and Caicos isn’t really a part of the Caribbean, we’re including them in this roundup. With 40+ different islands, this archipelago has plenty of sand to go around — and all beaches are public, so you can visit as many as you’d like.

Grace Bay is probably the most famous beach on the islands, often snagging the top spot on best beach lists. It’s home to a reef system, and a portion of it is part of the Princess Alexandra National Park . Long Bay Beach’s winds are ideal for kiteboarders, while families should head to the lagoon waters of Half Moon Bay. AvGeeks should head to Pine Cay Beach, where you can feel the breeze from landing airplanes landing at and taking off from the Pine Cay Airstrip , though definitely don’t expect to spot any 747s.

Grenada

The Atlantic hurricane season runs from June until the end of November, so winter and spring are the best times to visit almost any of the Caribbean Islands if you’re looking for sunny, dry weather .

However, with peak season comes peak prices and high crowds, so if you’re visiting during prime time, you might want to consider one of the more affordable Caribbean islands (Jamaica or Dominica) to stay within budget, or one of the more obscure Caribbean islands (Grenada or St. Vincent and the Grenadines) to have a crowd-free Caribbean winter escape.

Curacao

The ABC islands of Aruba , Bonaire, and Curaçao sit outside of the Atlantic hurricane belt , so they’re less susceptible to major or damaging storms. These are the best places to visit if you’d like to escape to the Caribbean in the summer, which coincides with hurricane season.

The best southern Caribbean islands to visit include St. Vincent and the Grenadines, Barbados, and Grenada, as well as Trinidad and Tobago . These islands are closer to Latin America and are usually less likely to get hit by a hurricane, though they’ve all seen their fair share of intense tropical storms.

Just remember, there are no guarantees when it comes to nature, so if you want to minimize the risk of hurricanes or other tropical storms, visit the Caribbean during the dry season (December to May). The highest risk of hurricanes is from August to October, so you may want to consider avoiding those months in the Caribbean if you’re worried about bad weather.

If you visit the Caribbean during the summer months, make sure to get travel insurance . Don’t forget that many popular credit cards come with travel insurance — we detail some of the best in our guide.

Best Caribbean Islands To Visit by Month

Beyond just hurricanes and budget, there are certain times of year when it’s ideal to visit specific Caribbean islands. From underwater visibility to whale migrations to iconic cultural celebrations, these are the best islands to visit in the Caribbean each month.

Grenada sailing

Foodies should head to the Cayman Islands in January for the Cayman Cookout , which brings together revered chefs, mixologists, and spirits connoisseurs from around the world (January 9 to 15, 2024). This year’s event also includes a musical performance from the Goo Goo Dolls.

Grenada is another island to visit in January (and the beginning of February), as the destination hosts Grenada Sailing Week . The event (January 28 to February 2, 2024) consists of sailing races and lots of parties back on dry land.

January is one of the sunniest and driest months in the Caribbean, so you’ll likely have excellent weather on all of the islands. Just book ahead to get the best prices, and know that you may encounter crowds this month and in the months following, especially around spring break .

Trinidad and Tobago Carnival

It’s prime sperm whale season throughout the Caribbean, but especially in Dominica between November and March. Head out on a boat around areas like Scotts Head, Roseau, Layou, and Point Round to admire these gentle giants — just make sure not to lure the animals. You may also spot spotted and spinner dolphins.

For those that want an iconic Carnival experience outside of Brazil, Trinidad and Tobago’s Carnival event (February 12 to 13, 2024) is famous worldwide, featuring parades, partying, and some of the most elaborate costumes you may have ever seen.

Finally, celebrate the leap year and welcome in the month of March with the St. Maarten Heineken Regatta (February 29 to March 3, 2024), home to 4 days of sailing and lots of cuisine and Heineken beer.

Diving in Bonaire

March is another perfect month in the Caribbean, with smooth seas for sailing and excellent visibility for diving and snorkeling. Head to Antigua for the Superyacht Challenge (March 11 to 17, 2024) to see boats race for the win.

Or, focus on the delights of the underwater world, diving and snorkeling around the Turks and Caicos Barrier Reef , Grenada’s Molinere Bay  Underwater Sculpture Park , or Bonaire, where the capital of the island, Kralendijk, translates to coral reef.

Cuba trumpet player

April brings continued sunshine to the Caribbean, as well as the BVI Spring Regatta and Sailing Festival (April 1 to 7, 2024), home to sailing and lots of fun.

For a unique Caribbean experience, let’s not forget about Cuba , a country a few hundred miles away from Florida. April brings the island’s Afro Cuban Dance Festival (March 30 to April 9, 2024) to Havana. U.S. citizens can travel to Cuba if they meet one of the 12 categories of travel set by the U.S. government , which include things like educational activities, support for Cuban people, public performances, and workshops.

Antigua Sailing Week

May is an excellent month for travelers looking for the best Caribbean islands to visit on a budget — although there’s just slightly more rainfall, the prices are usually more affordable, and the crowds start to dissipate. It’s the perfect time to visit St. Lucia thanks to the St. Lucia Jazz and Arts Festiva l (April 30 to May 9), which blends jazz, blues, R&B, swing, calypso, and Latin music with cuisine, dance, craft markets, and more.

This month also brings one of Antigua’s most notable events: Antigua Sailing Week (April 27 to May 3, 2024).

Bahamas

As the Atlantic hurricane season gets its start, the ABC islands, which have more stable and drier weather, become more popular as they reside outside the Atlantic hurricane belt. This is why heading to Bonaire’s Rum Week (June 12 to 17, 2024) is the optimal plan for travelers who want a trip focusing on Caribbean spirits, cigars, cuisine, and sunshine.

Pineapple lovers should travel to The Bahamas for The Bahamas Pineapple Festival (June 7 to 8, 2024). Here, you can chow down on this flavorful fruit alongside other Bahamian desserts and beverages.

Concerned about the possibility of a hurricane? Consider getting one of these cancel for any reason travel insurance policies .

Carnival

July is a month for celebration in the Caribbean . Enjoy Carnival celebrations in St. Vincent and the Grenadines ( Vincy Mas , July 4 to 10, 2024), St. Lucia (July 10 to 17, 2024), and Antigua (July 26 to August 6, 2024).

St. Kitts and Nevis celebrates Restaurant Week (July 13 to 23, 2023), where restaurants around the island will offer special menus around a theme ingredient. The upcoming festival’s ingredient is pineapple.

Finally, Jamaica gets festive with its Reggae Sumfest (July 16 to 22, 2024), featuring nonstop concerts and events.

Tortola on BVI

Brave the heat and humidity to attend Anguilla’s Summer Fest (August 1 to 11, 2024) , celebrating the 50th anniversary of the island’s Carnival history. Events include the Miss Anguilla competition, boat races, concerts, parades, and more.

Both the British Virgin Islands and St. Kitts and Nevis honor their Emancipation Days in August. To celebrate, these destinations feature several days of music, parties, and more.

Hurricane season lasts about half the year. However, the most common time for cyclone activity is around September 10, according to the National Hurricane Center. Still, that doesn’t mean storms will definitely occur around that time. If you’re willing to brave the possibility of hazardous weather (most often intermixed with plenty of sunshine), September happens to be prime turtle-hatching season on many Caribbean islands . Spot them on islands such as Aruba, St. Kitts and Nevis, The Grenadines, and even in Mexico, Florida, and Puerto Rico , too.

Remember, even during the peak of the Atlantic hurricane season, the ABC islands often see much less inclement weather , so October is a good time to visit.

If you’re willing to brave a bit of rain, visit St. Lucia, which celebrates its Creole Heritage Month in October. Festivities begin October 1 with Oktoberfest and end on the last Sunday in October to celebrate Creole Day. Or, vacation in Barbados , known as the birthplace of rum. The island celebrates its Food and Rum Festival each October.

Cayman Islands Pirates Week Festival

November welcomes the final month of hurricane season, so you may see clear skies as the end of the month approaches. Families and adults alike can celebrate at the Pirates Fest in the Cayman Islands . It’s celebrated on all 3 islands (Little Cayman, November 3 to 5, 2023; Grand Cayman, November 9 to 19, 2023; and Cayman Brac, November 24 to 26, 2023). The merriment includes parties, cultural events, turtle releases, costumes, dancing, and plenty of pirate fun.

Those looking for a slightly higher-brow experience than “Yo ho ho and a bottle of rum” can find it in St. Bart’s. The annual St. Barth’s Gourmet Festival (November 7 to 12, 2023) welcomes top chefs and hungry foodies from around the world.

Christmas beach

Spending the holidays in the Caribbean is the ideal winter getaway. The weather starts improving, so those in search of winter sun will find warm and drier conditions in nearly all of the Caribbean Islands . However, we suggest a visit to The Bahamas, where 16 of the islands celebrate Junkanoo , which includes dancing, music, and elaborate costumes. The festival occurs on the day after Christmas annually.

Meanwhile, the U.S. Virgin Island of St. Croix celebrates the Crucian Christmas Carnival , which begins in December and culminates on Kings Day, which is January 6.

If the beach and sunshine don’t inspire you around the holidays, consider a trip to Europe, home to some of the world’s best Christmas markets , instead.

With so many islands in the Caribbean, it’s easy to find the right one for you . Whether you’re on a budget, looking for the best beaches, or want to travel in a specific month or season, the wide range of Caribbean islands offers something for every traveler.

The information regarding The World of Hyatt Credit Card was independently collected by Upgraded Points and not provided nor reviewed by the issuer.

Frequently Asked Questions

What caribbean island should i visit first.

Most Caribbean islands are ideal for first-time visitors, but we suggest heading to the Cayman Islands, which offers a little bit of everything. Islands such as the U.S. Virgin Islands are also easy for first-timers, as you don’t need a passport, and most locals speak English.

What is the cheapest and safest Caribbean island to visit?

One of the most affordable Caribbean islands is Jamaica. Dominica, a more under-the-radar destination, is also cheaper. Visiting any of the Caribbean islands during the low season (June through November) means you may get better prices. The safest Caribbean islands are the British Virgin Islands, ideal for solo travelers, and Anguilla, which markets itself as a very safe Caribbean destination.

Which is the nicest part of the Caribbean?

If you’re looking for a luxury vacation, the nicest part of the Caribbean may be St. Bart’s, an island frequented by the rich and famous. If you’re traveling with your family, The Bahamas is the best Caribbean island to visit with toddlers, children, and teens, with lots to do and see.

Where is the prettiest place in the Caribbean?

The prettiest place in the Caribbean is debatable. Antigua and Turks and Caicos are known for beaches, while islands like Bonaire may be most beautiful underwater, with extensive marine life. If you love natural wonders like waterfalls, hot springs, and rainforests, St. Lucia and Dominica are 2 of the prettiest Caribbean islands.

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About Lori Zaino

Lori is an intrepid traveler who loves creating itineraries that exude “luxe on a budget.” She’s written for CNN, NBC, The Infatuation, and more, and loves to muse about points-fueled trips to Sri Lanka, Sicily, and Myanmar.

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The Best Times to Visit the Caribbean for Beautiful Weather, Fewer Crowds, and Lower Prices

These are the best times to go to the Caribbean, according to experts.

best caribbean islands to visit in early september

When it comes to picture-perfect island getaways, the Caribbean consistently tops the list as one of the world’s best regions to visit. This region of more than 700 islands scattered across the Atlantic Ocean, Caribbean Sea, and Gulf of Mexico is known around the world for its palm-fringed beaches, jungle-covered peaks, crystal-clear water, diverse cultures, and deliciously tropical weather.

There is no wrong way to do the Caribbean, whether your interests are above or under the waves, onshore or off. But one of the best ways to set yourself up for success is to head to the Caribbean during a time that aligns with your interests, budget, and vacation style.

cdwheatley/Getty Images

"There is no one-size-fits-all approach [to the Caribbean],” said Stephen Bennett, a Caribbean expert and co-founder of Uncommon Caribbean . "The Caribbean offers just about everything — even ice skating. As such, top attractions and activities could mean wildly different things to different people."

To help you find the best time to visit the Caribbean for your next vacation, we've broken it down into a few main seasons: 

  • High Season : January to May
  • Shoulder Seasons : May to June and late October to mid-November
  • Low Season : August to October

Matteo Colombo/Getty Images

Best Times to Visit the Caribbean for Smaller Crowds

The summer and fall seasons are the best times to avoid the throngs of tourists throughout the Caribbean. 

"We all know that the Caribbean's trademark soothing warmth is what draws the most folks in winter. So, naturally, crowds thin out nicely when temperatures are high where tourists live, mainly the U.S.A., Canada, and Europe," said Bennett.

At the same time, summer and autumn also fall during hurricane season. Atlantic hurricane season generally runs from June through November, but late summer and early fall can be a tempting time for travelers who want to avoid the crowds, says Bennett. His tips? Keep an eye on the weather, buy travel insurance, and book hotels that offer hurricane guarantees.

Yearly Carnival celebrations also draw crowds across the Caribbean, and the dates vary by island, but many happen in February and March or July and August. 

Chris Marinaccio/Travel + Leisure

Best Times to Visit the Caribbean for Good Weather

"Perfect weather" in the Caribbean would likely equate to sunny days with warm water, delightful breezes, and minimal rainfall and humidity. For that kind of weather, Brittney Magner, vice president of luxury travel sales at Royal Travel and a Travel + Leisure A-List Advisor , says January through May is the ideal time to visit.

"After the hurricane season is over, the water starts to get really warm. Just stay away from spring break time," she says. (School spring breaks tend to be in March and April.) 

Bennett adds that full days of rain are rare in most parts of the Caribbean and consecutive rainy days are even more unheard of. "If your definition of good weather constitutes clear skies and warm temperatures, then anytime is a great time to visit the Caribbean," he notes. "That is, of course, unless you're opting for a hillside mountaintop retreat somewhere in the Caribbean's many rainforests,” which he says can get chilly during the winter months. 

Lauren Breedlove/Travel + Leisure

Best Times to Visit the Caribbean for Low Prices

The best deals in the Caribbean can often be found when the weather is at its worst — during hurricane season. At the same time, a small window exists in the dead of winter when good deals can be found. "The most ideal bargain period extends from early January to early February," said Bennett. "Essentially from the time that all the New Year's Eve confetti is swept up until President's [Day]."

Magner adds that May is also a great time to get a good deal, right after the spring break season is over and the kids have gone back to school. 

Related: The Best Budget Travel Tips — From Saving Money on Air Travel to Spending Less on Hotels

Taylor McIntyre/Travel + Leisure

Best Times to Visit the Caribbean for Diving and Boat Carters 

January in the Cayman Islands offers some of the best diving in the Caribbean. However, March is the best time to encounter humpback whales in the Dominican Republic. Overall, the best diving in the Caribbean can be found between November and May.

A good portion of Magner’s clients are visiting the Caribbean for boat charters. "Everyone wants to go and see a different island," she said. "For example, if you go to Anguilla, you can take a boat over to St. Barts. Or you can experience all the little islands around the Dominican Republic or Turks and Caicos." 

The best times for boat charters, and most outdoor adventures, are in that January through May period when the weather is its best. 

elvirkin/Getty Images

Best Times to Visit the Caribbean for Foodies

The Caribbean offers a little bit of everything. Foodies in particular will find that each island has its own unique flavors (and loves to celebrate them). St. Kitts and Nevis, for example, holds its Restaurant Week in mid-July. It's a week-long celebration of local cuisine challenges, inviting chefs to create dishes featuring one key homegrown ingredient.

Bennet says that Martinique also holds an annual food festival, the Martinique Sainte-Marie Gourmet Food Festival, each year in May, which follows a similar format to the one in St. Kitts and Nevis.  In November, the BVI Food Fete comes to the British Virgin Islands of Anegada, Jost Van Dyke, Tortola, and Virgin Gorda, and it lasts the entire month.

Eric Ripert's iconic Cayman Cookout comes to the Cayman Islands every January. This gastronomic celebration features cooking demonstrations, poolside parties, wine pairings, and much more. 

Worst Times to Visit the Caribbean

As you can imagine, the worst time to visit the Caribbean is when it has the "worst" weather during hurricane season. Bennet says while he does not think there is a "worst time" to visit the Caribbean, he prefers to visit when the crowds have gone away. Ultimately, the best and worst times to go to the Caribbean depend on your island of choice and travel goals, but we think almost any time is a great time for a beach getaway .

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The best Caribbean Islands to visit on your next vacation

best caribbean islands to visit in early september

Whether you want to relax on sandy beaches, snorkel, visit a volcano, or enjoy Caribbean food - there's a Caribbean Island experience for everyone. In this guide, I have selected the best Caribbean Islands to visit along with things to consider when booking. Which will you choose for your next vacation?

Factors to consider when picking a Caribbean Island to visit

A woman in a bright green bikini driving around a huge sunken boulder in a crystal-clear sea.

With so many Caribbean islands to choose from, there are a few things to consider before deciding on a destination. Let's take a look:

The weather

The Caribbean experiences good weather throughout most of the year. However, it can be cooler in December and January, especially in the mornings. So, if you’re visiting the Caribbean for Christmas or Valentine’s Day, choose one of the hotter islands, such as Aruba . On the other hand, it can get very hot on the beach in the summer. Whenever you have the chance, reserve or rent a cabana. I traveled with my girlfriends to Aruba and we lounged on the beach for most of the day. Those of us who were under the cabana were protected, and the rest of us got sunburned. Many of the beaches and hotels offer cabanas and they are well worth the investment.

Activities and attractions

Looking for buzzy nightlife? If so, popular islands like Trinidad and the Bahamas, where celebrities often visit, might fit the bill. There you’ll find several beachside bars where you can grab a drink. More adventurous types should head to Jamaica , where you can spend time outdoors riding ATVs or ziplining through the forest. If you’re more interested in a quiet vacation, the Turks and Caicos might suit you best. There you can stay at a private beachside villa where you can sunbathe without being seen. The US Virgin Islands is a particularly good place to take children because of its many family-friendly resorts , which include fun activities for all ages.

Getting there

Where are you flying from? If you’re in Miami or Fort Lauderdale, you’re just a short flight from Nassau, Puerto Rico, and the Bahamas. In fact, depending on what island you’re visiting, you can be there in less than 2 hours. You can also find several flight deals from major cities like New York City to the Bahamas or the Dominican Republic, or from Los Angeles to Jamaica. Hailing a taxi on the Caribbean islands can be expensive, so renting a car is a good option for getting around. If you don’t want to hire a car, many of the islands, including Barbados and St. Lucia, have good public transportation. You can also stay in a walkable neighborhood like Sandy Point in the Virgin Islands, or a beach town like Eagle Beach in Aruba.

Accommodation options

Would you prefer to stay in a large resort or a boutique beachfront hotel with quick access to sandy beaches? There are several large hotels in San Juan, Puerto Rico, each with its own restaurant, spa, and convention center. There, you’ll be a short drive from the beach but close to various city amenities like shopping and dining in San Juan. If you want to be just steps from the beach, consider the island of Jamaica, where you’ll find many charming hotels within a short walk of Negril Beach.

Of course, your budget will be important when you’re making your Caribbean travel plans. The cost of hotels and food can fluctuate depending on the island you choose. For example, Trinidad and Tobago, along with Punta Cana in the Dominican Republic, have many budget-friendly hotels to choose from. You can also save money by visiting the islands outside of peak season, typically from September to November. Although staying at an all-inclusive resort might be more costly, it will make tracking your spending in the Caribbean easier, because pretty much everything is part of the package (including food and various activities).

Find flights to the Caribbean Islands

The best Caribbean Islands

1. the bahamas, the best caribbean islands to visit for nightlife.

A pig swims in crystal-clear waters of a beach.

The Bahamas is home to scores of bars, many of which open after hours. Some are on the beach, where you can dance in the sand, while the heart of the city is home to luxurious nightclubs with grand staircases and famous DJs playing the latest hits. Stay at one of the party resorts for a club-like atmosphere that lasts from morning to night. This is also a great way to meet people if you're traveling solo.

  • For partying, the best time to visit the Bahamas is around Spring Break (March/April) or later in the spring (May/June).
  • For the best nightlife, consider booking your stay in Nassau .

Find stays in the Bahamas

2. Jamaica, the best Caribbean Island to visit for adventure

A male local paddles a bamboo raft on the forest lagoon.

Jamaica is one of the best Caribbean Islands to visit if you like outdoor adventures. For something a little different, there are several waterfalls where you can go climbing, soak in relaxing waters, or row through caverns. Jamaica also provides opportunities to surf, go ziplining over waterfalls, or horseback ride. Visit Mystic Mountain in Ocho Rios to enjoy rainforest bobsledding – no snow required.

  • The best time to visit Jamaica is in the winter months to avoid the really hot weather.
  • The best cities to visit are Negril , Montego Bay , and Kingston (the capital city).

Find stays in Jamaica

3. Barbados, the best Caribbean Islands for foodies

Rows of colourful houses gracefully perch on the soft white sand, while swaying palm trees dot the landscape.

Foodies will love getting a taste of Barbados . On the island, there are numerous bars, rum shops, fine dining restaurants, and food trucks where you can sample an array of tropical dishes. Don’t leave without trying some of the island’s most popular dishes and drinks, such as fish cakes, guava cheese, chicken feet, and rum punch. Visit in mid-October for the Food & Rum Festival , which takes place on the southwest end of the island, to meet celebrity chefs and try lots of local cuisine. If you fancy brushing up your kitchen skills, why not learn to cook Creole and Caribbean dishes while you’re on vacation, several places on the island offer cooking classes.

  • The best time to visit Barbados is in the winter.
  • The best places to visit include Bridgetown (the capital city) and Saint James .

Find stays in Barbados

4. Dominican Republic, the best Caribbean Island to visit for history lovers

A white church looming over a city street crowded with parked cars.

The Dominican Republic has a rich history, having become independent in 1844. There are several historical sights to discover around this island to help you learn more – these include the El Faro a Colón, a monument in La Isabela near Santo Domingo, and the UNESCO World Heritage Site in Santo Domingo, the capital of the Dominican Republic.

  • The best time to visit the Dominican Republic is early to late spring when the weather is at its finest.
  • Santo Domingo is the best city to visit in the Dominican Republic.

Find stays in the Dominican Republic

5. Puerto Rico, the best Caribbean Island to visit for tropical rainforests

A man skillfully surfs on the wavy beach by the lush island.

See a variety of plants and wildlife on a tour of El Yunque National Forest in Puerto Rico . While visiting the park, you can also enjoy a swim, go for a hike on the trail, or hop on a horse to see even more of the forest. Just be sure to take your bathing suit and camera along – this is a photographer’s paradise.

  • The best time to visit Puerto Rico is winter or spring.
  • The best cities to visit in Puerto Rico are San Juan (the capital) and Ponce.
"One of the most popular events is the Trinidad Carnival, which takes place in February and is a colorful carnival similar to Mardi Gras. Carnival participants often throw mud, paint, and flour for added fun. If you’re into music, there are several Caribbean festivals that you might enjoy, such as the Crop Over Festival held in July in Barbados, which features calypso bands. If you prefer reggae music there’s Sumfest, which also takes place in July on the island of Jamaica."

Find stays in Puerto Rico

Plan your visit to the Caribbean islands

A building with light green exterior walls and white arched mouldings around its windows and doorway.

A visit to the Caribbean can be great for a family holiday, an adventure vacation, or a romantic getaway. No matter your reason for traveling to this exotic destination, there’s an island that will suit your travel style and budget. The Caribbean Islands are a beautiful place to make memories, so start planning your island vacation today. Find the best flight deals , hotels , and vacation packages for your preferred island.

Not sure when to travel? Check out KAYAK’s Best Time to Travel tool for personalized recommendations.

Caribbean Island FAQS

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Best Caribbean Islands to Visit in September

best caribbean islands to visit in september

Let’s be honest for a moment. Is there ever really a bad time to take a vacation to an island in the middle of the Caribbean? There isn’t. That’s why we have a list of the best Caribbean Islands to visit in September. 

As fall is (slowly) kicking into gear throughout much of the U.S., it still feels like mid-July in places like Grand Cayman and Barbados. So, if you want to hold on to summer a little longer, then you know what you have to do. 

Pack your bags, grab your sunglasses, and don’t forget your reef-friendly sunscreen — it is time for some relaxation amongst the bright blue waters of the Caribbean. 

Best Caribbean Islands to Visit This Fall

Believe it or not, there are over 700 islands, reefs, and cays found within the Caribbean waters, though only about 26 of them are suitable for visitors looking for a getaway. A visit to nearly any island is enjoyable, but here are the best of the best —- the best Caribbean Islands to visit in September. 

Barbados is an exciting spot which means it sees a high influx of tourists throughout the year. However, September is the least busy time — giving you the perfect opportunity to enjoy what it has to offer. 

Things to do here: 

  • Snorkeling (especially around the coral reefs and shipwrecks)
  • Hiking on island trails
  • Indulge in delicious island cuisine
  • Relax in the sand
  • Watch the sunrise over the Atlantic
  • Learn about the history and culture
  • Visit all the local shops

Curaçao is an island that is part of the Netherlands — and it is stunning. Brightly colored architecture with many different style influences draws you in and makes you want to explore every inch of the island. It is even a protected UNESCO World Heritage Site. This island is peaceful and refreshing.

  • Shop for Dutch specialties 
  • Go snorkeling over the coral reef
  • Take a scuba class
  • Meditate on the shoreline of white sand
  • Swim in the tranquil waters

Granada is the true definition of a tropical paradise. This island is known for its favorable cuisine as much as its breathtaking beaches. And did we mention that the waterfalls are like no other? 

Things to do here:

  • Spend time at Seven Sisters Waterfalls
  • Sit by the beach and soak in the warm sunshine
  • Go scuba diving or snorkeling
  • Take a boat ride or go kayaking or paddleboarding
  • Explore the many tropical conservation projects

St. Thomas is the capital of the U.S. Virgin Islands. Here and around the island there is so much to do and see. Of course, the culinary scene is hot here – and the frozen tropical beverages are cold and delicious. Surrounded by turquoise waters, you are sure to enjoy your stay.  

  • Snorkeling (don’t miss seeing the tropical fish that live among the coral reefs)
  • Relax on the soft sand – in the sun or under the shade of the mangroves
  • Take a boat ride
  • Go paddleboarding

If you are traveling with your significant other, don’t miss out on the romance at Honeymoon Beach. 

Getting To Your Caribbean Island

Do you know the best way to get to a Caribbean Island? Via a private jet charter. 

While some of these islands are built to handle large commercial aircraft, some have kept the vibe (and the local traffic) rather calm with smaller airports. This means that the island is still very easily accessible — you are just going to need to find a new way to get there. 

Private jets are perfectly accommodated with the island runways so you can feel confident about your entire trip, from the time you leave home until the time you return. 

Besides, would you really want to deal with the hassles of commercial air travel even if the island you choose has the capacity to handle them? Between the long check-in process, TSA security lines, customs lines, and the crowded aircraft itself — going home this way after a nice island stay is going to bring a surge of stress right back into your life. 

 When it comes to getting to your Caribbean Island, keep it calm with a private jet charter . 

Why Is September a Great Time to Visit the Caribbean?

It is no secret that September is the peak of hurricane season in the Atlantic. Many travelers question whether or not they should even consider a trip to the Caribbean this month. But, before you throw your travel plans in the garbage, know this — September is the best time to visit the Caribbean. Here’s why. 

With today’s meteorology technology, we know about storms well in advance of their arrival. Unlike most weather, hurricanes don’t just appear out of the blue. Rather, they develop over time. Besides, the Atlantic Ocean is vast, giving storms all sorts of directions to go. The likelihood of a storm heading for your tiny island at the exact time you are there is very slim. 

Should something arise in the waters that looks like it may be a threat to your island? You will just fly home. It’s that simple. The low chances of a hurricane combined with your peaceful time on the island make September a great time to visit. Go enjoy yourself. 

Head to the Caribbean this September with Sun Air Jets

At Sun Air Jets , we know all about exquisite experiences and the luxuries in life. And a chance to spend time on an island under the sun is only part of the package. The other is getting there. 

With a private jet from our significant charter fleet , we will be able to get you to and from your destination with ease. And because we know you will have such an incredible experience with our flight crew, you may as well count your travel time as part of your getaway. It will sure feel like a luxurious escape. 

We take every step imaginable to ensure that your safety and overall experience are our utmost priorities so that you can remain carefree. 

Book your Caribbean getaway this September with Sun Air Jets. Contact us today!

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There’s never a bad time to visit the Caribbean

Nasha Smith

Nov 24, 2022 • 7 min read

Aruba beach with pink flamingos at the beach, flamingo at the beach in Aruba Island Caribbean. A colorful flamingo at beachfront, woman on the beach with flamingos

There's an ideal time to visit the Caribbean, but the consistently tropical temperatures mean there’s lots to do year-round too © Getty Images / iStockphoto

Is there ever a bad time for a Caribbean vacation?

Aside from the threat of heavy rains during hurricane season, the region is generally blessed with consistently tropical temperatures, clear yet impossibly blue seas, infinite stretches of white sand, verdant rain forests and flavorful cuisine. 

While weather conditions vary slightly between destinations, vacationers looking for a respite from the winter months almost universally head to the islands during high season, between December and April, when humidity is low and breezes are cool. (The influx of visitors does bring higher prices and more crowds, however.) Luckily, the region’s calendar is packed year-round, so there’s always something to do. The low and shoulder seasons are also the perfect time to snag a travel deal.

Here’s what to expect throughout the year.

Visit between December and mid-April for peak whale watching

If you’re from an area that typically experiences harsh winters or a cold climate, the consistently favorable and warm Caribbean appeals between December and April. Yet you’ll find that plenty of other travelers will also be flocking to the islands, too, which means less availability on flights and accommodation, higher room rates and airfare, and more-crowded beaches and attractions.

Even so, high season is the optimal time for whale watching. Dominica is the whale-watching capital of the region and the only country in the world sperm whales call home year-round. The French island of  Guadeloupe harbors 15 species of whales and hosts multiple whale-watching excursions from December to May. 

Key Events: Three Kings Festival, Puerto Rico; Sugar Mas, St Kitts and Nevis; Atlantic Rally for Cruisers, St Lucia

Find the best prices from June to November  

While summer ushers in the Caribbean’s hurricane season, the increase in rainfall usually yields deals on everything from flights to hotel rooms. Wet weather doesn’t dampen the spirit of the either region or its resilient people. And many islands, such as St Lucia , St Vincent , Barbados  and Antigua , indulge in the revelry and splendor of carnival ( vaval ) between June and August.

It’s also turtle-nesting season in Barbados, Bequia , Nevis  and Dominica. In St Lucia, you can both decompress and satisfy your sweet tooth with decadent cocoa-infused tours, spa treatments and classes, where August is designated as Chocolate Heritage Month.

Key Events: Portland Jerk Festival, Jamaica; McLean’s Town Conch Cracking Festival, Bahamas; Pirate Week, Cayman Islands; Tour de Yoles Rondes, Martinique ; Anguilla Tranquility Jazz Festival; Spicemas Grenada

Hit the beach from mid-April to June  

Not only will you save money with discounts and deals during the region’s shoulder season, you will also avoid the touristy crowds. Your most difficult decision will be which alluring slice of sand to lounge on.

The Bahamas beckons with the silky, pale-pink sands of Harbour Island . Anguilla ’s pristine Shoal Bay regularly features on best-beaches lists. In Antigua and Barbuda, you’ll have your choice of 365 beaches, all with warm and tranquil waters. And the Baths in the British Virgin Islands are unmatched for sheer natural beauty. Truthfully, you will find the perfect pocket of powdery sand and pellucid waters on almost any Caribbean island. 

Key Events: Oistins Fish Festival, Barbados; French Surfing Competition, Guadeloupe; Hike Fest, Dominica

January is prime time for fishing in Grenada

Grenada ’s azure waters are ideal for deep-sea fishing all year long – but the prime time for a good catch falls in the high season between December and April. The  Spice Island Billfish Tournament draws anglers from around the region and beyond for a week of fishing, with local cuisine and music peppered throughout the festivities. The tournament follows international catch-and-release standards, allowing only potentially record-breaking billfish to be brought to the weigh station.

A costumed man in a Carnival parade in front of a giant fish float

Trinidad & Tobago host the best Carnival in the region in February 

The Caribbean is known worldwide for its commitment to carnival celebrations, with several islands hosting their own version of the flamboyant festival throughout the year. But the largest – and arguably best – carnival event of the region is held in Trinidad and Tobago . The pre-Lenten party attracts thousands of revelers annually for a nonstop stream of fetes, limbo competitions, pulsating calypso and soca rhythms, and an exuberant costumed parade. There's even a term for that post-carnival comedown, or depression, you’re guaranteed to feel at the end: “carnival tabanca .” Expect it to hit hard.

The unparalleled Bermuda International Film Festival happens in March 

Since 1997, Bermuda has welcomed cinephiles for the Bermuda International Film Festival (BIFF). The nine-day extravaganza of world cinema is highly respected and features movies from the world's leading filmmakers and emerging talent. Attendees also have access to filmmaker Q&As, discussions, master classes and parties. In between panels, divers can take in Bermuda’s unparalleled views of the island’s coral and marine life, shipwrecks and underwater caves.

Head to Tobago in April for the Jazz Experience 

Trinidad commands the bulk of the attention, but the smaller half of the twin-island republic, Tobago , offers an idyllic escape. The Tobago Jazz Experience is a marquee event on the island, an opportunity for visitors to soak in the easygoing yet intoxicating atmosphere of the island in between performances by world-renowned jazz, R&B, soca, calypso, reggae and Latin artists. 

Looking down on a harbor with boats, framed by greenery and mountains in the distance

Antigua Sailing Week in May is one of the top regattas in the world

One of the top regattas in the world takes place in Antigua, just off the waters of English Harbour in Saint Paul Parish. Sailors from Russia to South Africa converge on the island in more than 100 yachts for equal parts competition and socializing during Antigua Sailing Week . 

The St Kitts music fest in June features the best of Caribbean music

St Kitts may be tiny, yet the island’s music festival  has a mighty international reputation. Besides the impressive lineup of soca, jazz, R&B, gospel and reggae performances, patrons can enjoy grabbing food from the local vendors onsite before settling in on a blanket for picnics on the expansive lawn at the Kim Collins Athletic Stadium in Basseterre. 

Jamaica’s best party, Reggae Sumfest, takes place in July

Jamaica boasts myriad musical legends, with none greater than reggae icon Bob Marley . His genre is honored at Reggae Sumfest , the largest music festival in Jamaica – and the entire Caribbean. The week-long event kicks off with a beach party, followed by a free street dance, a global sound clash and an all-white party. The final two nights feature live performances from the best reggae and dancehall artists in the world. Past bills have included local superstars Ziggy Marley, Barrington Levy, Vybz Kartel, Spice and Beenie Man – and, for good measure, international powerhouses 50 Cent, Rihanna and others. 

Palm trees framing a white-sand beach with turquoise water on a bright day

Kadooment Day on Barbados is August’s premier event

Barbados’ Crop Over tradition originated as a celebration to mark the end of the annual sugarcane harvest. Now it is the island’s premier event, combining music, arts, food and culture. The pièce de résistance of the three-month observance is the colorful, costumed carnival parade known as Kadooment Day, which takes place in early August. 

Immerse yourself in Aruba’s history during Fiesta di Cunucu in September 

Aruba ’s Fiesta di Cunucu is an immersive experience exploring the island’s heritage through its traditional housing. During the exhibition, cunucu homes are furnished with antiquities from the community museum to provide an authentic replication of past living conditions. The program also integrates Aruban music, folkloric dances, handcrafts and a farmers market with fresh local produce. 

Indulge in St Lucia’s best Creole cuisine during Jounen Kwéyòl in October 

St Lucia honors its French and African cultural influences throughout October – and the main event is Jounen Kwéyòl (Creole Day), on the the last Sunday of the month. Select communities around the island host locals and visitors alike for musical and cultural performances – and, of course, serve up plenty of creole fare, such as callaloo soup, bouillon, smoked herring, coconut balls, accras (fishcakes) and green figs and saltfish, St Lucia’s national dish. 

Turks & Caicos welcome the best chefs in the world in November

Foodies and wine lovers descend upon  Turks & Caicos in early November for the Caribbean Food and Wine Festival . This event sees top international chefs dishing up gourmet meals and wine tastings, set against the paradisiacal backdrop of the islands’ turquoise waters and white-sand beaches. 

The Bahamas celebrates Junkanoo in December

Carnival is not just a summer activity. The Bahamas celebrates both Boxing Day (the day after Christmas) and New Years Day with Junkanoo party parades in the capital of Nassau . But the vibrant pre-dawn festival vibe is also woven into celebrations in Bimini , the Exumas , Grand Bahama , Eleuthera and Harbour Island, the Abacos and all of the archipelago nation’s 16 islands.

This article was first published Jan 24, 2022 and updated Nov 24, 2022.

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12 Best Caribbean Islands to Visit in 2024

Travel Advice

Updated: December 15, 2023

by Haley Parker

When choosing your next vacation, I’m sure a few things sound as appealing as a wonderful Caribbean holiday. Imagine cocktails, adventure, soft, white sandy beaches, crystal-clear turquoise waters, and palm-fringed beaches.

But choosing can be difficult. The whole Caribbean destinations area has more than 7,000 islands, keys, and islets, so I don’t know about you, but choosing the best Caribbean islands sounds like a feat too great for man. 

Narrowing down your options isn’t easy, and that’s where I come in. This is a comprehensive guide to the best islands in the Caribbean , and I promise, there’s an island or romantic vacation for everyone here. 

The Best All-Inclusive Resorts in The Caribbean

Sandals Resorts (Adults-Only) and Beaches Resorts (Family-Friendly) offer the best all-inclusive packages across eight islands in the Caribbean. Explore their specials and deals available today.

My Bottom Line Up Front: The Best Island in the Caribbean 

Calling the best Caribbean island winner is no easy feat, with thousands of islands to choose from. After much consideration, there can only be one: St. Lucia . 

St. Lucia’ s beauty is epic. There are loads of activities for everyone – whether you visit while on your honeymoon or with your family. You won’t be bored.

My Selection Criteria for the Best Caribbean Islands 

When I decided to look into the best islands in the Caribbean region, I figured a checklist or selection criteria had always worked well for me, so why not trust this process again? 

To choose the best islands in this part of the world, I considered: 

  • You, my dear reader. Every person is different – some want a chilled vacation where they laze and tan about on the beach, while others are into shopping, adventure, or cultural experience. My selection of the best Caribbean islands caters to all kinds of people. 
  • How to get there. There are multiple flights from various U.S. cities to these islands, and where there are layovers and needing to take a ferry or boat, it’s more than worth it. 
  • Where to sleep. Not everyone has the budget to stay in exclusive all-inclusive resorts, so I wanted to ensure there’s an accommodation option for every traveler – wealthy or on a budget. 
  • What to do. The islands I chose offer a variety of activities to keep you and your family engaged – all vacation long. 
  • The X factor. I also considered some of the lesser-known and smaller Caribbean islands for my guide. These islands offer something extra special in the uniqueness factor, ensuring they are a must-visit. 

12 Best Caribbean Islands 

Looking for the best island(s) to enjoy your vacation or trip? Here are the 12 best Caribbean islands for you! 

St. Lucia 

Best for: Those who love the outdoors 

When it comes to first impressions, St. Lucia easily wins. With the duo Piton Mountains rising out of the Caribbean sea, the beautiful famous beaches, and tropical rainforests, it’s a sight to behold. 

St. Lucia is ideal for honeymooners, couples, or those traveling with kids. It has something for everyone to enjoy. You can just chill at the beach, book a tour, partake in numerous water sports, hike through lush rainforests, or sample the local culture and Caribbean cuisine. 

Where to Go in St. Lucia  

  • Soufrière 
  • Anse Chastanet beach 
  • Reduit Beach 
  • Pigeon Island National Park
  • Marigot Bay 
  • Rodney Bay 

What to Do in St. Lucia

  • Hike up Gros Piton or Petit Piton (or #both) 
  • Walk the Tet Paul Nature Trail 
  • Join the Gros Islet Beach Party every Friday night 
  • Drive into a volcano 
  • Take a mud bath in the sulfur spring pools 
  • Stroll through the Diamond Falls Botanical Gardens 
  • Book an ATV tour, a rum tour, or a tour of a sugar mill plantation
  • Splash for fun at the Splash Island Water Park 

Consider These St. Lucian Accommodation Options 

  • Sandals Regency La Toc
  • Sandals Grande St. Lucian
  • Sandals Halcyon Beach
  • Calabash Cove 
  • Stonefield Villas Resort 
  • Sugar Beach 
  • Royalton St. Lucia Resort and Spa

The Cayman Islands

Best for: A chilled or adventure-filled experience 

The Cayman Islands is home to 66,000 friendly locals. They live on any of the three islands that form the Caymans: 

  • Grand Cayman – an elegant island 
  • Little Cayman – a tranquil island 
  • Cayman Brac – an island ideal for the adventurous spirits 

There’s something for everyone in the Cayman Islands. 

It may feel like you never left the U.S. when you vacay on these 102 square miles of islands; you get a South Florida vibe in the Cayman Islands. But it’s more chilled with less traffic. 

Where to Go in the Cayman Islands  

  • Georgetown, the capital 
  • Starfish Point Beach 
  • Black Pearl Skate and Surf Park 
  • Locked Inn Cayman 
  • Cayman Craft Market 
  • Oasis Aqua park 

What to Do in the Cayman Islands

  • Visit the colonial forts like St James Castle 
  • Explore the museums that chronicle Carib piracy and British maritime history 
  • Be amazed at the stingrays, multi-colored iguanas, starfish, and endangered sea turtles 
  • Get your tan on at sun-kissed beaches like Seven Mile  
  • Attend al fresco parties at the Sunset House or cocktail parties at Billy Bones 
  • Go scuba diving, deep diving in Cayman Trench, or snorkeling 

Consider These Cayman Islands Accommodation Options 

  • The Residences at the Ritz Carlton 
  • Treasure Cove Guest House 
  • Holiday Inn Resort, Grand Cayman 

The Dominican Republic 

Best for: Souls that love nature 

If you know a little about the Dominican Republic (not to be confused with Dominica, which is also located in the Caribbean), you’ll know it’s an international golfers hub. However, this Caribbean island offers much more than getting your “tee” on.

The Dominican Republic shares its island with Haiti, so you may want to visit both if you have the time and resources. Choose to get your share of vitamin sea by visiting the beautiful beaches, or check out the colonial towns, mountains, rainforests, mangrove lagoons, and waterfalls. 

Where to Go in the Dominican Republic 

  • La Romana for the best beaches and Bayahibe, an off-the-grid fishing village 
  • Santo Domingo, the capital and UNESCO World Heritage Site 
  • Punta Cana 
  • Bavaro Beach and Macao Beach 
  • The 3 Eyes National Park (Los Tres Ojos) 
  • 27 Charcos (or waterfalls)

What to Do in the Dominican Republic

  • Golf (#ofcourse) 
  • Try out some water activities – snorkeling, diving, fishing, kayaking, or scuba diving 
  • Horseback riding 
  • Enjoy the vibrant nightlife in the capital
  • Immerse yourself in the medieval era at Altos de Chavon
  • See the stunning waterfalls (#ElLimon) 

Consider These Dominican Republic Accommodation Options 

  • Boca Chica All-Inclusive Beach Resort 
  • Calle El Conde (Old Quarter) 
  • Hotel Riazor 

Jamaica  

Best for: Reggae fans 

Jamaica is one of the most famous Caribbean islands, and it’s for a good reason too. It’s #home to jerk chicken, reggae, and Bob Morley.  With nightlife and the smells of  jerk chicken , honeymooners kick back on beachside decks and sip Red Stripe to the sunset. Jamaica also offers soft, sandy beaches with pristine waters, delicious food at the local markets (soursop, ackee, and fried breadfruit), all-inclusive resorts, and action-packed activities.

Did you know? Rap music was initially created in Jamaica and became popular in the USA. 

Where to Go in Jamaica 

  • Kingston, the capital 
  • James Bond Beach 
  • Seven Mile Beach 
  • Frenchman’s Cove
  • Bob Marley Museum  
  • Blue Hole 

What to Do in Jamaica

  • Hike through the Blue Mountains (where some of the best coffee in the world is sourced) 
  • Be in awe of the Negril Cliffs 
  • Explore the Ocho Rios jungle  or Seven Mile Beach
  • See the birthplace of the legendary Bob Marley at Nine Mile 
  • Soak up the rum in the Kingston bars while you enjoy the Rasta off-beat tunes
  • Climb Dunn’s River Falls
  • Enjoy an ATV ride along the beach

Consider These Jamaican Accommodation Options 

  • Sandals Montego Bay
  • Sandals Ochi
  • Sandals Royal Plantation
  • Sandals Royal Caribbean
  • Sandals South Coast
  • Sandals Negril
  • Beaches Negril
  • Beaches Ocho Rios
  • GoldEye 
  • The Half Moon 
  • Secrets Wild Orchid Montego Bay

Turks and Caicos 

Best for : Those who are into water sports and stunning beaches 

The Turks and Caicos Islands are a British Overseas Territory consisting of 40-low-lying coral islands on an archipelago. Only eight of these islands and islets are inhabited. 

The Provinciales, the third largest paradise island, is busy with restaurants and cocktail bars, so if peace and quiet are more your scene, escape to the other islands in the archipelago. 

Combine that with the brilliant,  white sand beaches  that stretch for miles and it’s easy to see why its beauty continually captures the world.

Where to Go in Turks and Caicos  

  • Cockburn Town, the capital 
  • Grace Bay Beach – is considered to be the best in the world for its exceptional white sand and turquoise waters 
  • Grand Turk for diving 
  • Chalk Sound National Park  

What to Do in Turks and Caicos

  • Try deep-fried conch clams 
  • Go on a glass-bottom boat tour 
  • Take a boat cruise to Little Water Cay (an iguana sanctuary), Water Cay (secluded beach), or Fort George Cay (sandbars and sunken cannons) 
  • Hike through the thick mangrove forests (Bird Rock Trail is a must) 
  • Enjoy water sports activities like stand-up paddleboarding, windsurfing, deep-sea fishing, snorkeling, and scuba diving with more than 200 dive sites to choose from 
  • Horse riding at Long Bay 
  • Free-dive at the Wall (an underwater plateau)

Consider These Turks and Caicos Accommodation Options 

  • Beaches Turks and Caicos
  • Grace Bay Club 
  • The Palms Turks and Caicos 
  • Blue Haven Resort 
  • Villa del Mar 

Anguilla  

Best for: The ultimate chic vacation vibe 

Anguilla is a small Caribbean island with more than 30 picturesque beaches you can enjoy , with magnificent  coral reefs , Plus, the water is warm all year. (#coulditgetanybetter?) 

You’ll get all the local Caribbean authenticity you need in Anguilla; there are no high-rise hotels, casinos, or cruise ships (#embargo). So you have access to all the low-key beachfront villas, coral-filled waters, and pretty sandy beaches or white sand beaches. 

Where to Go in Anguilla  

  • Heritage Museum
  • Prickly Pear Cays  
  • Shoal Bay East Beach
  • Meads Bay 
  • Rendezvous Bay 
  • Scilly Cay 

What to Do in Anguilla

  • Get a drink and enjoy the music at Dune Preserve, a funky-mellow bar owned by local celebrity and artist Bankie Banx 
  • Enjoy a meal at Veya, a treehouse-style restaurant 
  • Snorkel at Little Bay 
  • Try various water sports like wakeboarding, sailing, and stand-up paddleboarding
  • Sample the local BBQ in the Valley 
  • Have a spa day at Aurora Anguilla, Malliouhana, or Zemi Beach House 

Consider These Anguillan Accommodation Options 

  • Belmond Cap Juluca 
  • Zemi Beach House, LXR Hotels and Resorts 
  • Frangipani Beach Resort 

Best for: Those looking to experience the old-world charm 

Saba (pronounced “say-bah”) is a tiny island only five square miles away. The island is a special Netherland municipality. With four main villages (called The Bottom, Windwardshide, Zion’s Hill or Hell’s Gate, and St. Johns, you’ll immerse yourself in old Caribbean charm. 

Saba is “The Unspoiled Queen:” it has fewer than 2,000 residents and no traffic lights, cruise ships, casinos, fast-food joints, or high-rise hotels. 

You can reach the quaint Caribbean island via a 12-minute flight from St. Martin or a 90-minute ferry ride. 

Where to Go in Saba  

  • Sea Saba’s Dive Shop 
  • Five Square Gallery (for Saba lace ) 
  • Jobean’s Glass Art Studio  
  • Mount Scenery 
  • Tide pools at Flat Point 
  • Saba National Marine Park 

What to Do in Saba

  • Climb the steps of the Ladder at Well’s Bay 
  • Explore Mt. Scenery Trail and make your way to the highest point on Saba 
  • See the neighboring islands of Montserrat, St. Kitts and Nevis, and St. Eustatius from St. John’s 
  • Feel like you’ve time traveled and visit Crispeen Track
  • Visit a sulfur mine 
  • Check out Sandy Cruise Trail and take in the views of the Saban coastline and Diamond Rock 

Consider These Saban Accommodation Options 

  • Queen’s Garden Resort & Spa 
  • Juliana’s Hotel 
  • The Cottage Club 

Best for: Spices, chocolate, and waterfalls 

Grenada is also called Spice Island. I can imagine the salty ocean air mixed with the wafts of nutmeg, cinnamon, vanilla, and other spices. 

If you haven’t heard about this Caribbean island, that’s okay. It is closer to Venezuela and not a tourist hotspot, which makes this island so utterly charming. You wouldn’t have to worry about overcrowded dive spots, beaches, or nutmeg plantations. 

Grenada has one main island and six smaller ones. Besides being known for its spices, Grenada is famous for its beaches, waterfalls, rainforests, chocolate, and colonial cities. 

Where to Go in Grenada  

  • Sandals Grenada
  • St. George 
  • Grand Anse Beach 
  • Morne Rouge Beach 
  • Levera Beach 
  • Seven Sisters Waterfall  

What to Do in Grenada

  • Take a tour of one of the spice plantations (and buy some spices for home use) 
  • Explore the Underwater Sculpture Park 
  • Get to the tallest point in Grenada by climbing Mt. Saint Catherine 
  • Hike through the Grand Etang National Park and Forest Reserve 
  • Tube down Balthazar River 
  • Shop at Market Square 
  • Laze around on black and white sandy beaches 

Consider These Grenada Accommodation Options 

  • Mount Cinnamon Resort 
  • Spice Island Beach Resort 
  • Royalton Grenada Resort and Spa
  • Montserrat 

Best for: Ecotourists and nature lovers 

Montserrat , called the Emerald Isle, may sound like a French Caribbean island, but it’s British. It’s one of the least visited Caribbean islands, with around 8,000 visitors annually . In 1995, a volcanic eruption destroyed a lot of the island, which is still recovering. The severely affected areas aren’t open to tourists and form part of an exclusion zone. 

But that isn’t to say 10-mile-long Montserrat shouldn’t be one of the best Caribbean islands. The island sees mostly day visitors, but you can stay for longer too. 

Get to Montserrat via ferry or plane from Antigua. 

Where to Go in Montserrat  

  • Montserrat Soufrière Hills Volcano Observatory  
  • Plymouth, the former capital (the Caribbean’s Pompeii) 
  • Lime Kiln Bay 
  • Marguerita Bay 
  • Foxes Bay 
  • Bunkum Bay 

What to Do in Montserrat

  • Indulge in a frothy Guinness at one of the pubs 
  • Marvel at the volcano from Jack Boy Hill, or check out Garibaldi and views of Plymouth, Old Towne, and Salem 
  • Enjoy a drink at the Runaway Ghaut 
  • Hike any one (or all!) of the nine marked trails, like Dry Waterfall Trial (check out the Montserrat Petroglyphs), Oriole Walkway Trail, and Blackwood Allen Trail, and immerse yourself in the fauna, flora, and animal-life 
  • Beachcomb at Woodlands Bay and spot the washed-out driftwood 

Consider These Montserrat Accommodation Options 

  • Tropical Mansion Suites 
  • Gingerbread Hill 
  • Grand View Bed & Breakfast

Dominica  

Best for: A quiet getaway 

Dominica is like the Garden of Eden for the Caribbean because it’s so lush with rainforests, peaks and valleys, rivers (more than one for every day of the year), volcanic beaches, hot springs, and waterfalls. The undeveloped landscape will appeal to you if you love nature and are into green tourism. 

Where to Go in Dominica  

  • Morne Trois Pitons National Park  
  • Mero Beach 
  • Scotts Head 
  • Batibou Beach 
  • Soufrière Bay Beach 

What to Do in Dominica

  • Take in the Boiling Lake and go for a dip in one of the nearby waterfall pools 
  • Go birdwatching at Caroni Bird Sanctuary or the Syndicate Parrot Reserve 
  • Relax on the black sandy beaches 
  • Swim in the Emerald Pool 
  • Check out Victoria Falls 
  • Enjoy the Caribbean sea turtles as they nest or hatch 

Consider These Dominican Accommodation Options 

  • Jungle Bay 
  • Fort Young Hotel 
  • Beau Rive 

Guadeloupe 

Best for: Tourists and adventurers 

Like some other islands on this list, you may not have known about Guadeloupe’s existence. But you will surely now remember it. 

The Guadeloupe island is shaped like a butterfly, with wings spread over the two main islands (the largest ones) – Grande Terre and Basse Terre. Between the islands, you’ll find a few man-made bridges.

Grande Terre is the more touristy of the two islands, while Basse Terre is the wilder one. 

Where to Go in Guadeloupe  

  • Pointe-à-Pitre, the largest city 
  • Anse des Cayes 
  • Plage de la Caravelle
  • Pointe des Châteaux (Castle Point) 
  • Damoiseau (rum) Distillery 

What to Do in Guadeloupe

  • Explore the nightlife of Gosier 
  • Be brave and check out Morne à l’eau’s haunting graveyards 
  • Relax and get some vitamin sea at the Caravelle beaches 
  • Hike to the tallest point in the Lesser Antilles – La Grande Soufrière (the Tall Lady; an active volcano)
  • Find your inner Indiana Jones by sightseeing the ancient Arawak archaeological sites 
  • Dive at one of the many spots on Basse Terre 

Consider These Guadeloupe Accommodation Options 

  • Marco Polo Resort 
  • Hotel Bakoua Les Trois Ilets 
  • Le Jardin Malanga 
  • La Creole Beach Hotel & Spa

Best for: Sampling Curaçao

I’d never have guessed that Curaçao is part of the Netherlands; it’s such a Spanish-sounding name! The Caribbean island is famous for Curaçao since it’s the birthplace of this delicious orange-flavored liqueur. The Lahara orange peels are used to make the liqueur, and it’s indigenous to the island. 

Curaçao is blessed with great weather all year round: perfect temperatures, sunny days, and cool trade winds. 

Where to Go in Curaçao  

  • Chobolobo Distillery (where Curaçao is made) 
  • Willemstad , the capital and a UNESCO World Heritage Site 
  • Shete Boka National Park 
  • Fort Amsterdam
  • Jan Thiel 
  • Christoffel National Park 
  • Playa Lagun 

What to Do in Curaçao

  • Explore the Hato Caves 
  • Take in the multi-colored Dutch mansions in the capital 
  • Fawn over the diverse fauna, flora, and more at the national park – the Lady of the Night orchid, cottontail rabbits, deer, hummingbirds, divi-divi trees, and the massive stone peak 
  • Cross the Queen Emma Pontoon Bridge that links Otrobanda and Punda, the two halves of the capital 
  • Go on a SCUBA excursion

Consider These Curaçao Accommodation Options 

  • Sandals Curacao
  • Curaçao Marriott Beach Resort 
  • LionsDive Beach Resort Curaçao 
  • Curaçao Avila Beach Hotel 

Caribbean Island FAQs 

Question: what is the nicest of the caribbean islands .

Answer: There are many nice Caribbean islands, but the nicest are St. Lucia, Anguilla, Aruba, Antigua, the Cayman Islands, Guadeloupe, Montserrat, Grenada, Jamaica, Saba, and Turks and Caicos. 

Question: What are the top 5 safest islands to visit in the Caribbean? 

Answer: Unfortunately, some Caribbean islands have gotten a rep for being unsafe, but it’s always up to you to stay safe when visiting another country. Nonetheless, the safest islands to visit in the Caribbean are: 

  • Anguilla 
  • St. Martin 
  • St. Barts 
  • The Cayman Islands 

Question: What is the least touristy Caribbean island? 

Answer: A few islands in the Caribbean offer an authentic, non-touristy vibe. These are Montserrat, Dominica, Guadeloupe, Saba, Curaçao, and St. Vincent and the Grenadines. 

My Final Thoughts on the Best Caribbean Islands 

You can visit thousands of Caribbean islands, and if that’s your #bucketlist, you won’t ever get bored. There’s plenty to do, see, and experience in the Caribbean. 

I love St. Lucia because it’s a versatile island – whether you want to be in awe of the mountains and the green forests, do something adventurous, or just chill and sip a cocktail (or three). 

Plus, the other guides on EpicCaribbean.com will further help you and give you the necessary information. Check out: 

  • 4 Places to visit in the Caribbean without a passport
  • 21 Best beaches in Jamaica  
  • The ultimate guide to Caribbean island hopping  

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Places to Vacation in September and October

Where to Go When Autumn Falls

best caribbean islands to visit in early september

Wondering where to go for the best vacation experience in September or October?

If you plan to get away early in September, you can still visit many  state fairs , which run through Labor Day. In southern states, some are even held in October.

As soon as Labor Day passes, the travel world pauses and takes a deep breath. Suddenly there are more hotel rooms available at better-than-summer rates, and flight deals proliferate for couples able to travel at this time of year. 

With the arrival of the autumnal equinox around the third week in September, the temperature drops a few degrees and the weather becomes optimal in many spots. Come October, and nature puts on a show of colors that delight the eye in leafy regions.

And that's not the only reason to plan a honeymoon or romantic vacation at this time of year: It's couple season! Kids are in school, so you're unlikely to encounter the hordes of family travelers who fill popular destinations during summer vacation time.

Odds are you will find some of the best fall weather in the United States and Canada:

North America

As summer turns to fall, foliage emerges and trees transform hills into a patchwork of colors. Crisp fall days are perfect for leaf-peeping, apple picking, the last state fairs of the season, and romance.

  • Best Resorts for Fall Foliage  - At the end of the day, take refuge in a fine resort with a spa, good restaurant, and grounds worth strolling together.
  • Romantic Getaways in the Mid-Atlantic States ​ - Even if you only have a few days to get away, spend them in a destination where there's plenty to do and see.
  • Montreal, Canada  - Take a leisurely drive through the northeast to Montreal or view leafy Canada from the sky on a brief flight or head to the beach.

Tropical Destinations

Yes, much of the Caribbean remains under a hurricane watch during the early autumn months (it's not lifted until November 30). Yet you can still find a place in the sun, and under the hurricane belt, in the Caribbean's A-B-C islands.

  • Aruba  - a haven for beach lovers, Aruba is dry as a desert and ringed with sandy shores.
  • Barbados  - home to some of the best resorts in the Caribbean, Barbados is also a beach lover's dream destination.
  • Curaçao  - colorful Curaçao features Caribbean flair.
  • Los Cabos, Mexico  - this peninsula at the southwestern tip of Mexico is home to great beaches and romantic resorts.

September and October are perfect months to visit  Europe . The weather has cooled down from summer and the crowds are noticeably smaller. Places that you couldn't get into just a few months ago are now likely to welcome you.

The bloom is still on the gardens of England, the sun continues to warm the beaches and waters of Greece, Spain, and Italy—and France is a romantic's dream year round.

South Pacific

Close to the equator, there's little variation in temperature. Yet couples find even this part of the world less crowded in September and October.

  • Tahiti  - consider a cruise around these paradisiacal islands.
  • Fiji  - it's a long flight, but that's the price to pay for escaping civilization.

Sure Things

  • Year-round, the weather's just about perfect in Hawaii . Consider visiting more than one island when you go.
  • Somewhere around the world, every month of the year, a cruise ship is sailing some place wonderful. Whether you opt for a big ship with all of its amenities and restaurants or a river cruise that sails into the center of a new city each day, being on the water couldn't be more romantic in early fall.

Beat the Crowds

  • South America - the seasons are reversed, so these nations are approaching summer.
  • Australia - discover why travelers fall in love with the land Down Under.
  • New Zealand - these two islands are heaven for adventurous couples who love the outdoors.
  • Theme parks - kids are back in school, so lines are shorter.

Not the Best Time to Visit

  • Hurricanes may threaten Florida, the Eastern seaboard, the Western Caribbean, and Mexico’s Gulf Coast.

Honeymoon Help

  • Classic Honeymoon Destinations
  • Honeymoon Timeline

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best caribbean islands to visit in early september

12 Best Caribbean Islands to Visit for the Perfect Vacation

The best islands to visit in the caribbean.

S it back and daydream for a moment. Let's pretend you have a weeklong vacation coming up, and you can go anywhere you'd like. Some people would choose to head straight to the mountains, while others might flock to busy cities filled with endless attractions. But if all-inclusive resorts and the best beaches in the world are calling your name, then your next step is to decide which of the best Caribbean islands to visit.

How we chose the best Caribbean islands to visit

I've been to nearly 20 Caribbean islands over the past few decades—including weekend getaways , luxurious couples escapes and affordable family vacations —and have stayed at some of the best Caribbean resorts . The one key takeaway from my adventures is that even though they all have palm trees and sandy beaches, each Caribbean island has a totally unique vibe, culture and scene. That's why it's so important to choose the island that best matches your vacation style, whether you are foodie-focused, looking for wildlife, yearning for adrenaline-pumping thrills or just want to kick back on a secluded beach. Read on for your guide to the best islands to visit in the Caribbean based on your interests.

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Turks and Caicos

Best for: Secluded white sand beaches

A British Overseas Territory, Turks and Caicos is an archipelago of 40 islands in the Atlantic Ocean, and it is famed for its stunning shores—but none more so than Grace Bay Beach. Located on the northeast coast of Providenciales and renowned for its pristine white sand and turquoise waters, it's consistently ranked among the most beautiful beaches in the world (these are the top beach spots in the United States ) and is the crown jewel of the island. Other notable spots to catch some rays and enjoy the sea are Bright Beach, Smith's Reef and Turtle Cove.

What to do: Ever heard of Seven Mile Beach? It's a reference to the uninterrupted stretch that runs from Leeward Beach (across from Grace Bay Beach, Bright Beach and Smith's Reef) to Turtle Cove and the very reason so many people choose to vacation in Turks and Caicos. Those who love diving will be excited to learn that Turks and Caicos is home to one of the largest barrier reefs in the world (roughly 340 miles of barrier reef surround the islands).

Where to stay: Another major selling point of Turks and Caicos? The resorts. Wymara Resort & Villas sits on the pristine Grace Bay Beach and offers such family-friendly activities as snorkeling excursions, jet skiing and wind surfing, as well as kayaking through the mangrove channels. Indulge in spa treatments at the on-site spa or Caribbean cuisine prepared by award-winning Australian chef Andrew Mirosch. Aside from a luxurious bathrooms and 400 thread count sheets, each room comes with daily breakfast.

Best for: Rum enthusiasts

The Caribbean's easternmost island, Barbados is blessed with beautiful beaches and coral reefs (make sure to pack your reef-safe sunscreen ) that line the coast and attract visitors from around the globe with incredible snorkeling and scuba diving. Fun fact: Barbados is the only Caribbean island to have formed from the continental plates colliding rather than by volcano. But many visitors come here with one thing on their mind: Rum. And Barbados is where it all began, making this one of the best Caribbean islands to visit for a fantastic cocktail.

What to do: Mount Gay Rum Distillery became the birthplace of rum in 1703. Here you can tour the facility, try a premium flight of four signature rums or take a cocktail workshop with an award-winning mixologist. When you're ready to take a dip in the sea, calm waters make Bath Beach one of the best for swimming, while Crane Beach is known as one of the most picturesque spots on the island. Adrenaline junkies from around the globe flock to Silver Sands, a gusty outpost on the southern coast, acclaimed for windsurfing. Those looking to escape the sun can venture down into the cave system of Harrison's Cave to see ancient stalactites and stalagmites.

Where to stay: Families can find fun for all ages at Tamarind by Elegant Hotels , a Mediterranean-style all-inclusive resort on the West Coast of Barbados. The property offers an array of Bajan activities, from dialect lessons to beach cricket (Barbados' sport of choice), kids and teens events, as well as unlimited non-motorized sports—snorkeling, kayaking and stand-up paddleboarding.

Saint Lucia

Best for: Outdoor adventures

From mountains and rainforests to plantations and beaches, the eastern Caribbean island nation of Saint Lucia has a setting for every type of vacationer. This member of the British Commonwealth offers visitors unspoiled and lush scenery, plenty of natural hot springs, waterfalls, diving, beautiful beaches and the iconic Pitons, a pair of pointy mountains on the west coast.

What to do: Adventurers can zipline, hike and explore Gros Piton, the second-highest peak on the island. For animal lovers, there's horseback riding on the beach. History buffs can tour Fort Rodney, built upon a peak located within the Pigeon Island National Landmark, and will be treated to a 360-degree view of the island to boot. Those looking for some R&R can let their stress melt away at Soufriere, a scenic town on the island's west coast that's home to many hot springs and mineral baths.

Where to stay: Luxury-seekers can kick back at one of the island's five-star resorts. Situated on 100 acres of lush rainforest on the site of an 18th-century sugar plantation, Sugar Beach impresses with its picture-perfect views of the majestic UNESCO World Heritage–listed Piton Mountains and the Caribbean Sea. Book a treatment in the Rainforest Spa—there's even a couple's treehouse treatment room built on stilts—or sip a rum cocktail in the poolside cabanas.

Best for: White sand beaches

Antigua, located in the Lesser Antilles, encompasses 108 square miles of soft sand and fertile plains. Ringed by coral reefs and cerulean waters, this sun-soaked island is renowned for its expansive coastline and multitude of beaches. There are more than 365, so you could visit a different one each day for an entire year! Coupled with the pleasant climate—cool breezes and low humidity—it's easy to see why Antigua is such a popular tourist destination.

What to do: Looking for the most Instagram-worthy beach on the island? Head to Half Moon Bay on the eastern shore to get those shots. The waves are strong here, so it's best for bodysurfing and boogie boarding and not swimming. Try snorkeling at Galleon Beach in English Harbour or take a long, sandy walk (about a mile) at Jolly Beach.

Where to stay: On the southern part of Antigua is Curtain Bluff , and let's just say there's a reason—well, a few—that it's a mainstay on luxury travel lists. Among them: an unmatched seaside setting, gorgeous gardens and world-class accommodations, complete with marble bathrooms, coffered wood ceilings, oversize soaking tubs and verandas. Those looking to unplug will be pleased to hear rooms do not include TVs.

Best for: A quick getaway

Proximity to Miami—it's just a 30-minute flight—makes the Bahamas a convenient escape. But once you arrive, you'll feel as though you're a world away. For starters, the Bahamas isn't one singular island, but 700 isles in the Atlantic. Nassau Paradise Island is a top tourist destination and for good reason: It has 300 days of sunshine a year, water temperatures averaging 80 degrees and beautiful beaches, most notably Paradise Beach on the northern shore.

What to do: There's plenty more to explore beyond Nassau. On the east side of Harbour Island is Pink Sands Beach, a 3-mile swath of soft-pink shoreline punctuated by a handful of private villas and low-rise hotels. The vibe is serene and relaxed and the scenery stunning. While you're there, be sure to savor some local delicacies, like conch. Looking for a wildlife experience you can't get anywhere else? Visit Pig Beach, located on Big Major Cay in Exuma, to swim with a colony of adorable feral pigs.

Where to stay: Those looking for a secluded getaway should consider The Cove Eleuthera , a high-end boutique resort nestled on 45 unspoiled acres. Accommodations include luxury guest rooms, suites, villas and cottages. There are also high-end dining options, a spa and a hilltop infinity pool.

Saint Martin

Best for: Multicultural experiences

Saint Martin comprises two separate countries in the northeast Caribbean Sea and is divided between its northern French side (Saint-Martin) and it's southern Dutch side (Sint Maarten). There's a rumor that it's sunny here 365 days a year. We couldn't quite confirm that with the weather service, but we can say that every day certainly feels sunny when you're relaxing on one of the 37 beaches on this delightful island or taking to the clear, warm ocean to swim, sail, water ski, snorkel or fish. The temperature on the small island averages 80 degrees and never dips much below 70 degrees, even in the middle of winter.

What to do: Orient Bay Beach is the first stop for many Saint Martin visitors thanks to its long coastline and inviting waters. But since it's on the French side of the island, it's worth noting that clothing is optional (the nudity is mostly relegated to the south section). A visit to Loterie Farm, a nature sanctuary on 135 acres, means an afternoon of hiking and zip-lining through the jungle canopy. Leave time for duty-free shopping on Front Street or plan a day out on a catamaran.

Where to stay: Check into the Orient Beach Hotel , the only lodging right on the sugar-white sand of Orient Bay Beach and the perfect location from which to explore the surrounding beaches, restaurants and shops. Along with your comfortable accommodations in one of 35 beachfront suites, beach chairs and umbrellas are complimentary and breakfast is included.

Best for: Shore diving and snorkeling

As the lesser-known Dutch Caribbean island off the coast of Venezuela (its cousins are Aruba and Curacao), Bonaire is focused on preserving its natural resources—the land, sea and reef—for generations to come. The Bonaire National Marine Park, founded in 1979, consists of 2,700 hectares of coral reef, seagrass beds and mangroves and is one of the oldest marine reserves in the world. Thanks to this dedicated effort, tourists are treated to a spectacular array of marine life. (If you enjoy underwater adventures, don't miss this list of beaches with the clearest water in the world .)

What to do: Grab a snorkel and some fins (which you can usually rent from a hotel or dive shop) and head straight into the water—this is the best Caribbean island to visit if you don't want to take a boat to a dive site, as 54 of the 85 official dive sites are accessible from shore. Keep your eyes peeled for 57 species of coral and 350 species of fish, including colorful triggerfish, parrotfish, tangs and moray eel, in these clear and warm waters. On land, watch for more than 200 species of birds, explore more than 400 caves or 300 kilometers of biking trails, or try your hand at land sailing on a Blokart, also known as a land yacht. As you drive around the island, be mindful of wild donkeys that often stand in the middle of the road while snacking on vegetation.

Where to stay: There's only one private beach on Bonaire and Harbour Village Beach Club is your key to accessing it. This lush property features enormous and comfortable suites, plenty of hammocks and lounge chairs on the palm-tree-lined beach (read: you won't have to wake up early to save a spot), and breezy seaside dining at the ship-shaped La Balandra Restaurant & Bar, where the barracuda ceviche is a don't-miss appetizer. The best part? The shallow reef butts up against the restaurant, so you can literally walk into the water from the beach and begin snorkeling among colorful fish.

Best for: Beach bums

Beaches, beaches, beaches—it's what Aruba, a Dutch island just north of Venezuela, does best. We're talking pure pristine white sand and turquoise ocean heaven, nearly everywhere you look, making it one of the best Caribbean islands to visit if sun and sand are at the top of your vacation wish list. Aruba is blessed with clear skies, bright sunshine and cooling trade winds practically every day of the year. It's also one of 10 islands you can still visit during hurricane season .

What to do: Top picks for a beach day you'll never forget include the award-wining Eagle Beach, which is the widest on the island and the perfect place to view the iconic Fofoti trees. The 2-mile-long Palm Beach is perfect for swimming and snorkeling, and Mangel Halto Beach is an ideal spot for snorkeling and shore diving due to the area's influx of parrot fish and blue tangs. When you've had enough beach time, head to Arikok National Park to view cultural heritage sites, such as caves and original rock drawings, and check out Aruba's natural pool (Conchi)—watch for the water spraying over the volcanic rock formation.

Where to stay: Situated on over a mile of white pristine beach, family-friendly Tamarijn Aruba All Inclusive offers guests access to 11 dining options, eight bars and four freshwater pools. Plus, you'll find fitness classes, a guided island e-bike tour, snorkeling, a rock-climbing wall and even a kids-only club.

Puerto Rico

Best for: Passport-less Caribbean cuisine

Dubbed the "Dining Capital of the Caribbean," the U.S. territory Puerto Rico offers the perfect destination for those looking to explore the Caribbean culinary scene—and you won't need a passport to taste this tasty cuisine. A fusion of Spanish, African, Taíno Indian and American influences, the island's history and diverse culture shaped its food, resulting in a unique blend of flavors and dishes.

What to do: Puerto Rico has a vibrant street food scene, so be sure to explore food stalls and kiosks alongside finer dining establishments and award-winning restaurants. Consider timing your trip to the numerous food festivals and events being hosted throughout the year to further celebrate the local culinary scene. Once you've had your fill of food, you'll be ready to explore the colorful architecture of Old San Juan, marvel at the Bioluminescent Mosquito Bay after dark and chill out at Flamenco Beach.

Where to stay: Further enhance your food-focused trip with a stay at Dorado Beach , a Ritz-Carlton Reserve. It's known for its exceptional culinary program, which includes three restaurants showcasing the flavors and techniques of Italy, Asia, Latin America and the Caribbean. As one of the 10 best resorts in Puerto Rico , this property sits on 50 acres of serene coastline and boasts a spa sanctuary with an infinity reflection pool overlooking a pineapple garden.

Saint Kitts

Best for: Hiking

In 2022, Saint Kitts was awarded the Best Caribbean Hiking Destination in Caribbean Journal's Travelers Choice Awards—and you'll need to plan a longer stay if you want to tackle all the amazing hikes on this West Indies island. Alongside neighboring Nevis, these two islands make up one country known as the Federation of Saint Kitts and Nevis . Divers will also be impressed with Saint Kitts, with such dive sites as the Wreck of River Taw, Devil's Cavern and Friars Bay Reef.

What to do: Grab your hiking boots and get ready for plenty of action. Mount Liamuiga, a dormant volcanic crater that stands nearly 3,800 feet high, is the highest point on Saint Kitts and Nevis and one of the tallest peaks in the Caribbean. On the way to the crest, hikers are treated to the 360-degree splendor that is Central Forest Reserve National Park. Other popular hikes include Bat Cave and Waterfall (yes, hundreds of small bats make their home here) and Radio Tower, which is a brisk hike that delivers panoramic views of the entire island. Ready for the toughest hike on the island? At Dos D'anse Pond, the trail climbs through green foliage and a 900-foot gutter before reaching the gorgeous freshwater pond that's lined with tropical plants.

Where to stay: Families are sure to love St. Kitts Marriott Resort & The Royal Beach Casino , a beachfront resort with such activities as outdoor movie night, ladder ball, cornhole, pickleball courts and a photo scavenger hunt. Guests can take a dip in one of the three on-site pools and participate in aqua aerobics classes. The Emerald Mist Spa offers massages that can be booked in the resort's beachside cabanas for the ultimate relaxation.

Dominican Republic

Best for: All-inclusive resorts

As the second-largest Caribbean country, the Dominican Republic has everything you want in an island vacation: white sand beaches, delicious food, golf courses and plenty of beautiful and exhilarating attractions. And the best way to experience all of this is by staying at an all-inclusive resort, something the island specializes in—from budget-friendly options and family-friendly all-inclusive resorts to luxury and adults-only retreats, these properties make vacationing easy by including your taxes, gratuities, meals, drinks, entertainment and activities.

What to do: Even though everything is already included in your all-inclusive resort, you'll still probably want to get off property and see more of the island and immerse yourself in the culture. Visit the jungle habitat Monkeyland to play with the friendly squirrel monkeys; tee off at the par-72 Jack Nicklaus signature course Punta Espada Golf Course; or enjoy a day trip to Saona Island for a little extra solitude among the beautiful beaches.

Where to stay: Home to the 16,000 square-foot Splash Island waterpark, Panchi Kids Club, Vibe Teen Club, on-site bowling alley, arcade, ice cream parlor, candy shop, escape room and more, the five-star all-inclusive Lopesan Costa Bávaro Resort, Spa & Casino is the ultimate Caribbean oasis for kids and parents alike. Come for the picturesque white sand beaches and stay for the seven freshwater pools, wide array of internationally inspired dining concepts and relaxing spa.

Best for: Foodies

Anguilla, a British Overseas Territory in the eastern Caribbean Sea near Saint Martin, is revered as one of the best culinary destinations in the Caribbean, making it one of the best Caribbean islands to visit. This is due to its blend of inspiration hailing from native Caribbean cooking, Spanish, French and English influences and a strong base of African traditions. As such, visitors will find restaurants offering truly authentic dishes, such as barbecue and jerk, callaloo and marinated seafood dishes. Of course, the 33 beautiful beaches aren't too shabby either—Meads Bay Beach tops many best-beaches lists.

What to do: Eat! At only 26 miles in length and a few miles wide, Anguilla does an impressive job of packing a lot of flavor into its small island. The nation's national dish is pigeon peas and rice, a one-pot dish of pigeon peas, rice, spices and herbs. Grilled spiny lobster is a delicious treat at Da'Vida Restaurant, where the views are equally fantastic. For a more laid-back dining experience, visit the Sunshine Shack on Rendezvous Bay for a seafood and barbecue lunch with the sand beneath your toes.

Where to stay: Speaking of the breathtaking Rendezvous Bay, it's where you'll find the 178 luxurious suites and villas of Aurora Anguilla Resort & Golf Club . Aside from multiple golf courses, you'll find a rejuvenating spa, cooking classes and wine tastings, a family-friendly pool complex with a splash pad and lazy river and an amphitheater for live performances.

The post 12 Best Caribbean Islands to Visit for the Perfect Vacation appeared first on Reader's Digest .

Sunny day in one of the idyllic beaches of Paradise Island, Nassau, Bahamas. Caribbean and tropical beach scene at Nassau with white sand coastline and deep blue sea, Bahamas. Island of the lighthouse tower. Caribbean sea at summer with amazing cloudscape.

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  1. 7 Best Caribbean Islands To Visit In September (2024 Review)

    These three are some of the best islands to visit in September 2024 as they lie on the southern edge of the hurricane belt. In fact, the average high temperature can hit 90 degrees Fahrenheit. Curacao Average Temperature 79°- 92° Curacao is an island country part of the Caribbean and South America.

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    1. Aruba. Aruba is an island in the southern Carribean sea. It is one of the three islands, also known as the ABC Islands (Aruba, Bonaire, and Curaçao) which used to go by the name of the Dutch Antilles. Not only is Aruba one of the best Caribbean islands to visit in September, but it's also the one ideal for snorkelers, archeology ...

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    1. Aruba. Average Sept. Air Temp. 80°F - 90°F. MasterPhoto / ShutterStock. Aruba is a small island in the Caribbean Sea, north of Venezuela. Known for its beautiful blonde beaches, vibrant wreck diving, and desert landscapes. Its average temperatures in September range from 80 ° to 90 ° Fahrenheit.

  4. September in the Caribbean: Weather and Event Guide

    September Weather in the Caribbean. September temperatures typically range from about 77 degrees Fahrenheit (25 degrees Celsius) to 88 degrees Fahrenheit (25 degrees Celsius), and the summer humidity is still lingering. On average, there are approximately 12 rainy days during September, although precipitation and temperatures will vary slightly ...

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    Grand Cayman. Stingray City, Grand Cayman. Grand Cayman lies in the northern reaches of the Caribbean and tends to receive fewer storms than some of the other Caribbean locations, making it one of the best islands to visit in September. You could witness some cloudy skies and brisk evening downpours, but these clear the sultry air and provide ...

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    Saint Lucia. Like the neighboring islands, September brings rain to St Lucia. However, the bulk of it falls in the rainforests, and you'll be docking on the coast, where it's much drier. Located in the eastern Caribbean Sea, expect highs of 88 F and rarely fall below 84 F.

  7. The 5 Best Caribbean Islands to Visit in September

    The Best Caribbean Islands to Visit in September. Aruba. Bonaire. Curacao. Trinidad & Tobago. Grenada. 1. Aruba. Aruba is one of the best Caribbean islands to visit in September if you're looking for a blend of beautiful beaches, luxury resorts, vibrant nightlife and family-friendly activities.

  8. 9 Best Island to Visit in September (Caribbean, Beaches, Tropical)

    Best Caribbean Islands to Visit in September. Lots of people shy away from travelling to the Caribbean during this time of the year. This is believed to be caused mainly by the risk of hurricanes, although the chances are not as high as most would think. There is also the factor of children being back at school, and so this decreases the ...

  9. The 5 Best Caribbean Islands to Visit in September

    September Weather in the Caribbean. Early fall, specifically September and October, is a great time to visit certain Caribbean islands with respect to the weather. The temperature here ranges from 25 to 30 degrees Celsius (77 to 86 Fahrenheit). Thus, you will find the temperatures cool but inviting.

  10. The Best Caribbean Islands to Visit in 2024

    Best island for: natural beauty. Grenada's 133 archipelagic square miles are laced with waterfalls, hot springs and tropical rainforests across three main islands: Grenada, Petit Martinique, and ...

  11. Best islands to visit in September: A comprehensive list

    3. Best islands to visit in September in the Caribbean 3.1. Bonaire - A beautiful Dutch Caribbean island to visit in September. Weather in September: Bonaire is best visited from May to October, which offers fewer crowds and pleasant temperatures ranging from 27°C to 32°C. Bonaire's main attraction lies beneath its crystal-clear waters.

  12. 11 Best Caribbean Islands to Visit in the Fall

    Club Med Turkoise. Windsong On The Reef. Bahamas. 2. Bahamas. The Bahamas are a Caribbean island chain, an archipelago that consists of 700 islands, cays and islets. Offering a great mix of beaches and culture, the crowds in September to November are much thinner than they are during the rest of the year.

  13. 16 of the best Caribbean islands to visit

    From laid-back Jamaica to beach-rich Bahamas and glamorous Antigua, these are the best Caribbean islands to visit. ... Tuesday September 05 2023, 10.00am, The Times.

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    Curacao. #13 in Best Places to Visit in the Caribbean for 2023-2024. As one of the ABC islands (along with Aruba and Bonaire), Curaçao sits outside the hurricane belt, meaning you'll find sunny ...

  15. 12+ Best Caribbean Islands To Visit in 2023 [Month-by-Month Plan]

    The ABC islands of , Bonaire, and Curaçao sit outside of the Atlantic hurricane belt. St. Vincent and the Grenadines, Barbados, and Grenada, as well as Trinidad and Tobago. Hot Tip: January is the perfect month for Caribbean sailing. Image Credit: Hugh Whyte via Unsplash. Cayman Islands in January for the.

  16. Best Times to Visit the Caribbean, According to Experts

    When it comes to picture-perfect island getaways, the Caribbean consistently tops the list as one of the world's best regions to visit. This region of more than 700 islands scattered across the ...

  17. Visiting Barbados in September

    Read more: Bioluminescent Bay - An Unforgettable Caribbean Experience. September Activities in Barbados. Things to do in Barbados in September are aplenty. First and foremost, September marks the end of the tourist season on the island which means that the prices fall drastically and you can have a great time without breaking the bank.

  18. The 5 best Caribbean Islands to visit and when to go

    The best time to visit Jamaica is in the winter months to avoid the really hot weather. The best cities to visit are Negril, Montego Bay, and Kingston (the capital city). Find stays in Jamaica. 3. Barbados, the best Caribbean Islands for foodies. Foodies will love getting a taste of Barbados.

  19. Best Caribbean Islands to Visit in September

    A visit to nearly any island is enjoyable, but here are the best of the best —- the best Caribbean Islands to visit in September. Barbados. Barbados is an exciting spot which means it sees a high influx of tourists throughout the year. However, September is the least busy time — giving you the perfect opportunity to enjoy what it has to offer.

  20. 8 top places to visit in the Caribbean

    Here are the eight best places to visit in the Caribbean. 1. Antigua. Best for beaches. Boasting a beach for each day of the year, low-lying Antigua in the Leeward Islands delivers a multitude of postcard-perfect beaches, with coral reefs just a flipper-kick from shore. Depending on where you are, the hue shifts from brilliant white through ...

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    Sailors from Russia to South Africa converge on the island in more than 100 yachts for equal parts competition and socializing during Antigua Sailing Week. The St Kitts music fest in June features the best of Caribbean music. St Kitts may be tiny, yet the island's music festival has a mighty international reputation. Besides the impressive ...

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    Best for: A chilled or adventure-filled experience. The Cayman Islands is home to 66,000 friendly locals. They live on any of the three islands that form the Caymans: Grand Cayman - an elegant island. Little Cayman - a tranquil island. Cayman Brac - an island ideal for the adventurous spirits.

  23. Destinations to Visit in September and October

    Europe. September and October are perfect months to visit Europe. The weather has cooled down from summer and the crowds are noticeably smaller. Places that you couldn't get into just a few months ago are now likely to welcome you. The bloom is still on the gardens of England, the sun continues to warm the beaches and waters of Greece, Spain ...

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    Turks and Caicos. Best for: Secluded white sand beaches A British Overseas Territory, Turks and Caicos is an archipelago of 40 islands in the Atlantic Ocean, and it is famed for its stunning ...