Caribbean Islands Romantic Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Anguilla Tourist Board

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    Save up to S$134 when you book a flight and hotel together*
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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
Stay at this 4.5-star luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (4,158 reviews)

Couples like: full-service spa, couples spa treatments, beachfront dining, hot tub

Travellers say...
"Great resort"

Reviewed on 16 Jun, 2025

Majestic Elegance Punta Cana - All Inclusive
Excellence Punta Cana - Adults Only All Inclusive
Excellence Punta Cana - Adults Only All Inclusive
5 out of 5
Playas Uvero Alto - Punta Cana, Punta Cana, La Altagracia
  • 22 hours drive from Windward Islands
Stay at this 5-star luxury property in Punta Cana. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the pool and the restaurant in our reviews. ...
9.2/10 Wonderful! (2,333 reviews)

Couples like: adults-only property, full-service spa, couples spa treatments, hot tub

Travellers say...
"We had an excellent time"

Reviewed on 17 Jun, 2025

Excellence Punta Cana - Adults Only All Inclusive
JOIA Rose Hall by Iberostar - Adults Only - All Inclusive
JOIA Rose Hall by Iberostar - Adults Only - All Inclusive
5 out of 5
Rose Hall Main Road, Montego Bay, Saint James
  • 38 hours drive from Windward Islands
Stay at this 5-star luxury property in Montego Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,003 reviews)

Couples like: adults-only property, full-service spa, couples spa treatments, hot tub

Travellers say...
"We stayed in the butler suite, room was very clean and amenities were superb, service was excellent, food choices was great didn’t need reservations to dine only for the Japanese restaurant, wasn’t crowded, it was excellent, only reason I didn’t give 5 stars was the carpet in the hallway was a bit ..."

Reviewed on 14 Jun, 2025

JOIA Rose Hall by Iberostar - Adults Only - All Inclusive
See all 80,177 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.