Caribbean Vacations & Trips from ₩1,084,616

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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, 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 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

The Latest Caribbean Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Bahia Principe Explore La Romana - Hyatt Inclusive Collection - All Inclusive

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

Save 100% on your flight
₩1,084,616
per person
Oct 31 - Nov 4
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Santo Domingo (SDQ)
8.4/10 Very Good! (2,633 reviews)
Lo unico que no me gusto fue la playa que producto del zargazo no pudimos bañarnos y otra cosa que no me gusto fue el menu del restaurant del pescado.no era variado.

Reviewed on Sep 24, 2026

Hotel Puerto Valdes

Hotel Puerto Valdes

San Juan Antiguo
₩1,407,787
per person
Nov 20 - Nov 23
found 22 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
8.8/10 Excellent! (733 reviews)
We loved this hotel- the staff were lovely, and so accommodating. We needed to leave our bags and it was no problem. The room was so clean, and very modern. Such a nice vibe! The location was ideal- everywhere was walkable and close to all the sights in Old San Juan.

Reviewed on Sep 23, 2026

OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

Condado
₩1,501,518
per person
Nov 20 - Nov 23
found 22 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
8.8/10 Excellent! (780 reviews)
THE BUOY

THE BUOY

Santurce
₩1,245,058
per person
Nov 20 - Nov 23
found 22 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
9.4/10 Exceptional! (64 reviews)
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

Zarzal
₩1,562,584
per person
Nov 20 - Nov 23
found 22 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
9.2/10 Wonderful! (3,336 reviews)
A piece of paradise! Friendly, clean, beautiful!!!

Reviewed on Sep 24, 2026

Caribbean Hotel Deals

Hotel El Convento

Hotel El Convento

100 Cristo St San Juan
Fully refundableReserve now, pay when you stay
₩476,704
₩623,533 total
Sep 27 - Sep 28
includes taxes & fees
Hotel El Convento
British Colonial - Nassau

British Colonial - Nassau

Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
₩271,958
₩410,248 total
Sep 28 - Sep 29
includes taxes & fees
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
₩222,781
₩304,627 total
Oct 1 - Oct 2
includes taxes & fees
9/10 Wonderful! (1,943 reviews)
"Perfect location if heading on a cruise. Walk to lots of areas in old San Juan"

Reviewed on Sep 24, 2026

Hotel Rumbao, a Tribute Portfolio Hotel
See all 88,594 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.
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.
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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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