Caribbean Islands Luxury Vacations

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Top Luxury vacation packages in Caribbean Islands

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Sonesta Ocean Point All Inclusive, Adults Only Resort
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5* Luxury vacations in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.
Sonesta Ocean Point All Inclusive, Adults Only Resort
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See all available trips from New York to Caribbean Islands
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3 Night Luxury vacations in Caribbean Islands

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Sonesta Ocean Point All Inclusive, Adults Only Resort
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See all available trips from New York to Caribbean Islands
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Top Luxury Caribbean Islands Hotels

Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
1055 Ashford Avenue, San Juan
  • 17 hours drive from Windward Islands
Condado Vanderbilt Hotel is a San Juan luxury 5-star beach property where you can treat yourself to 24-hour room service, pillowtop beds, and more. Deluxe amenities ...
9.2/10 Wonderful! (1,608 reviews)
Amazon service and beautiful property.

Reviewed on Oct 19, 2025

Condado Vanderbilt Hotel
Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive

Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive

4.5 out of 5
Salt Coppers, Runaway Bay, Saint Ann
  • 36 hours drive from Windward Islands
Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive is one of the Runaway Bay sumptuous 4.5-star all-inclusive properties where you can pamper yourself ...
8.2/10 Very Good! (2,572 reviews)
Great staff, great vibes. The only thing that needs to be improved is the food quality at the à la carte restaurants. The buffet was consistently better than any of the other restaurants. Keep up the good work, we’ll be back! 🇯🇲

Reviewed on Oct 19, 2025

Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive
Majestic Elegance Punta Cana - All Inclusive

Majestic Elegance Punta Cana - All Inclusive

4.5 out of 5
Playa Bavaro - Punta Cana, Punta Cana, La Altagracia
  • 21 hours drive from Windward Islands
Majestic Elegance Punta Cana - All Inclusive is one of the Punta Cana lavish 4.5-star all-inclusive properties where you can treat yourself to jetted bathtubs ...
8.8/10 Excellent! (4,421 reviews)
This is a great hotel to stay. I had a great time. I will recommend this resort to anyone looking to have a great time and dinning experience. Food was good.

Reviewed on Oct 20, 2025

Majestic Elegance Punta Cana - All Inclusive
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.