
Caribbean Vacations & Trips from ¥235,513
Book a Hotel + Flight or Car together to unlock savings
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Better together
Save up to ¥45,448 when you book a flight and hotel together*
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With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top destinations in Caribbean

Santo Domingo
The Latest Caribbean Vacation Packages
Price found within the past 48 hours. Click for updated prices.




Caribbean Hotel Deals

Hotel El Convento
100 Cristo St, San Juan
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,001 reviews)
"Excellent location."
Reviewed on Jun 28, 2025

British Colonial - Nassau
Number One Bay St, Nassau
Fully refundableReserve now, pay when you stay
The price is ¥30,710 per night from Jul 9 to Jul 10
¥30,710
¥45,845 total
Jul 9 - Jul 10
includes taxes & fees
8.6/10 Excellent! (1,731 reviews)
"Great location, shopping and dining just a few blocks away from the hotel. Be careful with taxi drivers, they abuse their fares when you are tourist. Ask how much before get in the car."
Reviewed on Jul 7, 2025

Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street, San Juan, Puerto Rico
Fully refundableReserve now, pay when you stay
The price is ¥27,384 per night from Aug 4 to Aug 5
¥27,384
¥35,361 total
Aug 4 - Aug 5
includes taxes & fees
9/10 Wonderful! (1,012 reviews)
"Great location! Staff was super friendly, room was clean with a great view, the restaurants were also a great perk!"
Reviewed on Jul 6, 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.