Caribbean Vacations & Trips from ￥110,516

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Top destinations in Caribbean

Bayahibe Beach featuring general coastal views
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Punta Cana

Punta Cana

The Latest Caribbean Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Richmond Villa Rental Management

Richmond Villa Rental Management

3.5 out of 5
Save 100% on your flight
Price was ￥175,718, price is now ￥110,516 per person
￥110,516
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Montego Bay (MBJ)
4.8/10 (3 reviews)
Property met out expectations. Close to the pool. Kid friendly. Great place to have a relaxintion vacation.

Reviewed on Jan 8, 2024

Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

4 out of 5
Save 100% on your flight
Price was ￥321,813, price is now ￥162,136 per person
￥162,136
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Montego Bay (MBJ)
8.8/10 Excellent! (2,062 reviews)
This resort is one of the best I’ve stayed at in a long time! Absolutely everything 10/10. View from the 11th floor, to the best staff who will remember you. But the ENTERTAINMENT/ DANCE TEAM is what truly makes this resort the best 1000/10! They’re sooo fun and insanely talented. The buffet is great and onsite restaurants are beautiful. The whole resort is picture worthy. My friend and I came for my birthday & cannot stop talking about everything. We loved it… a lot.

Reviewed on Jan 15, 2026

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

5 out of 5
Save 100% on your flight
Price was ￥347,518, price is now ￥201,950 per person
￥201,950
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Montego Bay (MBJ)
8.6/10 Excellent! (119 reviews)
We stayed post Melissa and they were working very hard to on repairs. The Signature side was being worked on as it was hit the hardest so we were placed in a third floor ocean view room. All the restaurants were open and events were taking place at various times. We happened to be there for their champagne tree lighting ceremony and it was beautiful. We have stayed at this resort a few times now and always love it. The staff are always super friendly and accommodating. We will likely return in the future.

Reviewed on Dec 24, 2025

Hotel Riu Reggae - Adults Only - All Inclusive

Hotel Riu Reggae - Adults Only - All Inclusive

4 out of 5
Save 100% on your flight
Price was ￥304,964, price is now ￥177,555 per person
￥177,555
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Montego Bay (MBJ)
8.6/10 Excellent! (2,018 reviews)
Rooms were great, very clean. The food and entertainment were good.

Reviewed on Jan 10, 2026

Grand Palladium Jamaica Resort & Spa All Inclusive

Grand Palladium Jamaica Resort & Spa All Inclusive

5 out of 5
Save 100% on your flight
Price was ￥299,212, price is now ￥177,684 per person
￥177,684
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Montego Bay (MBJ)
8/10 Very Good! (1,564 reviews)
Our tub in our suite was dirty and when we told them they said they would send someone but no one came! We also never got our room cleaned!

Reviewed on Jan 17, 2026

Caribbean Hotel Deals

Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St San Juan
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (1,003 reviews)
Room was a little small.

Reviewed on Jan 14, 2026

Get rates
Hotel El Convento
British Colonial - Nassau

British Colonial - Nassau

4 out of 5
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
The price is ￥37,190 per night from Feb 4 to Feb 5
￥37,190
￥54,686 total
Feb 4 - Feb 5
includes taxes & fees
8.6/10 Excellent! (2,166 reviews)
We were under the assumption that breakfast was included. It was not made known to us. The only breakfast that was available is what you purchased and I thought we were supposed to get a drink credit.

Reviewed on Jan 13, 2026

British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

4 out of 5
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
The price is ￥33,566 per night from Jan 26 to Jan 27
￥33,566
￥43,248 total
Jan 26 - Jan 27
includes taxes & fees
9/10 Wonderful! (1,461 reviews)
Beautiful hotel

Reviewed on Jan 11, 2026

Hotel Rumbao, a Tribute Portfolio Hotel
See all 84,461 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.

Frequently asked questions

Can I travel to Caribbean right now?
For all the up-to-date facts about visiting Caribbean, take a look at our Covid-19 Travel Advisor. From quarantine policies to travel restrictions and more, Expedia will help make your trip planning as stress-free as possible.
If I'm not able to travel, can I cancel my Caribbean vacation package?
Your situation can change suddenly, so yes, you can. You may be able to change or cancel your Caribbean vacation package for free if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel and rebook, but your car rental company, hotel or airline may charge a fee. Looking for more information? Look up our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
When is the best time of year to visit Caribbean?
There's a real advantage to taking your Caribbean vacation in . You can usually pick up the best deals at this time. , on the other hand, is the most expensive time to visit. If you like the buzz of peak season, head to Caribbean in . The calmer months of will help you avoid the crowds.
How far in advance should I book my Caribbean vacation?
It all depends on the air carrier, but you can usually look up international airfares on Expedia up to a year in advance. While it's advisable to book ahead of time, lucky travelers will occasionally find a cheaper ticket only weeks before the date of departure.
What should I know before booking a Caribbean travel package?
So many places to go, so many things to see and do. With a travel package, you'll be able to afford more of them. Bundle your hotels, rental cars and flights and make big savings.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.