Caribbean Vacations & Trips

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩1,660,000 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

Top destinations in Caribbean

A beach with white sand and palm trees under a clear blue sky.
FlightsFlightsHotelsHotels

Punta Cana

Punta Cana

Caribbean Hotel Deals

Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St San Juan
Fully refundableReserve now, pay when you stay
The price is ₩466,442 per night from Nov 22 to Nov 23
₩466,442
₩610,109 total
Nov 22 - Nov 23
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"This hotel is 4.5. The location is excellent; the building is charming with a fantastic interior courtyard filled with tropical plants and a very good bar. My one reservation is about the flexibility of breakfast when included in your room rate. You are given a voucher for each morning meal and it ..."

Reviewed on Nov 12, 2026

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 ₩337,188 per night from Dec 4 to Dec 5
₩337,188
₩490,868 total
Dec 4 - Dec 5
includes taxes & fees
8.6/10 Excellent! (3,175 reviews)
"We had no hot water 5 days"

Reviewed on Nov 12, 2026

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 ₩219,081 per night from Nov 29 to Nov 30
₩219,081
₩299,286 total
Nov 29 - Nov 30
includes taxes & fees
Hotel Rumbao, a Tribute Portfolio Hotel
See all 88,938 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.

Stay near popular Caribbean attractions

A coastal city with a long sandy beach, clear turquoise waters, and a mix of urban and resort buildings.

Eagle Beach

9.4/10 (6,014 reviews)
Spot fish swimming in the crystal-clear waters, look for turtle nests on the shore and photograph Aruba’s famous windswept divi-divi trees.
See properties

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.