For privacy, luxury, and potential Plan B security, all nestled inside the ultimate holiday destination, these exclusive Caribbean retreats provide a means to escape the world with a standard of luxury that should put them at the top of every HNWIs list. 

Besides being known for its beautiful white sand beaches, crystal-clear waters, tropical climate, and vibrant cultural heritage, the Caribbean brings a dream collection of deluxe accommodations with world-class amenities for the HNW global community to enjoy. 

Most Caribbean islands and resorts boast private pools, fully equipped fitness centers, private chefs, luxury spas, world-class dining experiences, private beach access, and high-end security, promising a unique, luxurious experience. 

If you’re looking for an exclusive Caribbean retreat, there are many options – but some destinations offer significantly more than just a hotel suite – including exclusivity, networking, and even a second passport. 

Having been operating in the Caribbean for 35 years, Astons and our expert team are perfectly positioned to provide insight to HNW entrepreneurs, investors, and families looking to leverage the power move that the Caribbean is.

St. Kitts & Nevis

This two-island country in the eastern Caribbean Sea promises the ultimate luxury gateway for tourists. With 5-star beachfront resorts as a standard, St. Kitts and Nevis offers some of the most luxurious and private Caribbean retreats. 

The luxury accommodations on St. Kitts and Nevis are all about the exclusive amenities offered at the resorts, such as:

  • Luxe beachfront villas and hotels with private pools and Jacuzzis 
  • Exquisite culinary experiences, including private chef options 
  • Bespoke spa retreats and wellness programs to pamper yourself 
  • Thrilling adventures like yachting charters, golf courses, helicopter tours, and zipline canopy tours
  • Gated entrances controlled by security personnel, discreet staff services, and secure transportation arrangements

St. Lucia

Known as Helen of the West, St. Lucia is a next-level destination for those seeking the ultimate luxury escape. 

Besides being famous for beautiful beaches, the Piton Mountains, and lush rainforests, the island is home to a diverse range of luxe resorts and hotels that cater to different types of high-end travelers. 

Whether it’s a luxurious romantic getaway or an all-inclusive experience, you’ll easily find your ideal resort in St. Lucia

Just a snapshot of the exclusive amenities offered in St. Lucia:

  • Luxury villas with private plunge pools and beautiful views of the Caribbean Sea or the Piton Mountains
  • Unparalleled butler service
  • Relax your body and mind with award-winning spas and wellness treatments
  • Unique fine dining experiences 
  • Adventure tourism activities like biking and hiking


Located in the Southeastern Caribbean Sea, Grenada is a tiny island known as the Spice Island – once the second-largest producer of nutmeg in the world.

The island’s nature preserves made it a Caribbean crown jewel for empires throughout the ages, and spices—cinnamon, mace, ginger, and cloves—were its treasures. All of these are still found in the country’s traditional cuisine. 

Grenada is an ideal destination for the eco-chic traveler, with many luxury options, from all-inclusive resorts, boutique beachfront hotel villas, wellness retreats, and opulent eco-resorts. 

Some of the exclusive amenities on offer in Grenada:

  • Private beach access, luxe spa treatments, panoramic ocean views, and personalized butler service
  • Private infinity pools in suites or villas
  • Nature-inspired spas using locally sourced ingredients such as cocoa and nutmeg
  • Enjoy snorkeling, sailing, and other water sports
  • Unparalleled fine dining experiences, including private chefs

Antigua & Barbuda

Floating in the eastern Caribbean Sea, Antigua & Barbuda is a twin island federation of the Commonwealth globally known for its luxurious offerings. 

A beach for every day of the year, Antigua’s 365 beaches ensure that you have ample opportunity to enjoy the year-round tropical sun. 

Whether you prefer the privacy of a secluded getaway or to be the center of the party, Antigua & Barbuda provides a cup that runs over.

 From all-inclusive retreats to private villas, Antigua and Barbuda offers one of the Caribbean’s most bountiful selections of luxe accommodations. 

Below is a quick overview of exclusive amenities offered at resorts in Antigua & Barbuda.

  • Many resorts in Antigua & Barbuda offer exclusive access to private beaches
  • Personalized butler service in select resorts or villas 
  • Exclusive dining experiences, including private beachfront dinners
  • World-class spa treatments for rejuvenation and relaxation
  • VIP excursions and adventure activities, including helicopter tours, championship golf courses, and private yacht charters


For the ultimate in eco-chic, the Nature Island of the Caribbean—Dominica—is a must-visit. 

Dominica is famous for its natural beauty, especially its spectacular rainforests, hidden waterfalls, and boiling lakes. 

It should be noted that Dominica doesn’t offer the diverse range of luxurious retreats found in other islands of the Caribbean Sea – it is quintessentially a destination for eco-luxury lodges.  

That is not to say that Dominica’s standard of luxury is any less. On the contrary, Dominica offers an uncompromising degree of eco-opulence:

  • Private eco-friendly villas and lodges nestled within the island’s lush rainforest
  •  Personalized butler service fit for royalty
  • Locally-sourced culinary delights
  • Luxurious spa and wellness facilities, including yoga classes, fitness programs, and tai chi sessions
  • Guided nature experiences, including birdwatching tours, river excursions, and other adventures
  • Exclusive luxury excursions such as private yacht charters 

Harbour Island [Bahamas]

Known as Briland by locals, Harbour Island is famous for its beautiful pink sand beaches, which embrace the Caribbean’s turquoise waters and wrap all the way around the island’s three-mile coastline. 

Harbour Island’s beaches have been routinely awarded as some of the best in the world, including by The Travel Channel.

The island’s easy accessibility by private jet from Florida has made it a weekend getaway for residents of the Billionaire’s Bunker. 

What you won’t find on Harbour Island is a saturation of huge commercial resorts and hotels. This is more about small boutique establishments that cater to a select handful of guests. 

Necker Island 

Some Caribbean retreats take exclusivity to an entirely new level. Necker Island is a private island owned by the British adventurer and entrepreneur Sir Richard Branson

It is a perfect destination for celebrities and billionaires who prefer to rent an entire island instead of sharing one with strangers. 

The island hosts a great collection of luxe accommodations and offers adventure recreational activities, such as snorkeling and paddleboarding, while maintaining privacy – it is an island built as a respite for high-profile guests seeking a rest from media exposure. 


Famous for its beautiful beaches and luxurious accommodations, Canouan is an ideal destination for jet-setting travelers seeking privacy and luxury. 

Many resorts on this small island offer private plunge pools and world-class amenities, ensuring an exceptional experience. 

In addition to ultra-private accommodations, the island offers many adventure activities, such as scuba diving, sailing, windsurfing, deep-sea fishing, hiking, and kiteboarding. 


Located in the heart of the Grenadines, Mustique is a private island that caters to world leaders, celebrities, and high-profile people who are looking for the ultimate luxury escape. 

The island is famous for its luxe private villas with spectacular ocean views, unmatched service, private beach access, fine dining, and private infinity pools. 

For adventurous travelers, Mustique offers a plethora of activities including – but not limited to – scuba diving, championship golf, tennis, horseback riding, and more. 

Sampson Cay

One of the most exclusive Caribbean retreats, Sampson Cay is also a perfect destination for high-profile travelers. 

Another private island, but this one is famous for its powdery white beaches.

For sailors, Sampson Cay is one of the safest anchorages in the Caribbean as it is a natural ‘hurricane hole.’ 

Sampson Cay is the perfect fusion of modernity with eco-chic demands, called the ‘tropical Shangri-La.’  

As to be expected, Sampson Cay boasts an impressive collection of luxe accommodations, including beautiful beachfront cottages, villas with private pools, and waterfront suits with modern amenities. 

Philanthropist Robert Coughlin—who is also a resident of Sampson Cay—is currently building a new eco-sensitive resort on the island that promises to be an uncompromising display of local artisan work.

Astons – The Caribbean Five power move

The Caribbean is synonymous with luxury, just as it is with offshore banking, incredible privacy, and Plan B strategies, and Caribbean retreats combine it all into one.

The Caribbean is the origin story for the investment migration industry, with St. Kitts and Nevis being the first country to ever create a citizenship by investment program.

Today, the St. Kitts and Nevis program remains the Platinum Standard in the industry – along with the other four Caribbean programs that round out the Caribbean Five:

  • St. Kitts and Nevis
  • St. Lucia
  • Grenada
  • Dominica
  • Antigua & Barbuda

All five of these Caribbean nations offer global HNW entrepreneurs, investors, and families the ultimate in Plan B strategies extending the rights and privileges of citizenship in exchange for investment into the country’s infrastructure – either through a donation to a government fund or real estate investment.

Interested in owning your own piece of a Caribbean island and gain the unparalleled security of a Plan B passport for you  and your family?

Schedule a Free Confidential and Comprehensive Consultation with Astons today.


Frequently Asked Questions

Do Caribbean resorts offer investment options such as hotel shares?

Yes, as an investment option in their citizenship by investment programs, the Caribbean Five offer HNW entrepreneurs, investors, and families the ability to purchase hotel shares.

These shares can be fractional or full ownership and provide the investor with significant benefits and advantages.


What are the benefits of owning hotel shares in Caribbean luxury resorts?
How do Carribean luxury retreats ensure guest privacy and safety?
What is the best time of year to visit the Caribbean?