Caribbean Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AED 5,000 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 marina with a white boat named 'Achina' docked, surrounded by palm trees and a building with a green roof.

Punta Cana

Punta Cana
A pier with kayaks and a sailboat.

Montego Bay

Montego Bay
A cruise ship docked at a port with a clear blue sea and a small island in the background.

Nassau

Nassau
A tropical beach with turquoise waters, green hills, and a clear sky.

St. John

St. John
A beach with clear turquoise water, a sandy shore, and a city skyline with tall buildings including a Marriott hotel.

San Juan

San Juan
A beach with clear turquoise water, white sand, and green foliage in the foreground.

St. Thomas

St. Thomas

Caribbean Hotel Deals

Hotel El Convento

Hotel El Convento

100 Cristo St San Juan
Fully refundableReserve now, pay when you stay
AED 647
AED 847 total
1 Sep - 2 Sep
includes taxes & fees
9.2/10 Wonderful! (1,023 reviews)
"Awesome environment"

Reviewed on 10 August 2026

Hotel El Convento
British Colonial - Nassau

British Colonial - Nassau

Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
AED 613
AED 954 total
7 Sep - 8 Sep
includes taxes & fees
8.6/10 Excellent! (2,891 reviews)
"The hotel’s location was great, and we really enjoyed the pool and beach. Also, I found the staff to be helpful and friendly. Those were definitely the highlights of our stay. Unfortunately, there were several issues with the room that were disappointing. The bathtub had hair in it when we arrived, ..."

Reviewed on 11 August 2026

British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
AED 609
AED 818 total
30 Aug - 31 Aug
includes taxes & fees
9/10 Wonderful! (1,852 reviews)
"La vista hermosa, limpio, servicio excelente."

Reviewed on 11 August 2026

Hotel Rumbao, a Tribute Portfolio Hotel
See all 86,262 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 beach scene with a flag, beach chairs, umbrellas, and a vendor cart.

Eagle Beach

9.4/10 (6,014 reviews)
Nothing says vacation like spending a lazy day at Eagle Beach, a popular beach in Oranjestad-West. Make time to visit the shops and casinos while you're in the area.
See properties
A cruise ship docked near a coastal city with buildings and palm trees.

Port of San Juan

9.0/10 (16,423 reviews)
Explore the waterfront in San Juan with a trip to Port of San Juan. Discover the area's top-notch restaurants and its acclaimed art scene.
See properties
A beach with people walking, clear blue water, and green vegetation in the foreground.

Grace Bay Beach

9.8/10 (5,552 reviews)
Nothing says vacation like spending a lazy day at Grace Bay Beach, a popular beach in Providenciales. Amble around this romantic area's seaside, or seek out the snorkeling spots.
See properties
A coastal resort area with a beach, clear turquoise waters, and a clear sky.

Punta Cana Beach

8.8/10 (30,329 reviews)
Nothing says vacation like spending a lazy day at Punta Cana Beach, a popular beach in Punta Cana. Amble around this romantic area's seaside and enjoy its lively bars.
See properties

Explore a world of travel with Expedia