Caribbean Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

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

    Plan, book, and manage your trip all in one place

Top destinations in Caribbean

Dominican Republic which includes general coastal views and a sunset
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Santo Domingo

Santo Domingo

Top hotels in Caribbean

Hotel El Convento
Hotel El Convento
4.5 out of 5
100 Cristo St, San Juan
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,002 reviews)
"The property was great. I liked everything about the hotel"

Reviewed on 10 Jul, 2025

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Hotel El Convento
British Colonial - Nassau
British Colonial - Nassau
4 out of 5
Number One Bay St, Nassau
Fully refundableReserve now, pay when you stay
The price is S$443 per night from 14 Jul to 15 Jul
S$443
14 Jul - 15 Jul
includes taxes & fees
8.6/10 Excellent! (1,738 reviews)
"Excellent property"

Reviewed on 10 Jul, 2025

British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel
Hotel Rumbao, a Tribute Portfolio Hotel
4 out of 5
100 Brumbaugh Street, San Juan, Puerto Rico
Fully refundableReserve now, pay when you stay
The price is S$313 per night from 4 Aug to 5 Aug
S$313
4 Aug - 5 Aug
includes taxes & fees
9/10 Wonderful! (1,021 reviews)
"Very quite, closed to old San Juan and service was good."

Reviewed on 11 Jul, 2025

Hotel Rumbao, a Tribute Portfolio Hotel
See all 80,759 properties in Caribbean
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.