Top Caribbean Destinations

You may wonder why we only book vacations to the Caribbean and Mexico.

First, we love it there. But also we want to be experts in these destinations that have so much to offer. So we stick with it.

The Caribbean is a great destination, but choosing between islands can be difficult and confusing. So we want to lay it out for you.


Here’s 20 Top Caribbean Destinations:


1. Punta Cana

From boat spas, to ATV’s and buggies, Punta Cana reigns as the “Jewel of the Caribbean.”  Dig your toes into the finest sand the Caribbean has to offer. Home of one of the 10 best beaches in the world, Punta Cana’s Bavaro Beach has become an All Inclusive hotspot to escape cold winter temps and seek relaxation.

If venturing off the beaten path is your thing, there is plenty to do in the charming Dominican culture. 

Favorite resorts: Secrets Cap CanaIberostar Grand Hotel Bavaro; Now Onyx; Bavaro Princess All Suites



2. Jamaica

In Jamaica, the Bob Marley attitude “Don’t worry bout a thing” truly comes to life as vacationers experience some good R&R. Apple Vacations’ All-inclusive resorts are nestled amidst jungle terrain along the Caribbean coastline.  Whether you’re a Reggae music lover or a newlywed foodie, experience an exotic get-away with a laid-back culture, fine food, and some of the nicest people you’ll ever meet.

Favorite resorts: Azul SensatoriSecrets St. James; Couples Swept Away; Iberostar Grand Hotel Rose Hall 



3. Aruba

For all you kiteboarding junkies out there, Aruba is the place for you! And have you heard of those cool twisting divi-divi trees? The white powdery sand of Aruba is dotted with the most beautiful exotic, arid foliage in the Caribbean.  If you want to explore off -resort property, Aruba’s charming city is one of the most ethnically diverse with new culture and landmarks to discover!

Favorite resorts: Riu Palace Aruba; Renaissance Aruba Resort & Casino (offers both all-inclusive and non)




4. La Romana

Sitting in your living room wishing you could just soak in the pure Caribbean coast? La Romana is the ideal vacation destination, surrounded by towering palm trees and crystal blue water giving any traveler perfect tropics. This cosmopolitan hotspot has all the perks of city life, including travel accessibility. It’s easy to experience nearby resorts and islands. La Romana is the 3rd largest city in the Dominican Republic. You can take an afternoon stroll within the city and visit nearby islands like Saona island to capture the Dominican Republic’s natural beauty, all at the convenience of neighboring luxe resorts.  

Favorite resorts: Iberostar Hacienda Dominicus; Dreams La Romana Resort & Spa; Grand Bahia Principe La Romana




5. St. Thomas

No shoes? No passport? No problem!  St. Thomas is the first Caribbean stop for many Americans. St Thomas is the most cosmopolitan of the US Virgin Islands plus its awe inspiring coastline is edged with bright turquoise waters. From leisure vacationers to the adventure-seekers, or even corporate meeting planners, St. Thomas offers gorgeous beaches, great hiking, world renowned golf courses, and houses one of the world’s most beautiful harbors.

Favorite resort: Bolongo Bay Beach Resort




6. Curacao

Curacao is a tasty fusion of tropical charm with Latin style, proud African heritage, and European sophistication. Representing over 50 nationalities, the Dutch inspired crayon-colors and red tiled houses make your urban strolls feel like a mix between the streets of Europe and an eclectic New Orleans culture. Other great attractions include world-class diving sites, historical monuments, museums and golf courses. While there is much to do at this destination, it may only take the calming Caribbean coast to make you utterly mesmerized and never want to leave.

Favorite resort: Sunscape Curacao Resort




7. Puerto Rico

Puerto Rico, the birthplace of the Pina Colada, has gorgeous terrain to explore and enjoy. Puerto Rico has incredible green mountains to hike, waterfalls to explore and rainforests to zipline. And, there’s no worries about needing a passport here! Old San Juan is one of the most popular regions of this destination. Its sprawling historical colonial buildings set the stage for a buzzing nightlife atmosphere accompanied by salsa, rock, and Latin music. You can even catch a baseball game in San Juan! If Marc Anthony loves Puerto Rico, we do too!

Favorite resort: Ritz-Carlton San Juan (not an All Inclusive)




8. Antigua

For all you beach bums out there, discover this island’s 365 beaches with the perfect balance between an intimate quaint atmosphere and a fun city culture. Lined with secluded coves and silken powder-white sands, Antigua hosts some of the most beautiful beaches in all the Caribbean. Experience a tranquil lagoon view of turquoise sea for our nature lovers or couples yearning for a romantic paradise. For excursions beyond your resort, check out the water sports and golf, sightseeing and shopping, open-air restaurants, live entertainment, and spas.

Favorite resort: Jolly Beach Resort & Spa


9. Bermuda

Whip out those Bermuda shorts and bring on those pink sand beaches. That’s right, miles of Bermuda’s southernmost pink shore stretch along the turquoise sea surrounding this group of 181 tiny islands. Relax on the captivating beaches surrounded by picturesque cliffs and coves. Among emerald waters lies gorgeous coral reefs with 650 species of colorful fish. You can experience Bermuda’s unique old English charm mixed with new colorful American influences both on and off resort property.

Favorite resort: The Fairmont Hamilton Princess (not an All Inclusive)




10. St. Lucia

We’ll go ahead and pinch you, it’s so real that it’s surreal. Think sparkling bays surrounded by towering forested hills. The island is a watersport lover’s dream, from kite surfing and snorkeling on the west coast, to must-see natural wonders in the south. Whether travelers are after romance, rejuvenation or adventure, this is the perfect destination.

Favorite resort: The Body Holiday at LeSport; Rendezvous; Coconut Bay Resort & Spa




11. Turks & Caicos

Dive into one of the top diving destinations in the world. With lots of little islands and vibrant cays, these picture-perfect beaches and turquoise shores beg for discovery. For a mellow retreat on the sand, Turks & Caicos’ famous beaches stay uncrowded, even on world-class dive sites. Providenciales (“Provo”) is in the running for world’s top island destination and offers nature preserves, salt lakes, and limestone cliffs. And fun fact, Turks & Caicos’ capital island, Grand Turk, was the first island where Christopher Columbus landed on his 1492 voyage to the New World.

Favorite resort: Royal West Indies Resort (not an All Inclusive)




12. Barbados

Calling all surfers and sunbathers! We present to you, Barbados! Drenched in rich history and tradition, this tropical locale abounds with charm. Barbados is most famous for its endless blush-pink and white sands and “Golden Coast” beaches, most known for their tranquil waters. “Crane Beach” is one of our top 7 beaches you don’t want to miss! If you need a break from scuba diving, play some cricket while you’re here (the national sport) or golf on designer oceanside courses. The island of Barbados is a little more remote, and a whole lot harder to bid farewell.

Favorite resort: Turtle Beach; Savannah Beach Barbados




13. St. Kitts

Bordering the Caribbean to the west and facing the Atlantic to the east is the exotic tropical island of St. Kitts. Emerald green rain forests, black and white sand beaches, and a dormant volcano call this tranquil island home. If you want to adventure off site, visit the capital city of Basseterre modeled after London’s Piccadilly Circus. For you nature-lovers, enjoy the luxury resorts resting within full tropical foliage in the center of St. Kitts’ natural beauty. At St. Kitt’s, we can promise you an unparalleled island vacation experience for the whole family to enjoy.  

Favorite resort: St. Kitts Marriot Royal Beach Casino (not an All Inclusive)




14. Grand Cayman

We aren’t kidding when we say “Grand”. Introducing the largest of the three Cayman islands, home to the world famous Seven Mile Beach, dubbed one of the most beautiful beaches in all the Caribbean. Adventure through the island’s old-growth forests or experience the culture of George Town’s Caymanian heritage.  

Want the perfect spot for relaxation? Check out  Apple Vacations’ top resorts located on Grand Cayman’s tranquil and picturesque East End. Combine this with the area’s rep for best diving in the Caribbean with many fun, family-friendly activities and “VOILA!” you have your dream vacation.

Favorite resort: Grand Cayman Beach Suites (not an All Inclusive); Grand Cayman Marriott Beach Resort (not an All Inclusive)




15. The Bahamas

Needing a quick escape? Treat yo’self to that “Bahama Mama” drink and get packing for The Bahamas STAT! The Bahamas sit just south of Florida making it one of the most accessible island countries outside the US. It’s a true family-friendly country with many resort options. You can’t miss the most infamous resort, Apple Vacations’ very own Atlantis Resorts. Enjoy world-class activities including a water park, aquarium, movie theater, kids’ club, game room, and dolphin cay just to name a few. Find your true oasis of picture perfect, white sand beaches and clear blue water just a short walk from your breathtaking resort.

Favorite resorts: Riu Palace Paradise Island; Melia Nassau Beach Resort & Casino; The Cove Atlantis (not an All Inclusive); The Reef Atlantis (not an All Inclusive)




16. St. Croix

Pack your newest bikini and snorkeling gear and head to St. Croix,  the largest of the US Virgin Islands at 40 miles long. St. Croix hosts old plantation ruins, and white sandy beaches by lush rain forests to set the stage for a gorgeous and relaxing stay. If you’re interested in diving you’ll find yourself swimming next to shipwrecks and vibrant ocean life! St. Croix also offers a natural allure with two-thirds of the island covered by national park. Experience the fascinating history and unique culture of St. Croix where guests enjoy Danish influence, unspoiled nature, and a laid back feel that’s both All inclusive and family-friendly!

Favorite resort: Divi Carina Bay Resort




17. Santo Domingo

Santo Domingo aka “La Capital” is the largest city in the Dominican Republic (and one of the Caribbean’s oldest). The city has rich historical culture and cosmopolitan vibes backed by a gorgeous tropical coast.

Take a tour through this “Holy Sunday” Colonial Zone to visit cathedrals dating back to the 1500’s — among some of the firsts of the New World! Or, enjoy family-friendly resorts that look out over sugary white sand beaches dotted with gorgeous coconut trees. Come relax by Santo Domingo’s endless turquoise sea to top off the perfect day on your beach vacation.

Favorite resorts: Grand Bahia Principe Cayacoa; Luxury Bahia Principe Cayo Levantado; Grand Bahia Principe El Portillo




18. Puerto Plata

Where the golden sand meets the Amber Coast, this Dominican Republic destination is surrounded by lush mountain ranges, a 2-mile crescent of powdery sand, and a sparkling Atlantic backdrop. Just 25 minutes from Puerto Plata lies the cool, hip coastal village of Cabarete. Cabarete’s warm waters and trade winds create the perfect atmosphere making it the world’s kiteboarding and windsurfing capital.So you can have your cake and eat it too without having to choose between sun, sand, tourism, or adventure.

Favorite resorts: Iberostar Costa Dorada; Grand Bahia Principe San Juan





19. Samana

Do you speak whale? Samana is the place for you — It’s a winter wonderland to thousands of humpback whales who find leisure in its warm waters. This scenic and peaceful port town is full of lush tropical mountain hills, beautiful waterfalls, caves, and countless secluded beaches.

Whether you’re resting in your resort room or soaking up sun on the beach, there are plenty of activities to choose from: enjoy windsurfing, kayaking, snorkeling, sailing, and motorized water sports. Rent a bicycle, take a scuba diving lesson, or play a game of tennis. This destination has it all!

Favorite resorts: Luxury Bahia Principe Samana; Grand Paradise Samana; Viva Wyndham V Samana




20. Sint Maarten / St. Martin

This island duo is a little European and a whole lotta Caribbean, with Dutch and French elegance and Caribbean-chic culture all in one trip!  

To the south, you’ll feel the influence of the Netherlands in Sint Maarten, nestled against a lush hillside embraced by acres of tropical colors, a white-sand beach, and cobalt-blue waters. To the north get a taste of France in St. Martin with boutiques, cafes, charm, and natural beach beauty. You’ll leave your trip feeling more cultured than ever!

Favorite resorts: Riu Palace St. Martin; Sonesta Ocean Point