Caribbean Islands Luxury Vacations

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Top Luxury vacation packages in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.
Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive
Secrets Wild Orchid Montego Bay - Luxury - Adults Only - All Inclusive
Hyatt Ziva Rose Hall - All Inclusive
JOIA Rose Hall by Iberostar - Adults Only - All Inclusive
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5* Luxury vacations in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.
JOIA Rose Hall by Iberostar - Adults Only - All Inclusive
Secrets Wild Orchid Montego Bay - Luxury - Adults Only - All Inclusive
Hyatt Ziva Rose Hall - All Inclusive
Don't see what you're looking for?
See all available trips from Columbus to Caribbean Islands
View all trips

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! (1,534 reviews)
"Incredible views of the city and ocean from our suite. The staff were so friendly and helpful. Pools and food at our hotel were delicious. Convenient to everything. On the last day, the battery on the key fob to our rental car died. They walked to Walgreens and changed out the battery for us."

Reviewed on 2025/8/27

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 ...
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! (4,201 reviews)
"We didn’t like the food at the buffets."

Reviewed on 2025/8/27

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.