Caribbean Vacations & Trips from ￥425,704

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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.
Grand Palladium Jamaica Resort & Spa All Inclusive

Grand Palladium Jamaica Resort & Spa All Inclusive

5 out of 5
Price was ￥601,757, price is now ￥425,704 per person
￥425,704
per person
Mar 5 - Mar 11
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Montego Bay (MBJ)
8/10 Very Good! (1,564 reviews)
Clean room and excellent service

Reviewed on Dec 31, 2025

Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

4 out of 5
Price was ￥664,999, price is now ￥437,575 per person
￥437,575
per person
Mar 5 - Mar 11
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Montego Bay (MBJ)
8.8/10 Excellent! (2,062 reviews)
10/10 for staff , room,

Reviewed on Dec 30, 2025

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

5 out of 5
Price was ￥691,144, price is now ￥455,932 per person
￥455,932
per person
Mar 5 - Mar 11
found 1 day ago
Roundtrip flight included
Tokyo (TYO) 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

Moon Palace Jamaica – All Inclusive

Moon Palace Jamaica – All Inclusive

5 out of 5
Price was ￥756,308, price is now ￥501,062 per person
￥501,062
per person
Mar 5 - Mar 11
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Montego Bay (MBJ)
8.2/10 Very Good! (1,845 reviews)
Excellent food and service!

Reviewed on Jan 1, 2026

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

5 out of 5
Price was ￥663,552, price is now ￥453,048 per person
￥453,048
per person
Mar 5 - Mar 11
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Montego Bay (MBJ)
8/10 Very Good! (1,454 reviews)
We loved our stay at the Grand Palladium. The faculties are absolutely beautiful and well kept, lots of restaurants to choose from, and the staff is amazing.

Reviewed on Dec 30, 2025

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! (1,000 reviews)
This hotel stay would have received 5 stars if I had been informed of the main floor construction when I made the reservation. A timeless, beautiful hotel in a superb area of Old San Juan. I would stay here again when weddings aren't in full swing. A little tricky trying to get to one's room without ...

Reviewed on Dec 18, 2025

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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 ￥41,552 per night from Jan 6 to Jan 7
￥41,552
￥60,097 total
Jan 6 - Jan 7
includes taxes & fees
8.6/10 Excellent! (2,104 reviews)
Great hotel right in Nassau, very clean and courteous staff

Reviewed on Dec 26, 2025

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 ￥33,098 per night from Jan 6 to Jan 7
￥33,098
￥42,644 total
Jan 6 - Jan 7
includes taxes & fees
9/10 Wonderful! (1,417 reviews)
Room was clean and staff was friendly. Perfect location if your cruise is out of San Juan unless your ship is docked at the Pan American Pier which is on other side of the bay.

Reviewed on Dec 28, 2025

Hotel Rumbao, a Tribute Portfolio Hotel
See all 84,624 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.