Selecting the best Caribbean island to visit for your next Caribbean vacation can be a daunting task. With so many beautiful islands, narrowing down the list and selecting the one that’s right for you is challenging. From the idyllic beaches of Aruba to the vibrant cultures of Jamaica, each island possesses a unique charm that caters to different vacation preferences.
In this blog post, I’ll take you on a journey through some of the most popular Caribbean islands and help you determine which one is the best fit for your travel desires.

Table of Contents
Aruba
Aruba, a captivating constituent country of the Kingdom of the Netherlands, lies just off the Venezuelan coast. It belongs to the trio of the magnificent ABC Islands, with Bonaire and Curacao. Renowned for its pristine beaches and stunning turquoise waters, Aruba is an idyllic vacation paradise, offering tranquility and serenity.
With its reputation for surfing, windsurfing, jet-skiing, and fishing, Aruba is a haven for water sports and outdoor fun seekers. Snorkeling is another highly recommended activity that shouldn’t be missed. Aruba is a year-round destination, but for the best experience minus the crowds, plan your visit between March and May.

Aruba is home to the world-famous Carnival, a celebration pulsating with music, vibrant costumes, and lively street parties. If you’re looking for accommodation options, my family couldn’t recommend the Marriott Stellaris Casino & Resort enough. It is conveniently situated near the picturesque California Lighthouse.
Oranjestad, the capital of Aruba, thrives as a top-notch shopping destination and is replete with excellent restaurants that cater to every palate. Two attractions not to be missed are the Ostrich Farm and the iconic Natural Bridge. For the ultimate island exploration, consider renting a car and discovering the hidden gems on the secluded back side, where you’ll find breathtaking beaches that exude serenity.

The Bahamas
The Bahamas is a collection of over 700 islands, and its paradise-like nature draws millions of visitors each year. This tropical retreat is famous for its pink sandy beaches, warm crystal-clear waters, and exotic sea life. Its intense beauty will astound you.
Though an independent country since the early 1970s, Bahamians still honor their British customs and drive on the left side of the road.

The best time to visit the Bahamas is between December and April when the weather is dry and mild. Many cruise ships are visiting the Bahamas, with nearly 75% of its visitors arriving that way. But Aruba is also a perfect destination for those looking for a luxurious resort experience in a natural setting. Its landscape attracts boaters, fishermen, and scuba divers.
Popular things to do in the Bahamas are visiting the Straw Market in Freeport for handmade arts and crafts, going to Atlantis on Paradise Island, and hitting the casinos in Nassau, the country’s capital.

Atlantis Resort offers abundant activities in an upscale setting. Expect high-end shopping, world-class restaurants, a top-notch casino, impressive water slides, and more. Cruise passengers can pay a nominal fee to enjoy the amenities for the day, but I highly recommend a land trip to stay at this luxury resort.

Barbados
Experience the breathtaking beauty of Barbados, a top tourist destination known for its stunning fine-sand beaches. The island, often called “Little England,” offers an enchanting mix of stunning architecture, seaside villages, plantations, and historic churches.
Stroll through the historic capital, Bridgetown, a recognized UNESCO World Heritage Site, and immerse yourself in the island’s rich history. Harrison Point Lighthouse is a top point of interest in the nearby northern Parish of Saint Lucy.

Barbados also offers a vibrant nightlife, where you can enjoy the thriving atmosphere after exploring its incredible pirate castles and architecture. For a truly unforgettable experience, dive into the crystal-clear waters on an Atlantis submarine and marvel at the vibrant coral gardens and fascinating sea life, including dolphins and sea turtles.

Afterward, have a tasty meal in Barbados’s sophisticated beachfront restaurants. Heads up, sunbathers are often in the buff.
Visit Barbados between December and April for the driest weather and cool breeze. Unwind, relax, and explore this serene Caribbean island that promises an enticing blend of natural beauty, rich culture, and warm hospitality.

Bonaire
Bonaire, a tiny Dutch island, is renowned for its incredible diving and snorkeling spots. Encircled by a protected marine park, the island boasts abundant undisturbed marine life. The island is a real gem, offering a perfect blend between a secluded island getaway and a vibrant resort experience.
Bonaire remains an untouched paradise, showcasing small-town charms and a mesmerizing marine world. Dive enthusiasts and snorkelers flock here to witness the vibrant array of sea creatures in its crystal-clear waters. As one of three islands in the Netherlands Antilles island chain, Bonaire is the second largest, with its distinctive boomerang-like shape.

Island activities include exceptional bird-watching, delectable seafood restaurants, biking, hiking, and more. What sets Bonaire apart is its commitment to sustainability. The island strives to become the first Caribbean destination powered by sustainable energy. In addition to all its attractions, watch for the wild donkeys that nonchalantly roam the landscape.
The best time to visit is from May to September when the weather is dry and refreshing breezes pleasantly cool the island temperature.

British Virgin Islands (BVI)
Say hello to the British Virgin Islands, a captivating archipelago with 60 islands and cays in the eastern Caribbean. Renowned for its vibrant sailing culture, the BVI is a dream destination for those seeking an extraordinary island-hopping adventure by sailboat or yacht. Indulge in the island’s delectable conch fritters, a local delicacy typically sold by the charming beach vendor shacks.

While the optimal time for sailing is between November and April, the months from June to October offer favorable hotel rates for visitors, making it an excellent time to explore. Get ready to immerse yourself in the breathtaking underwater world as the British Virgin Islands boast some of the Caribbean’s finest snorkeling and diving spots, teeming with diverse marine life and stunning coral reefs.
Experience the magic of Virgin Gorda, an island that captivated Columbus with its striking resemblance to a reclining woman. Explore the unique natural attraction of Virgin Gorda’s grotto, formed by colossal toppled rocks. The scenery on this island will blow your mind!

Norman Island, aptly referred to as “Treasure Island” due to its association with Robert Louis Stevenson’s novel, offers a rich history and captivating allure; the BVI is a paradise for sailing and boating enthusiasts.
From the secluded shores of Peter Island to the vibrant sands of Tortola, prepare to create cherished memories in this enchanting destination. And speaking of unforgettable experiences, don’t miss the world-famous Soggy Dollar Bar at Jost Van Dyke—a must-visit spot that I had the pleasure of enjoying during my Windstar cruise.

The Cayman Islands
The Cayman Islands, a British Overseas Territory, are renowned for their seclusion and exclusivity. With a vibrant culture, stunning beaches, and a fantastic dining scene, these three islands offer an exceptional vacation destination for high-end travelers seeking an intimate and luxurious experience. It’s home to upscale and designer shopping with duty-free pricing and is even known as the “Jewelry Capital of the Caribbean.”

Visitors can indulge in a wide range of outdoor and cultural activities. In the fall, the Cayman Islands offer relief from the scorching summer heat experienced from May to October. Grand Cayman, the most famous island, attracts sunbathers and tourists alike, with its sandy shores, ultra-clear blue water, and numerous cruise ships docking daily.
Stingray encounters (Stingray City), the Cayman Turtle Centre, snorkeling, and catamaran trips are just a few exciting activities. Don’t miss the breathtaking Seven Mile Beach, the most famous in the country, where you can relax and soak up the Caribbean sun on white powdery sand.
A must-see stop is the world’s premier marine wildlife artist, Guy Harvey’s Restaurant & Bar in Georgetown. You may also catch the famous artist in his studio working as we did on multiple occasions.

Dominica
Dominica, known as the “Nature Island,” is a pristine sanctuary boasting vibrant tropical rainforests, crystal-clear streams, and rejuvenating hot springs. Visitors are captivated by its awe-inspiring natural wonders, including majestic waterfalls, exquisite flora, and fauna.
The best time to experience this untouched paradise is from November to May when the weather is comfortably cool and dry. As the gateway to Dominica’s untamed beauty, the capital city of Roseau beckons with its small population of around 73,000. The island is a treasure trove of adventure, with its beautiful hiking trails, cascading waterfalls, and rich cultural heritage.

Since gaining independence from British rule in 1978, Dominica has emerged as a vibrant nation brimming with history and charm. One of its most visited attractions is Trafalgar, a mesmerizing waterfall with a striking two-tiered drop of approximately 150 feet into the pool below. Nestled within the Morne Trois Pitons National Park, Trafalgar also offers an exhilarating aerial tram ride, soaring 300 ft. above the gorge.

For those seeking a more relaxed experience, visiting the Botanical Gardens in Roseau is a delightful alternative. With an array of outdoor activities, from hiking through lush rainforests to kayaking and admiring the vibrant colonial architecture, Roseau ensures an unforgettable stay for every adventurer.
The Dominican Republic
Welcome to the enchanting Caribbean island of the Dominican Republic! This captivating destination boasts breathtaking beaches, luxurious resorts, and vibrant nightlife. Whether you’re a honeymooner, a beach enthusiast, or a family seeking adventure, the DR has something for everyone. The ideal time to visit is between December and April when hurricane season is over.

Immerse yourself in this beautiful country that offers a wide array of high-end hotels, all-inclusive properties, golf courses, and stunning natural landscapes. Puerto Plata is the cradle of the DR’s tourism, with history, amazing culture, and the 16th-century Fortaleza San Felipe, a Spanish fortress housing historical and military artifacts.

With over 1,000 miles of pristine coastline, it’s no wonder the DR is the most visited country in the Caribbean.
Fun things include embarking on an exhilarating zipline tour, soaring above the lush jungle canopy, and treating yourself to breathtaking views of the Caribbean Sea and stunning landscapes. Or explore the many Instagram-worthy waterfalls that are fun for the whole family.

Explore the rich history and production of the iconic Dominican rum by visiting one of the many local distilleries. Brugal Rum was our favorite. And while you are there, hop over to miss the chance to see the beautiful Santo Domingo’s Colonial Zone, a UNESCO World Heritage Site. Here, you can marvel at the magnificent colonial architecture, delve into the fascinating Amber Museum, buy local artwork, and indulge in delicious ice cream. Don’t miss going inside the Cathedral of Santa María la Menor.
If you are on a cruise and looking for what to see and do at Amber Cove, we’ve got you covered.

Grenada
Grenada, also known as the “Spice Isle,” is a hidden gem in the Caribbean that offers a unique and captivating experience. This beautiful island is famous for its spice plantations, pristine beaches, and crystal-clear waters. One of its remarkable attractions is the Underwater Sculpture Park, where you can snorkel among 80 submerged sculptures.

The best time to visit Grenada is from January to May, when the weather is perfect for outdoor activities. Don’t forget to bring home some of the island’s famous spices like cinnamon, nutmeg, ginger, and cloves. You can even explore the spice farms and witness how they are grown.
And for those who seek adventure, indulge in a rum tasting at the award-winning Westerhall Estates.
Grenada offers a plethora of activities for visitors to enjoy, including fishing, sailing, and hiking. Scuba diving enthusiasts will be delighted by the shipwrecks and adorable turtles that grace the waters. Grenada cuisine blends the West Indies, Caribbean, and Creole flavors, promising a sensational culinary experience for your taste buds.

For history enthusiasts, visiting Grenada’s 3300-year-old Fort George is a must. If you are a nature lover, explore the stunning Grand Etang National Park in the heart of Grenada. This natural wonderland boasts lush rainforests and photogenic exotic birds. There’s never a dull moment on this Caribbean island.
Jamaica
Jamaica, a vibrant island with a rich mix of cultures, food, music, and welcoming people, is a destination that promises endless joy. From the mesmerizing blue waters to the lush green mountains, this Caribbean paradise delivers a powerful punch.
Picture yourself indulging in the rhythmic melodies of Bob Marley while sipping rum and savoring the mouthwatering flavors of jerked meats and roti. Pay homage to the iconic Bob Marley by visiting his mausoleum, a poignant tribute to Jamaica’s Father of Reggae.

No trip to Jamaica is complete without experiencing the breathtaking beauty of Dunn’s River Falls, a 600-foot cascade of provocative blue waters that are a top attraction.
For a touch of adventure, embark on a scenic tubing excursion down the river, a fantastic option when visiting Ocho Rios by cruise ship. The open-air jeep ride to the starting point, way into the steep mountains, is part of the fun. Reward yourself with a local Red Stripe beer at the end.

Unwind and pamper yourself in the high-end resorts of Montego Bay, many of which are all-inclusive, where extravagance meets tranquility. Delight your taste buds with exquisite cuisine at the island’s delicious restaurants.
Venture to Falmouth, a popular Jamaican cruise port, near the captivating Good Hope Plantation, a perfect spot for an idyllic tour and afternoon tea. Having been to Jamaica multiple times, this was my favorite attraction.
The best time to experience the magic of Jamaica is between November and mid-December or from late April to mid-June when the weather is mild and dry.

Puerto Rico
Puerto Rico is a tropical paradise, 110 miles long and 35 miles wide, boasting pristine beaches, lush forests, and vibrant cities. This island is a cultural haven with its unique Puerto Rican art, architecture, and cuisine. Whether you prefer luxury resorts or intimate guesthouses, Puerto Rico offers a range of options for visitors looking to immerse themselves in the local culture.
Take a leisurely stroll through the UNESCO World Heritage Site – historic Old San Juan. Don’t miss the iconic El Morro Fortress and Castillo de San Cristobal.

Puerto Rico is home to El Yunque – the only tropical rainforest in the United States. It’s a pleasure for all ages to visit. Sports enthusiasts will find paradise in windsurfing, golfing (with 23 courses), sailing, and nightlife throughout clubs and casinos.

Historic Old San Juan, with its cobblestone streets, offers educational activities, shopping, culinary delights, and an art scene that will captivate you. I had an exceptional food tour in this area, complete with mojito cocktail making.

Pro Tip: As a top-rated cruise destination, Puerto Rico is a must-visit, but it is not a duty-free zone. You will need to pay taxes on merchandise when you return home.
Don’t miss strolling San Juan’s most beautiful promenade, Paseo de la Princesa, admire the Raíces Fountain, treat yourself to tasty pumpkin ravioli or tapas paired with flavorful sangria from Pirilo Pizza Rustica, and catch a fabulous sunset.
The best time to visit Puerto Rico is from mid-April to June when the weather is mild and the crowds are thinner.

St. Lucia
Discover the captivating beauty of St. Lucia, a small island paradise that boasts world-class beaches, vibrant nightlife, and breathtaking natural scenery. This romantic haven is perfect for honeymooners and couples seeking a romantic getaway. With a plethora of activities such as diving, exploring the vibrant nightlife, and embarking on enchanting rainforest excursions, there is never a dull moment on this mountainous island.
Two of the biggest draws of St. Lucia are the vibrant coral reefs and cascading waterfalls. Then again, riding horses on the beach is pretty intriguing, too.
St. Lucia also has exceptional luxury resorts that aim to please.

St. Martin
Experience the enchanting islands of St. Martin and St. Maarten, where French and Dutch cultures intertwine to create a captivating destination. This island truly has everything from vibrant nightlife to breathtaking beaches and duty-free shopping. Immerse yourself in the picturesque countryside or explore the cosmopolitan city center, all while marveling at the turquoise waters of the Atlantic Ocean.

St. Martin, the French side, boasts the charming capital city of Marigot, with its boutique shopping, cozy cafes, gourmet shops, and pastel-colored colonial buildings. Just five miles from Marigot is the crown jewel of St. Martin – the chic and lovely Grand Case, a beachfront town with super soft sand that will captivate your senses with the very best swimming. I can’t get past the gorgeous pastry cases that pull the locals and tourists in like magic.
Grand Case also houses a collection of the island’s best restaurants. Be Kool Restaurant in the heart of Marina Port Royal is one I recommend, but be prepared to be there as these places operate on island time.

Consider staying at the luxurious Homage Hotel & Residences on the French side for an unforgettable overnight experience. The hotel boasts stunning beach views, colorful artwork and sculptures, and exquisitely designed rooms and furnishings.
The visually stunning Orient Beach, the “St. Tropez of the Caribbean,” offers pay lounge chairs, local merchants selling resort wear, and even a section on the southern side for nudists (naturalists).

On the Dutch side, you’ll find St. Maarten, offering affordable prices and a lively atmosphere perfect for vacation getaways. Expect a jazzy nightlife, adult libations, duty-free shops, and casinos. Philipsburg, the capital of St. Maarten, is where the dual island’s Princess Juliana International Airport is. Watching the planes land at Maho Beach, so close that it feels like you can touch them with your fingertips, is a must.
The best time to visit is between December and April when the weather is dry and hurricane season is over.

Turks and Caicos
Turks and Caicos, a captivating group of islands southeast of Florida, awaits you with its pristine white sand beaches and crystal-clear blue waters. With many exciting activities like swimming, snorkeling, and kayaking, these islands are a dream destination for family vacations. The ideal time to visit is between November and May when the tropical storms have passed.

Despite its small population of only 7,000, Turks and Caicos is often dubbed the Caribbean’s “Last Frontier.” This British colony consists of eight islands and numerous cays, with Grand Turk serving as the government seat and central tourist hub, particularly beloved by cruise ships.
For cruisers, Jimmy Buffet’s Margaritaville offers a delightful retreat with its inviting pool and lounge chairs – the largest and most popular Margaritaville in the Caribbean. Explore Cockburn Town, Grand Turk’s capital, boasting charming British colonial architecture.

Turks and Caicos is famous for its windmills, salt ponds, and protected UNESCO site, as well as its incredible scuba diving opportunities. Keep an eye out for the majestic humpback whales that pass through this area each year.
Another captivating island to explore is Providenciales, also known as Provo, offering an exquisite selection of high-end luxury hotels. Two of my top picks are Alexandra Resort and Blue Haven.
Grace Bay, the local beach, consistently ranks among the world’s most stunning beaches.

United States Virgin Islands (USVI)
The US Virgin Islands consist of three Caribbean gems: St. Croix, St. John, and St. Thomas. Despite being a US territory, these islands offer a captivating blend of Caribbean allure. St. Croix beckons with its remarkable scuba diving, deep-sea fishing, noteworthy eateries, and A+ golf course.
St. John boasts pristine national parks and untouched beaches. In St John’s heyday, it was home to 25 sugar-producing factories.

This 13-mile-long cosmopolitan island, St. Thomas, offers horseback riding, snorkeling, endless shopping ops, and even honeymooning. Bargain hunters will delight in the historic part of town, just a few blocks from the waterfront. St. Thomas is renowned for its upscale shopping, offering discounts on electronics, jewelry, and fashionable clothing.
Charlotte Amalie is the capital city, with white sandy beaches, azure water, and colorful green hills.

Indulge in the US Virgin Islands’ exciting attractions, such as Blackbeard’s Tower, Bluebeard’s Castle, and Frederick Lutheran Church. But the island’s breathtaking beaches are always the main draw, with Magen’s Bay and Honeymoon Beach topping the list of must-visit spots. They are both equally as good for taking photos as they are sunbathing and swimming.
The best time to visit the USVI is from April to June, when mild weather and fewer crowds prevail.

You Can’t Go Wrong With Any Caribbean Choice
Choosing the perfect Caribbean island for your vacation can be overwhelming, but with our guide, you can now decide based on your travel preferences. No matter what you are looking for in a vacation, from stunning beaches, natural attractions, cultural experiences, or luxurious amenities, there is a Caribbean island to suit your taste.