Caribbean Vacations & Trips

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

St. Thomas

St. Thomas
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 sandy beach with clear blue water, palm trees, and people enjoying the beach.

Noord

Noord
A beach with clear turquoise water, a person sunbathing, and palm trees in the background.

Oranjestad

Oranjestad

Caribbean Hotel Deals

Hotel El Convento

Hotel El Convento

100 Cristo St San Juan
Fully refundableReserve now, pay when you stay
₩262,004
₩342,704 total
Sep 7 - Sep 8
includes taxes & fees
9.2/10 Wonderful! (1,023 reviews)
"Awesome environment"

Reviewed on Aug 10, 2026

Hotel El Convento
British Colonial - Nassau

British Colonial - Nassau

Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
₩235,647
₩366,834 total
Sep 11 - Sep 12
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 Aug 11, 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
₩234,122
₩314,518 total
Sep 3 - Sep 4
includes taxes & fees
9/10 Wonderful! (1,852 reviews)
"La vista hermosa, limpio, servicio excelente."

Reviewed on Aug 11, 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

An old church with a tiled roof, stone walls, and two bell towers.

Altos de Chavon Village

A replica 16th-century Mediterranean village perched on a rocky outcrop above the River Chavón.
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A beach scene with a flag, beach chairs, umbrellas, and a vendor cart.

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.
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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.
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A beach with people walking, clear blue water, and green vegetation in the foreground.

Grace Bay Beach

9.8/10 (5,552 reviews)
Stretch out on fine white sands and marvel at the intense turquoise blue of the Caribbean waters on this pristine and photogenic stretch of shore.
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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.
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