Luxury Holidays in Caribbean Islands 2026

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Condado Vanderbilt Hotel

1055 Ashford Avenue San Juan

7 hours drive from Oyster Bay Marina

Stay at this luxury hotel in San Juan. Enjoy free Wi-Fi, 4 outdoor pools and a full-service spa. Our guests praise the helpful staff and the clean rooms in their ...

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive

Salt Coppers Runaway Bay Saint Ann

32 hours drive from Oyster Bay Marina

Stay at this luxury resort in Runaway Bay. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the pool and the helpful staff in their reviews. ...

8.4/10 Very good! (2,504 reviews)

"Adult side beach very limited /shallow water depth prevents swimming. Only 4 restaurants open once per day. Food selection very limited. Bubbles was great and bellies and room service guys were very nice and went above and beyond to ensure our needs we met! We had a private dinner on beach and the ..."

Reviewed on 25 Sept 2026

Majestic Elegance Punta Cana - All Inclusive

Playa Bavaro - Punta Cana Punta Cana La Altagracia

13 hours drive from Oyster Bay Marina

Stay at this luxury resort in Punta Cana. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the pool and the restaurant in their reviews. ...

See all 88,883 properties in Caribbean Islands

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.