Caribbean Vacations & Trips from ₩733,870

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

Nassau

Nassau
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 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 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

The Latest Caribbean Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Eurostars Grand Cayacoa

Eurostars Grand Cayacoa

₩733,870
per person
Dec 11 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Santo Domingo (SDQ)
8.2/10 Very Good! (662 reviews)
Todo excelente, habitación de lo mejor, servicios, personal muy amable, piscina, acceso a la playa todo excelente. Quizás la comida en los platos fuertes pueden variar un poco mas, en las carnes, arroces, y/o tener otra opción para el que no le guste el arroz, que no había. Pero en sentido general, diría que de los mejores hoteles que visitamos.

Reviewed on Sep 20, 2026

Bahia Principe Escape Bouganville - Hyatt Inclusive Collection - Adults Only - All Inclusive

Bahia Principe Escape Bouganville - Hyatt Inclusive Collection - Adults Only - All Inclusive

Save 100% on your flight
₩1,078,046
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Santo Domingo (SDQ)
8.8/10 Excellent! (2,564 reviews)
The resort is nice but is due for a renovation; everything looks very dated, the rooms smell strongly of mustiness, and the A/C barely cools. The service is excellent, and the food is very good—varied and tasty. The entertainment team is spectacular.

Reviewed on Oct 3, 2026

Bahia Principe Explore La Romana - Hyatt Inclusive Collection - All Inclusive

Bahia Principe Explore La Romana - Hyatt Inclusive Collection - All Inclusive

₩964,263
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Santo Domingo (SDQ)
8.6/10 Excellent! (2,628 reviews)
Wyndham Alltra Samana All-Inclusive Resort

Wyndham Alltra Samana All-Inclusive Resort

₩905,839
per person
Dec 11 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Santo Domingo (SDQ)
8.4/10 Very Good! (524 reviews)
Reynaldo en la reception fue excellente un 10 de 10 para el

Reviewed on Oct 2, 2026

Emotions by Hodelpa - Juan Dolio - All inclusive

Emotions by Hodelpa - Juan Dolio - All inclusive

Villas Del Mar
₩747,215
per person
Dec 11 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Santo Domingo (SDQ)
7.6/10 Good! (1,030 reviews)
Tienen que tener plan b cuando no haya espacio para hacer reservas en los restaurants el y huespe no quiera ir al buffet/ con relación a pedidos. En la habitación debe ser mas elocuente

Reviewed on Oct 2, 2026

Caribbean Hotel Deals

Hotel El Convento

Hotel El Convento

100 Cristo St San Juan
Fully refundableReserve now, pay when you stay
₩468,007
₩612,155 total
Oct 4 - Oct 5
includes taxes & fees
9.2/10 Wonderful! (1,009 reviews)
"Absolutely beautiful hotel will definitely be back"

Reviewed on Oct 3, 2026

Hotel El Convento
British Colonial - Nassau

British Colonial - Nassau

Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
₩266,996
₩402,763 total
Oct 4 - Oct 5
includes taxes & fees
8.6/10 Excellent! (3,081 reviews)
"Great location and beautiful property"

Reviewed on Oct 2, 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
₩169,467
₩245,213 total
Oct 11 - Oct 12
includes taxes & fees
9/10 Wonderful! (1,952 reviews)
"Came in the day before the cruise. I will definitely stay here again, room was great. The bed was very comfortable and late check out was even better. The fees each day but they literally give it back to you if you visit their restaurants and eat or drink in them. Worth the money as the value is ..."

Reviewed on Oct 3, 2026

Hotel Rumbao, a Tribute Portfolio Hotel
See all 88,673 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 relaxing area's seaside and enjoy its lively bars.
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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 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 top-notch restaurants and great live music in this romantic area.
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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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Puerto Rico Convention Center

8.8/10 (5,374 reviews)
During your trip, find out what's happening at Puerto Rico Convention Center, a top convention center in San Juan. Amble around this vibrant area's beautiful beaches or experience its acclaimed art scene.
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