Caribbean Holiday Guide: Islands To Choose For Your Vacation

With more than 700 islands to choose from, it can be a bit tricky to figure out where to go. Looking for a place where you can escape from it all? Want to find those secret spots, cozy beachfront hideaways, and secluded coves? Or maybe you're more into the established resorts and a variety of dining choices?

We can help you explore the various destinations in the Caribbean and find the perfect island that matches your preferences—and with Booked AI, planning your trip is going to be a breeze.

The Complete Caribbean Package

Antigua, Barbados, and St. Lucia are always on the top of the list when it comes to the best Caribbean islands, and it's pretty obvious why. These gems are just the right size, with a great mix of resorts and local culture.

Barbados is well-known for its beautiful beaches, charming hotels, and delicious culinary offerings that will surely satisfy your appetite. St. Lucia offers stunning rainforest-covered landscapes and mouth watering Creole cuisine, making it a sensory delight. By the way, Antigua has 365 beautiful beaches and luxurious resorts, each with its own special charm and personality.

Prices on these islands may be higher than some of the other islands, but the service, amenities, and luxurious surroundings make it all worth it. You can check out the island’s prices for accommodation and activities through Booked AI to make sure everything stays within your budget.

A More Authentic Experience

If you're not into designer boutiques and high-end dining, you might want to consider exploring a more laid-back and authentic Caribbean experience on one of the less developed islands like Grenada (also known as 'Spice Island') or Tobago. When you step outside your hotel, you won't find all the fancy luxuries, but you'll experience the authentic Caribbean vibe by immersing yourself in the relaxed local culture. Enjoy a refreshing rum punch at a lively beach bar and check out the vibrant street markets.

Experience the laid-back charm of Grenada's spice plantations and the serene beauty of Tobago's beaches. These islands provide a much-needed escape from the fast-paced world and a genuine Caribbean experience.

For The Modern Traveler

If you're looking for a place to relax with all the amenities, consider heading to the Bahamas, the Cayman Islands, the Virgin Islands, or Puerto Rico. These destinations offer swaying palm trees, gentle lapping waters, and pristine sands, making them perfect for a casual getaway. Puerto Rico has a unique Hispanic vibe, where beachside bars come alive with lively salsa beats. On the other hand, the other three islands have a more American feel, offering casinos, shopping centers, and fantastic options for snorkeling, diving, and other water sports.

If you're looking for a more intimate and exclusive experience, the British Virgin Islands are the perfect choice. While they may be smaller compared to the Bahamas and US Virgin Islands, they offer a unique charm and exclusivity that is hard to find elsewhere.

The Couples getaway of Your Dreams

We think that the Caribbean islands are great for a romantic getaway, and finding the right accommodation is key for a couples' destination. If you're after a place that offers complete privacy and is filled with high-end restaurants and luxurious boutique hotels, Anguilla would definitely be at the top of your list. Getting there can be a bit of a challenge, but trust us, it's totally worth it. We suggest considering a visit to another Caribbean Island or even the US to make the most of your trip.

If you're looking for a more laid-back and relaxed getaway, Turks & Caicos is the perfect destination. With its stunning seclusion and top-notch hotels, it's a slice of paradise that's hard to resist. If you're in search of a place that offers both serene beachfront hotels and exciting nightlife, St. Barths is the ideal destination for you. This island has a sophisticated capital called Gustavia, a glamorous mega-yacht marina, and stunning scenery. It exudes unparalleled Caribbean chic.

For A More Unique Tropical Vacation

Cuba is truly a feast for the senses with its vibrant colors and incredible musical heritage. Check out all the adorable towns and peaceful beaches that are perfect for unwinding. When you visit Havana, Trinidad, and Santa Clara, it's like going back in time. You'll see old cars, colorful buildings, colonial architecture, and stunning promenades by the sea that are just as beautiful as the beaches. Cuba offers a wide range of accommodation options, catering to different preferences and budgets. From luxurious all-inclusive resorts to charming casa-style properties, there is something for everyone. Plus, you'll get great value for your money.

St. Martin/Saint Marteen is a one-of-a-kind destination, split into two parts due to its French and Dutch influences. The French side has some really nice hotels and beautiful natural scenery, while the Dutch side has lots of cute shops and a more lively nightlife.

If you're looking to check out two islands in the same country, St. Kitts and Nevis come highly recommended. This duo offers stunning mountain backdrops, lush tropical rainforests, beautiful plantations, calm swimming waters, scenic railways, and a variety of outdoor activities. It's the perfect place to relax and enjoy nature's beauty. Nevis is well-known for its incredible tranquility. This place has some amazing, untouched beaches that are perfect for getting away from the chaos of daily life.

Islands Away From the Crowd

Going to pristine islands might take some extra work, but the benefits are priceless. If you're looking for Caribbean destinations that haven't been overrun by tourists, Bonaire, Curaçao, Guadeloupe, and Martinique are perfect. These places offer an authentic and nostalgic experience that takes you back to a simpler time. These islands have some really stunning beaches, cute little towns, and lots of cultural gems that still have that special charm. Take Willemstad in Curaçao, for example, with its vibrant Dutch-inspired architecture, or the peaceful beach towns and crystal-clear waters of Guadeloupe. Bonaire has serene landscapes and terrain filled with cacti, which are perfect for exploring the shallow reef bays. On the other hand, Martinique is a haven for food lovers, offering a wide range of culinary delights, including rum distilleries and secluded coral islets.

If you’re wondering what the best times are to visit these less touristy islands, just ask Booked AI and our AI travel assistant will guide you through the best dates to plan your holiday.

The Best Value Islands

There are plenty of affordable destinations in the Caribbean that boast breathtaking beauty. Check out the Dominican Republic, Jamaica, and Aruba - they're just a few examples. In the Dominican Republic, you'll find plenty of beach-side resorts with tons of facilities and all-inclusive offerings. While there may not be a whole lot to explore beyond the hotel, it's still a pretty appealing choice considering how much cheaper it is compared to other islands.

Jamaica is a bit pricier, but it offers a one-of-a-kind experience that goes beyond the typical resort scene. You can immerse yourself in the local culture by visiting rum shacks, grooving to reggae beats, and indulging in the flavorful Creole cuisine. There are plenty of island tours you can take to further explore the country. It's a good idea to go on organized tours for safety purposes. Aruba is a fantastic destination with its location outside of the Hurricane Belt, low crime rates, stunning beaches, and mesmerizing turquoise waters. Aruba may not have the same range of options as other destinations, but Palm Beach, its main beach, has white sand, turquoise waters, and a wide selection of bars, restaurants, and shops. It's definitely a fantastic choice. Chain-style hotels offer a great combination of comfort and affordability, making sure you can have a fantastic Caribbean vacation without breaking the bank.

Conclusion

If you're in the mood for a laid-back getaway to the Caribbean, destinations like Barbados, Jamaica, Cuba, and the Dominican Republic have got you covered. With multiple direct flights each week, including from regional airports, getting there is a breeze.

Other destinations like Antigua, St Lucia, Tobago, Grenada, Bermuda, Aruba, and the Bahamas also have plenty of flights available, but only direct options from London. London has direct flights to Grand Cayman and the Turks & Caicos, although there may be a short stopover involved.

It's a great idea to consider combining at least two Caribbean islands to maximize your trip. You could even spice things up by adding a US city to your itinerary for an unforgettable adventure. You get to explore the amazing culture and stunning beauty of several different places all in one vacation.

With Booked AI, we can help you in creating a smooth and stress-free itinerary that matches your preferences and budget. You'll be able to create unforgettable memories on your multi-destination trip to the Caribbean. Download the app today on the Apple App Store or the Google Play Store!