Luxury Holidays in Caribbean Islands 2026

Plan, book, travel with confidence
Better together
Save up to HK$7,200 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

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! (2,470 reviews)

"The staff were very friendly, helpful, and always willing to assist. Our room was clean and comfortable, which made our stay even more enjoyable. Overall, we had a very pleasant experience."

Reviewed on 10 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! (4,962 reviews)

"牛排馆一般不推荐，日本餐整体还行，法餐和意大利餐需要正装需要注意带长裤和衬衣"

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.