The islands in the Caribbean are stunning all year round but some of us prefer to visit them after the high-season ends because there are no excessive crowds, noise, and other factors that can ruin even the best of holidays. Luckily, some of the best Caribbean islands to visit in September are also the ones that look spectacular no matter when you visit.
The temperatures are warm (75-84°F), the weather is pleasant, and there is just enough sun to swoon you with delight. Strictly speaking, the period between May and November sees the majority of rainfall in the Caribbean but torrents and hurricanes are the least frequent in the south. If you’re visiting in September, the southern islands are where you should go.
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 enthusiasts, and white-sand lovers. On top of that, the phenomenal Flamingo Beach is situated in Aruba, offering visitors a unique chance to get up close to the lovely pink birds roaming around the beach without restrictions.
Aruba sprawls across 185 square kilometers, and it is home to countless natural wonders (reefs, deserts, caves). It is equally vivacious during the day and the night. Oranjestad, the island’s capital, offers a wide range of activities – from historical sites to delectable restaurants, nightclubs, and shopping opportunities. As far as beaches are concerned, they are exceptionally white and the sea surreally turquoise. If you’re looking for a beach with lots of amenities and close to all the major resorts, then you should head for Eagle Beach and Palm Beach. If you want to stay away from the crowds, Andicuri Beach and Rodger’s Beach are a no-miss. Of course, you mustn’t leave Aruba without paying a visit to Flamingo Beach.
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2. Curaçao
Curaçao is a slice of tropical heaven in the south of the Caribbean, just off the coast of Venezuela. This island is a perfect mixture of Dutch architecture and natural beauty but it’s also the largest of the ABC islands.
The locals speak their own unique language called Papiamentu – a combination of Spanish, Portuguese, English, Dutch, and a few other languages. The island is characterized by a dry climate and little rainfall even in October when it’s most likely to rain. Even if rain does fall, it’s usually during the night while the days remain sunny and bright.
Curaçao boasts several national parks but Christoffelpark and Shete Boka are the most beautiful of the bunch. Christoffelpark is located in the western part of the island, just 45 minutes’ drive from the island’s capital Willemstad. Rare orchids, cacti, wild donkeys, deer, and hiking trails leading to St. Christoffelberg (the highest peak of the Dutch Antilles) are what makes this national park simply captivating. Shete Boka National Park stands for “seven inlets” and it’s located right next to Christoffelpark. With dozens of nooks and crannies to explore, this park should definitely find a place on your to-do list. Of course, you can only imagine how captivating the beaches around these national parks are. The whole island boasts breath-taking stretches of coast, but Playa Kenepa, Jan Thiel Beach, Playa Kalki, and Westpunt stand head above the rest.
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3. Bonaire
Bonaire remains one of the least visited islands of the ABC trio although it’s located just 30 minutes from Aruba and 15 minutes from Curaçao. Just like its neighbors, it’s one of the best Caribbean islands to visit in September.
Still, surfing which is otherwise a rather popular pastime on the island tends to simmer down as the winds are calmer and the waves are not as mighty as usual. On the other hand, Bonaire is a great diving and snorkeling location all year round, even in September.
This tropical oasis doesn’t lack natural splendors, premium resorts, and mesmerizing beaches which are its greatest asset. Unlike the beaches on the remaining two islands, Bonaire beaches are peaceful and almost intact, making them great for enjoying some peace and quiet. The equivalent to Aruba’s Flamingo beach is certainly the Donkey Beach where you can spot these cuties roaming around freely. Te Amo, Sorobon, and Bachelor’s Beach are not to be missed because you’ll hardly find sand so white as it is here.
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4. Trinidad and Tobago
This duo is a match made in heaven for any sun worshipper on the lookout for spectacular sceneries, sprawling beaches, and a lively atmosphere. Trinidad is the more bustling of the two, famous for its carnivals and fiestas. On the other hand, Tobago is more low-key and relaxed, offering visitors a unique chance to give in to the beauty of the hidden beaches and the gentle Caribbean breeze.
Visiting Trinidad and Tobago in September is just as enjoyable as in any other month, simply because these islands are located outside the hurricane belt. In fact, the last time hurricane hit Trinidad was in 1933 and Tobago in 1963. September is also the month when Trinidad and Tobago celebrate their independence so you can expect festivities everywhere you look. Surfing also becomes one of the top obsessions and surfers from around the world flock to the beaches to catch a mighty surf. Maracas Bay Beach and Blanchisseuse Beach in Trinidad are simply gorgeous while Tobago boasts Pigeon Point Beach and the Englishman’s Bay Beach, both of which are guaranteed to leave you breathless.
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5. Barbados
Just like the previous islands, the weather in Barbados in September is predominantly sunny, with only occasional torrential showers that never last more than a few minutes. The only thing you really need to consider is the restaurants, some of which tend to close for the season in September.
Other than that, there isn’t much to be worried about when visiting Barbados. Of course, this doesn’t mean you won’t have the chance to have lunch in a restaurant, it’s just that some of them might be closed at that time and it’s usually those located on the west coast.
Barbados is a perfectly elegant and sophisticated island, embellished with spectacular coral reefs, a wide range of delectable dining options, and most importantly, absolutely stunning beaches. Barbados is divided into 11 parishes and each of them has its fair share of beaches. The most beautiful are found in Christ Church (Silver Sands, Miami Beach, Accra/Rockley, and Dover Beach) and Saint James Parish (Paynes Bay Beach, Mullins Beach, Gibbs Beach, and Brighton Beach). Needless to say, a visit to Barbados is not complete unless you make time for Bridgetown, the island’s capital famous for its National Heroes Square and St. Michael’s Cathedral. Further inland, you can discover the natural beauty of Barbados, including the lush forest Welchman Hall Gully and Andromeda Botanic Gardens.
6. Saint Lucia
Saint Lucia is an island of spectacular beauty, boasting lush rainforests, stunning beaches, and the famous twin volcanic spires known as the Pitons. Its mix of natural wonders and cultural charm makes it a perfect getaway in September.
Saint Lucia offers a balance between adventure and relaxation. For nature lovers, hiking the Pitons is a must-do activity, with panoramic views of the island from the top. For those looking to relax, the island has a wealth of pristine beaches, like Sugar Beach and Anse Chastanet, where you can unwind under swaying palm trees. September sees fewer tourists, making it the ideal time to enjoy the island’s natural beauty without the crowds.
In addition to its natural allure, Saint Lucia is home to a rich cultural history. From the picturesque town of Soufrière to the bustling capital, Castries, visitors can explore vibrant markets, sample local cuisine, and enjoy the island’s signature rum. September also brings with it a hint of romance, making it a favored destination for couples seeking a more intimate experience.
7. The Bahamas
The Bahamas is an archipelago of over 700 islands, known for its crystal-clear waters, sandy beaches, and year-round sunshine. It’s a quintessential Caribbean destination, and in September, it becomes even more appealing for those seeking tranquility.
One of the most captivating spots is Exuma, famous for its swimming pigs and its unspoiled beaches. With fewer crowds in September, you can explore the turquoise waters of the Exuma Cays without the usual hustle, making it perfect for snorkeling or diving. Nassau, the vibrant capital, offers a mix of history, culture, and shopping for those looking for a bit more activity.
The Bahamas is also home to some of the most luxurious resorts in the region, but for travelers on a budget, September is a great time to find deals on accommodations. Whether you’re exploring the serene Blue Hole on Andros Island or enjoying a beachside cocktail, this tropical paradise in September is sure to leave you rejuvenated.
8. Grenada
Known as the “Spice Isle,” Grenada is famous for its aromatic nutmeg, cloves, and cinnamon. But this island also offers visitors stunning beaches, lush mountains, and vibrant culture, making it an ideal Caribbean escape in September.
In September, the warm waters of Grand Anse Beach are perfect for a day of swimming, sunbathing, or trying water sports like kayaking or paddleboarding. Away from the shore, the island’s rainforest-clad mountains offer a wealth of hiking opportunities. Grand Etang National Park is home to scenic trails that wind through tropical vegetation and lead to beautiful waterfalls, like the Seven Sisters Falls.
Grenada also boasts a rich cultural scene. Visitors can take a tour of the spice plantations or visit local markets to sample fresh fruits, spices, and the famous Grenadian chocolate. September is also a quieter time on the island, offering a more peaceful and authentic experience of its natural and cultural treasures.
9. Jamaica
Jamaica is the heartbeat of the Caribbean, known for its reggae music, vibrant culture, and stunning landscapes. September offers visitors the chance to explore this iconic island at a more relaxed pace.
Montego Bay, Negril, and Ocho Rios are among the island’s most famous spots, where you can enjoy white sandy beaches, turquoise waters, and a range of activities from snorkeling to zip-lining through the forest. A visit to Dunn’s River Falls in Ocho Rios is a must, where you can climb the cascading waterfalls and cool off in the refreshing pools below.
Beyond the beaches, Jamaica’s rich history and culture come alive in cities like Kingston, where you can visit the Bob Marley Museum or enjoy live music at local bars. September is also a great time to explore Jamaica’s famous cuisine, including jerk chicken and fresh seafood, often accompanied by local rum cocktails.
10. Dominican Republic
The Dominican Republic offers a little bit of everything, from historic cities and lush mountains to pristine beaches and all-inclusive resorts. In September, this popular destination becomes a more tranquil escape.
The capital city, Santo Domingo, is a UNESCO World Heritage Site, where you can explore cobblestone streets, colonial architecture, and the impressive Catedral Primada de América, the oldest cathedral in the Americas. For those seeking adventure, the Samaná Peninsula is a hidden gem, with secluded beaches, waterfalls, and lush rainforests waiting to be explored.
The Dominican Republic is also home to some of the Caribbean’s most famous beaches. In September, destinations like Punta Cana and Bávaro offer great deals on resorts and quieter shores, perfect for a peaceful escape. The warm September weather makes it ideal for beach lounging, snorkeling, or a catamaran cruise along the coast.
11. Antigua
Antigua is known for its 365 beaches, one for every day of the year, and September is the perfect time to experience the serenity of its lesser-known shores. This island offers visitors a mix of tranquil beaches and vibrant history.
Dickenson Bay and Half Moon Bay are among the most famous beaches, but the island’s coastline is dotted with many hidden gems perfect for a peaceful retreat. Antigua’s warm waters and coral reefs also make it a popular spot for snorkeling and diving, with colorful marine life and shipwrecks waiting to be explored.
History enthusiasts will love exploring Nelson’s Dockyard National Park, a UNESCO World Heritage Site that offers a glimpse into Antigua’s colonial past. With fewer tourists in September, you’ll have the chance to enjoy these attractions at a more relaxed pace.
12. Saint Kitts and Nevis
The twin-island nation of Saint Kitts and Nevis offers a unique blend of natural beauty, history, and charm. September is a quieter time to explore these stunning islands, making it an ideal destination for those seeking a more peaceful Caribbean escape.
Saint Kitts is home to Brimstone Hill Fortress, a UNESCO World Heritage Site that offers panoramic views of the island’s lush landscapes and sparkling coastline. For those seeking adventure, a hike up Mount Liamuiga, the island’s dormant volcano, provides breathtaking views and a chance to spot local wildlife.
On Nevis, the smaller of the two islands, visitors can enjoy secluded beaches, like Pinney’s Beach, and explore the island’s colonial history, including the birthplace of Alexander Hamilton. With its unspoiled beauty and relaxed atmosphere, Saint Kitts and Nevis in September offer the perfect mix of adventure and relaxation.
13. Turks and Caicos
Turks and Caicos is a collection of 40 low-lying coral islands known for their powdery white sand beaches and pristine turquoise waters. September offers a peaceful time to explore these islands, where you can find a slice of paradise almost to yourself.
Providenciales, the most developed island, is home to the famous Grace Bay Beach, consistently ranked as one of the world’s best beaches. Here, the crystal-clear waters are ideal for swimming, snorkeling, and diving, offering a chance to see vibrant coral reefs and a variety of marine life. With fewer crowds in September, the tranquil beauty of the beaches is even more accessible.
Turks and Caicos also provides plenty of opportunities for exploration beyond the beach. The islands are home to stunning limestone caves, national parks, and heritage sites that reflect the rich cultural history of the region. For a unique experience, visit the Conch Bar Caves on Middle Caicos or take a boat trip to explore the uninhabited islands scattered across the archipelago.
14. Saint Vincent and the Grenadines
Saint Vincent and the Grenadines is an archipelago of 32 islands offering a mix of rugged beauty and luxurious retreats. September is the perfect time to enjoy the seclusion of these islands and explore their unspoiled landscapes.
The main island of Saint Vincent is a haven for nature lovers, with the La Soufrière volcano offering challenging hikes with rewarding views. Botanical gardens, black sand beaches, and secluded coves add to the island’s unique charm. The smaller islands of the Grenadines, such as Bequia, Mustique, and Canouan, provide a more laid-back atmosphere, where visitors can enjoy serene beaches and upscale resorts.
Sailing is one of the main attractions in this part of the Caribbean, and September offers calmer waters and fewer boats, making it ideal for chartering a yacht or taking a day cruise around the islands. Whether you’re island-hopping or relaxing on a deserted beach, Saint Vincent and the Grenadines offers a truly memorable experience.
15. Anguilla
Anguilla is a hidden gem in the Caribbean, known for its pristine beaches, luxurious resorts, and relaxed atmosphere. With its low-key vibe and warm September weather, it’s the perfect island for a peaceful escape.
Shoal Bay East is one of Anguilla’s most famous beaches, offering powdery white sand and clear turquoise waters ideal for swimming and snorkeling. The island’s coastline is dotted with numerous secluded beaches, many of which you can have entirely to yourself during the quieter month of September. Beyond the beaches, Anguilla’s coral reefs and marine life provide excellent opportunities for diving and deep-sea fishing.
The island also boasts a rich culinary scene, with beachside restaurants serving fresh seafood and Caribbean specialties. In September, you’ll find the island’s dining spots less crowded, giving you more intimate dining experiences. Whether you’re exploring the island’s historical sites or simply relaxing on the beach, Anguilla offers a laid-back, luxurious retreat.
16. Martinique
Martinique is a French-Caribbean island that blends European sophistication with tropical charm. Its lush rainforests, volcanic peaks, and vibrant culture make it a captivating destination in September.
Mount Pelée, the island’s active volcano, offers adventurous visitors the chance to hike through lush vegetation and enjoy breathtaking views of the island. The botanical gardens of Balata and the stunning beaches, like Anse Turin and Anse Couleuvre, offer a relaxing escape for those who prefer a slower pace. September is also an ideal time to visit Martinique’s rum distilleries, where you can sample the island’s famous rhum agricole.
Martinique’s French influence is evident in its architecture, cuisine, and fashion. The island’s capital, Fort-de-France, is home to colorful markets, colonial-era buildings, and vibrant cultural events. In September, the island’s laid-back atmosphere and fewer tourists make it an even more appealing destination for those seeking a mix of adventure and relaxation.
17. Dominica
Dominica is known as the “Nature Island” of the Caribbean, with its lush rainforests, towering waterfalls, and volcanic hot springs. In September, it offers a serene retreat for nature lovers looking to explore its unspoiled beauty.
The island’s natural attractions are its main draw, including Morne Trois Pitons National Park, a UNESCO World Heritage Site. Here, you can hike through the rainforest to reach Boiling Lake, one of the world’s largest hot springs, or cool off in the Emerald Pool, a picturesque waterfall surrounded by tropical greenery. For those seeking underwater adventures, Dominica’s marine reserves offer some of the best diving and snorkeling in the region, with vibrant coral reefs and dramatic underwater formations.
Dominica’s culture is as rich as its natural beauty. The island is home to the Kalinago people, the Caribbean’s last remaining indigenous population, and visitors can learn about their heritage at the Kalinago Barana Autê. September is a quiet time on the island, allowing visitors to fully immerse themselves in its culture and natural wonders without the typical tourist crowds.
18. Saint Barthélemy (St. Barts)
Saint Barthélemy, commonly known as St. Barts, is a chic Caribbean destination known for its luxury resorts, upscale dining, and glamorous beaches. In September, this glamorous island takes on a more relaxed vibe, making it a perfect getaway for those seeking peace and quiet.
St. Barts’ pristine beaches, such as Colombier Beach and Gouverneur Beach, are perfect for sunbathing, swimming, and snorkeling. The island’s small size means you can easily explore all of its hidden coves and beautiful coastlines in just a few days. September is also a great time to take advantage of lower rates at some of the island’s top luxury resorts, which typically cater to the jet-setting crowd.
Aside from the beaches, St. Barts offers a lively dining scene with French-Caribbean fusion cuisine, chic boutiques, and world-class spas. Whether you’re looking to unwind in style or explore the island’s natural beauty, St. Barts in September offers the perfect blend of sophistication and tranquility.
19. Puerto Rico
Puerto Rico is a vibrant Caribbean island with a rich cultural heritage, beautiful beaches, and diverse landscapes. In September, visitors can enjoy its lively cities, historic sites, and natural wonders without the peak-season crowds.
San Juan, the island’s capital, is known for its historic Old Town, with colorful Spanish colonial buildings, cobblestone streets, and landmarks like El Morro and La Fortaleza. For nature enthusiasts, El Yunque National Forest offers hiking trails through tropical rainforests and the chance to see waterfalls, exotic plants, and rare wildlife. September is also a great time to explore Puerto Rico’s beautiful beaches, like Flamenco Beach on the island of Culebra and Luquillo Beach on the main island.
Puerto Rico’s vibrant culture shines through in its food, music, and festivals. Visitors in September can experience authentic Puerto Rican cuisine, from mofongo to fresh seafood, and enjoy the island’s lively nightlife. Whether you’re exploring historic sites, hiking in the rainforest, or relaxing on the beach, Puerto Rico offers a diverse and exciting experience in September.
20. Saint Martin
Saint Martin is a unique Caribbean destination, offering a blend of French and Dutch cultures along with stunning beaches and lively nightlife. September is a quieter time to explore the island’s diverse attractions and enjoy its laid-back atmosphere.
The French side of the island, Saint-Martin, is known for its gourmet restaurants, chic boutiques, and beautiful beaches like Orient Bay and Baie Rouge. Visitors can enjoy French cuisine, local markets, and the relaxed atmosphere of the French Caribbean. On the Dutch side, Sint Maarten, you’ll find more bustling nightlife, casinos, and shopping, particularly in the lively town of Philipsburg.
For adventure seekers, the island offers plenty of water sports, from sailing and windsurfing to snorkeling and diving. September is an ideal time to take a boat trip to the nearby islands of Anguilla or Saba, or to explore the island’s hidden coves. With its mix of cultures, cuisines, and activities, Saint Martin is a dynamic destination for a September getaway.
There is obviously a lot to choose from if the Caribbean islands are your desired September destination. Once you decide which of these islands fits your budget, style, and preferences the most, the only thing that remains is to start packing your suitcases before you revel in everything these fantastic islands have to offer.