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 pier with kayaks and a sailboat.

Montego Bay

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

St. Thomas

St. Thomas
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
₩262,691
₩343,603 total
Sep 2 - Sep 3
includes taxes & fees
9.2/10 Wonderful! (1,010 reviews)
"The most wonderful hotel in the heart of old San Juan. Steeped in history, it has been modernised enough to give you what you need without removing it’s original charm. The staff are incredibly friendly and helpful and, staying off season, the price was a bargain."

Reviewed on Aug 18, 2026

Hotel El Convento
British Colonial - Nassau

British Colonial - Nassau

Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
₩236,178
₩367,661 total
Sep 7 - Sep 8
includes taxes & fees
8.6/10 Excellent! (2,916 reviews)
"The room was clean and the staff was professional and polite. The location was convenient to lots of shops and a few attractions."

Reviewed on Aug 18, 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
₩210,582
₩293,205 total
Sep 13 - Sep 14
includes taxes & fees
Hotel Rumbao, a Tribute Portfolio Hotel
See all 86,636 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)
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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A beach with palm trees and turquoise water.

Bavaro Beach

8.8/10 (36,026 reviews)
Nothing says vacation like spending a lazy day at Bavaro Beach, a popular beach in Punta Cana. Discover the lively bars and entertainment choices in this relaxing area.
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A beach with a lifeguard tower, palm trees, and a clear blue sky.

Luquillo Beach

9.0/10 (3,887 reviews)
Sample local street food or doze under a palm tree on this picturesque stretch of coast.
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A tropical beach with clear turquoise waters, thatched umbrellas, and palm trees.

Mambo Beach

8.8/10 (2,288 reviews)
Nothing says vacation like spending a lazy day at Mambo Beach, a popular beach in Willemstad. Stroll along the seaside or visit the shops in this romantic area.
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