Luxury Caribbean vacations


THERE ARE 7,000 CARIBBEAN ISLANDS. THAT’S 7,000 BEAUTIFUL DECISIONS. Whether you’re looking to relax on the beach, play water sports, go on an adventurous hike, or get the most fabulous massage you’ve ever experienced, luxury Caribbean vacations offer something for everyone. Each Caribbean island is unique, from its people and culture to its array of activities.

Whatever you envision for your custom Caribbean vacation, we’ll create it – custom-crafted just for you by your Caribbean travel agent. From Turks and Caicos known for its spas and world-class facilities to St Maarten featuring the gorgeous Orient Beach and shopping on the famed Front Street, to remarkable and alluring Cuba, or a little-known, quiet island, the Caribbean islands deliver every kind of adventure. A custom Caribbean vacation is just waiting for you.

Luxury Cuba travel

Cuba is a destination unlike any other, and luxury Cuba travel crafted meticulously by your Cuba travel agent specialist, will expose you to the very best this captivating country has to offer. Havana’s history, culture, and music have made it a gem of the Caribbean—it delivers incredible color, unique architecture, and infectious rhythm. From Old Havana’s beautiful, colonial interior, to the cobblestone streets, to a stroll on the Malecon, to a waterfront walk at the edge of the city, every block of this city is spellbinding. Craving quiet? Head out of town to explore Cuba’s white sand beaches and turquoise-colored waters. Our Cuba travel agent specialists will craft a custom itinerary for you that weaves you in and out of both the best and the undiscovered parts of the country. But no matter where you’re headed, luxury Cuba travel starts and ends with the people, so be ready to engage — and salsa.


Turks & Caicos

Turks and Caicos luxury travel provides the perfect vacation for rest, relaxation, and lavish pampering. With nearly 250 miles of white sandy beaches and stunning coral reefs, the island delivers tranquil luxury. Looking for some adventure? Let our Turks and Caicos travel agent guide you to the world’s third largest barrier reef for exceptional snorkeling. Turks and Caicos travel also means impeccable accommodations. Stay in an incredible 5-star hotel and be utterly pampered with world-class food, spas, and service. Or, maybe you’d prefer something more private and secluded. Either way, your Turks and Caicos vacation will leave you refreshed and relaxed.

Eastern Caribbean luxury travel

Eastern Caribbean travel features an abundance of islands with beautiful beaches, island adventures and watersports, and 4- and 5-star luxury accommodations. From St. Maarten to the Virgin Islands, to Bahamas and Turks and Caicos to Puerto Rico, Eastern Caribbean luxury travel offers you a quick getaway and plenty of relaxation. There’s plenty of history, too, to add a bit of culture to your beach getaway. Our Caribbean travel agent specialists, or island specialists like our Turks and Caicos travel agent specialists, will custom-craft your itinerary that gets you to the islands that best fit you and your journey.

Western Caribbean luxury travel

Western Caribbean luxury travel offers something for everyone. History aficionados will enjoy a stroll through Key West, divers will love getting up close to stingrays in Grand Cayman, and shopping pros will love to bargain a little in Jamaica. And don’t forget the beautiful beaches and luxury accommodations of the Yucatan Peninsula of Mexico. Western Caribbean luxury travel will open your eyes and deliver its beauty for an awe-inspiring custom Caribbean vacation.


Luxury all-inclusive Caribbean vacations

Are you looking for a family vacation where you can enjoy the beaches, water sports, and sun of the Caribbean, but not have to worry about costs adding up? There are many luxury all-inclusive Caribbean vacations, including Barbados, Dominican Republic, Aruba, and Jamaica. A luxury all-inclusive Caribbean vacation can be the perfect getaway for the family, a couple, or a destination wedding. You can experience over-the-top luxury in Antigua, or a honeymooner’s paradise at one of the Sandals Resorts, or a needed family retreat at one of the all-inclusive resorts on Turks and Caicos.

Caribbean travel agent specialists

Our team of Caribbean travel agent specialists are experts in the islands. We have Cuba travel agent specialists who understand the nuances that will make your experience flawless. Or, our Turks and Caicos travel agent specialists will work with you to craft a luxury trip with details that exceed your expectations and please your senses. We’re here to personalize and custom-craft your luxury Caribbean vacation.


58 Stars is a luxury travel agency, specializing in custom Caribbean vacations, luxury Caribbean vacations, luxury Cuba travel, luxury all-inclusive Caribbean travel, and more. Our global connections, and the relationships our Caribbean, Cuba and Turks and Caicos travel agent specialists have made, run deeper and further—from airlines, cruise lines, hotels, tour companies, resorts, and more — which gives us an unmatched advantage in delivering amazing luxury Caribbean vacation experiences for our clients. Luxury vacations mean more to us than just 5-star hotels. It means crafting a personalized, custom Caribbean vacation itinerary you’ll remember forever. We love travel. And we’d love to be your luxury travel agency, bringing you custom, luxury Caribbean vacations and luxury all-inclusive Caribbean vacations. Let’s talk.