Caribbean Vacations & Trips from ₩724,144

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩1,660,000 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 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.
Cocoplum Rest N Hideaway 1

Cocoplum Rest N Hideaway 1

Save 100% on your flight
₩724,144
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Nassau (NAS)
7.6/10 Good! (25 reviews)
Perfect for the price. Friendly staff and great communication.

Reviewed on Sep 20, 2026

Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

₩1,899,935
per person
Nov 4 - Nov 9
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,004 reviews)
Great trip. Thanks so much.

Reviewed on Sep 25, 2026

Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

Save 100% on your flight
₩1,942,134
per person
Nov 4 - Nov 9
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Montego Bay (MBJ)
8.4/10 Very Good! (4,249 reviews)
I like everything

Reviewed on Sep 26, 2026

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

₩2,418,182
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Nassau (NAS)
8/10 Very Good! (4,182 reviews)
Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

Save 100% on your flight
₩2,304,490
per person
Nov 4 - Nov 9
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Montego Bay (MBJ)
9.4/10 Exceptional! (963 reviews)
We enjoyed our stay. The staff was wonderful. The resort beautiful Notes * We left the resort for dinners as the food wasnt really good outside of the steak house and Italian restaurant, keep in mind we are foodies and wanted the Jamaican experience. But you can find a wide variety of foods to try. The only complaint. I have is the smell. There was a sewage smell that seeped into our rooms from the back of the property. We were in the platinum club area and All trasnsport throughout the property had to travel through the sewage area. It was so unpleasant. The staff was wonderful, so amazing. The platinum club is a very nice touch, as you get personal butler's that help you with everything. Next Stop Jamaica and Jetset Tours made traveling outside the property very easy. Be prepared they are not cheap as the resort is an hour away from most attractions and restaurants. This is a great resort if you value your peace and unpacked spaces. Jessica and Navado were wonderful. Oh and the platinum club bar is awesome 👌

Reviewed on Sep 26, 2026

Caribbean Hotel Deals

Hotel El Convento

Hotel El Convento

100 Cristo St San Juan
Fully refundableReserve now, pay when you stay
₩472,801
₩618,426 total
Sep 28 - Sep 29
includes taxes & fees
Hotel El Convento
British Colonial - Nassau

British Colonial - Nassau

Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
₩269,731
₩406,887 total
Sep 28 - Sep 29
includes taxes & fees
8.6/10 Excellent! (3,069 reviews)
"Liked the room but not the upgrade we paid for ocean view and ended up with cruise ship view. Staff slow and not enough of them. Loved the private beach though frequent passes of cruise ships morning and night intruded our view. It wasn’t busy in the hotel and it was a beautiful hotel - close to ..."

Reviewed on Sep 26, 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
₩165,440
₩240,510 total
Oct 4 - Oct 5
includes taxes & fees
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.
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)
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.
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 relaxing area's seaside and enjoy its lively bars.
See properties
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.
See properties
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.
See properties
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.
See properties

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.
See properties

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.