The cost of most expensive Caribbean island can vary significantly, reflecting each island’s unique appeal and the level of luxury offered. 

Each island offers a distinctive blend of natural beauty and extravagant living, making them top choices for the wealthy looking for a plush Caribbean retreat.

For the affluent traveler seeking indulgence and elite experiences, the Caribbean offers an array of luxurious activities tailored to those with a taste for the finer things in life. So, we have also listed the five top activities for each of the mentioned Caribbean islands that align with a high-end lifestyle. 

 Here’s a closer look at some of the most expensive Caribbean islands to visit in 2024, known for their allure among the affluent and famous.

10 Most Expensive Caribbean Islands To Visit In 2024

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1. Mustique

The Mustique island located in Saint Vincent is considered as the most expensive caribbean island as it provides private and luxurious villa stay, private yacht charter, water sports activities, and many more luxury amenities which can make your pocket empty.

This private island in Saint Vincent and the Grenadines is famously luxurious, hosting a collection of high-end villas and untouched beaches. Mustique attracts a celebrity crowd with its exclusive atmosphere and stunning properties, often owned by well-known figures and industry leaders. 

Things to do in Mustique:

• Private Villa Stay: Rent a designer villa with a personal chef and staff.
• Exclusive Beach Picnics: Have a secluded beach picnic organized by a gourmet caterer.
• Private Yacht Charter: Explore the surrounding seas with a bespoke yacht charter.
• Equestrian Activities: Enjoy horseback riding on private trails or beachside.
• Spa Services at Your Villa: Receive tailored spa treatments at the comfort of your private villa.

2. St. Barts

St. Barts is synonymous with upscale Caribbean glamour, featuring gorgeous beaches, elite shopping experiences, and frequent celebrity visits. The island’s most luxurious accommodations can be incredibly costly, with top-tier lodgings sometimes charging as much as $25,000 for a single night.

Things to do in St. Barts

• Luxury Shopping in Gustavia: Browse high-end boutiques for exclusive fashion and jewelry.
• Gourmet Dining: Dine at world-renowned restaurants offering French and international cuisine.
• Chartered Luxury Yacht Sailing: Sail around the island with a skilled crew on a lavish yacht.
• VIP Nightlife Experience: Enjoy a night out at elite, exclusive clubs and bars.
• Private Art Viewing and Auctions: Attend private viewings and auctions of rare art and collectibles.

3. Anguilla

As a British Overseas Territory, Anguilla is 3rd most expensive caribbean island which is celebrated for its sophisticated resorts, exquisite dining options, and tranquil beaches. The cost for a night in one of its premium resorts can soar into the thousands, catering to those seeking a lavish getaway.

Things to do in Anguilla:

• Stay at a Luxury Resort: Book a suite in resorts known for their opulence and excellent service.
• Golf at Exclusive Clubs: Play golf at exclusive, beautifully designed courses.
• Private Culinary Classes: Take private cooking lessons with renowned chefs.
• Snorkeling and Diving Excursions: Explore coral reefs with a private guide.
• Wellness Retreats: Participate in a high-end wellness retreat focusing on health and rejuvenation.

4. Turks and Caicos Islands

These islands are known for their crystal-clear waters and immaculate beaches, attracting a mix of celebrities and wealthy individuals. Accommodation costs here can range widely, with the finest resorts often pricing between $800 and $2,000 per night.

Things to do in Turks and Caicos Islands:

• Private Beach Cabana Dining: Enjoy a romantic dinner in a private beach cabana.
• Helicopter Tours: See the islands from above on a private helicopter tour.
• Luxury Spa Days: Spend the day at a world-class spa with bespoke treatments.
• Deep-Sea Fishing Trips: Charter a private boat for a guided deep-sea fishing experience.
• Designer Golfing Experience: Golf at exclusive, professionally designed golf courses.

5. St. John (U.S. Virgin Islands)

Famed for its natural beauty and extensive national parks, St. John is a hub for high-end real estate and boasts breathtaking ocean views from its luxurious properties. Its untouched environment and privacy make it a prime spot for those looking to invest in opulent homes.

Things to do in St. John (U.S. Virgin Islands):

• Luxury Villa Rentals: Stay in a private luxury villa with stunning views.
• Guided Snorkeling in Secluded Bays: Snorkel with a private guide in untouched bays.
• Private Sailing Excursions: Customize a sailing trip around the island.
• Artisan Shopping at High-end Boutiques: Shop for unique, artisan-made products in luxury boutiques.
• Organic Dining Experiences: Enjoy meals prepared with locally sourced, organic ingredients.

6. British Virgin Islands

The British Virgin Islands is the 6th most luxurious caribbean island as it boast beautiful landscapes and high-end resorts that often charge over $1,000 per night. Known for their serene environment and premium services, these islands are a magnet for affluent tourists and homebuyers looking for exclusivity.

Things to do in British Virgin Islands:

• Exclusive Island Hopping: Charter a private yacht to explore neighboring islands.
• Private Helicopter Tour: Book a helicopter tour to see the spectacular landscapes from above.
• Bespoke Diving Adventures: Dive at exclusive spots with a private dive master.
• Luxury Spa Experiences: Indulge in treatments at one of the many world-class spas.
• Fine Dining on Private Beaches: Have a chef prepare a private meal on a secluded beach.

7. Cayman Islands

Well-known for their exceptional diving sites and upscale facilities, the Cayman Islands offer a posh experience with hotel stays often priced between $600 and $1,200 per night. The islands combine natural beauty with high-end leisure activities, making them a favorite among luxury travelers.

Things to do in the Cayman Islands:

• Elite Diving Packages: Dive with rare marine life in exclusive water territories.
• Luxury Condo Stays: Stay at a high-end condo with ocean views and designer furnishings.
• Private Boat Tours: Experience the coastline with a private boat tour.
• Championship Golf: Play golf on championship courses.
• Designer Shopping Spree: Shop for luxury brands in high-end shopping districts.

8. Grand Bahama (Bahamas)

Grand Bahama invites luxury seekers with its stunning ocean views and top-tier resorts. Alongside other regions in the Bahamas, such as New Providence and Paradise Island, which are famous for their luxury gaming and entertainment options, Grand Bahama caters predominantly to a well-heeled demographic.

Things to do in Grand Bahama (Bahamas)

• Private Jet Services: Fly in by private jet for ultimate convenience and luxury.
• Oceanfront Golfing: Enjoy golf courses with stunning ocean views.
• Luxury Resort Experiences: Stay in expansive resorts with exclusive beach access.
• High-end Eco Tours: Take a private eco-tour to explore natural wonders.
• Gourmet Dining by the Ocean: Dine at top-tier seafood restaurants overlooking the ocean.

9. Barbados

While Barbados might have a lower average daily cost compared to some ultra-luxe destinations at around $377, it remains one of the pricier Caribbean islands. Known for its rich culture and vibrant local life alongside luxurious accommodations, it offers a comprehensive upscale holiday experience.

Things to do in Barbados

• Historic Plantation Tours: Visit historic plantations in private luxury tours.
• High-end Rum Tastings: Experience premium rum tastings at local distilleries.
• Private Surf Lessons: Learn to surf with a personal instructor at renowned beaches.
• Luxury Submarine Tours: Explore underwater in a luxury submarine.
• Celebrity Golf Tournaments: Participate or spectate at celebrity golf tournaments.

10. Antigua

Antigua is celebrated for its idyllic beaches and opulent yacht harbors, attracting affluent visitors and real estate buyers alike. The island features exclusive beachfront estates, luxury villas, and private gated communities, making it a prime location for high-end living and tourism.

Things to do in  Antigua:

• Exclusive Resort Villas: Book a private villa at a luxury resort.
• Chartered Catamaran Tours: Sail around the island on a luxury catamaran.
• Private Beach Days: Spend a day at a secluded beach, arranged just for you.
• Helicopter Island Tours: Get a bird’s eye view of the island on a private helicopter tour.
• High-end Shopping in St. John’s: Shop for luxury goods in the capital’s exclusive stores.

These islands are distinguished by their luxurious amenities, stunning natural beauty, and the high costs associated with their most lavish accommodations and services. Each provides a unique setting for a sumptuous escape or an elite residential option in the Caribbean.