Caribbean Islands Romantic Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place
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! (4,342 reviews)

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

Travellers say...
"Muy bueno excelente todos"

Reviewed on 4 Oct, 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! (2,429 reviews)

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

Travellers say...
"Excellent stay"

Reviewed on 3 Oct, 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! (1,002 reviews)

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

Travellers say...
"Food was great, staff was exceptional. We would definitely stay here again!"

Reviewed on 1 Oct, 2025

JOIA Rose Hall by Iberostar - Adults Only - All Inclusive
See all 83,800 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.