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! (2,467 reviews)

"Excellent and welcoming staff. Property clean and nice, no issues with our room. It was great!"

Reviewed on 9 Aug 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. ...

9/10 Wonderful! (4,958 reviews)

"Room clean hood enough for 3 stars. Staff does not understand english. Swim up bar was good. I would give 4 stars The pools need to maintenance The food litle salty Tennis courts and pickleball courts. Need to play early morning or afternoon after 5pm. Because the sun. Italy, Japanese and steak house ..."

Reviewed on 9 Aug 2026

See all 86,548 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.