Caribbean Vacations & Trips from ￥431,110

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    Save up to ￥45,448 when you book a flight and hotel together*

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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.
SLS Baha Mar

SLS Baha Mar

4.5 out of 5
Price was ￥519,392, price is now ￥431,110 per person
￥431,110
per person
Feb 20 - Feb 24
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Nassau (NAS)
8.6/10 Excellent! (1,008 reviews)
Everything was perfect, staff, rooms, property. Thank you

Reviewed on Dec 18, 2025

Aqualina

Aqualina

4.5 out of 5
Cable Beach
Save 100% on your flight
Price was ￥1,406,788, price is now ￥1,061,661 per person
￥1,061,661
per person
Feb 20 - Feb 24
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Nassau (NAS)
No reviews
Nice new place. Not enough hot water. No USB plug ins. Had issues with getting codes and key fobs To work. Buddy bought one. So can’t be to bad.

Reviewed on Nov 16, 2025

Harborside Resort & Vacation Rentals at Atlantis

Harborside Resort & Vacation Rentals at Atlantis

4 out of 5
Price was ￥615,074, price is now ￥502,778 per person
￥502,778
per person
Feb 20 - Feb 24
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Nassau (NAS)
8.4/10 Very Good! (443 reviews)
The room was very nice, spacious, and the staff was very friendly. This is a great place to stay if you are wanting to enjoy Atlantis but looking for more peace and quiet

Reviewed on Nov 18, 2025

Goldwynn Resort & Residences

Goldwynn Resort & Residences

5 out of 5
The Grove
Price was ￥590,206, price is now ￥483,223 per person
￥483,223
per person
Feb 20 - Feb 24
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Nassau (NAS)
9.2/10 Wonderful! (427 reviews)
Hotel is luxury,quiet rooms are beautiful! The staff here was so welcoming always made sure we was good. Will definitely be back

Reviewed on Dec 11, 2025

The Cove at Atlantis

The Cove at Atlantis

5 out of 5
Price was ￥620,589, price is now ￥523,563 per person
￥523,563
per person
Feb 20 - Feb 24
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Nassau (NAS)
8.6/10 Excellent! (1,005 reviews)
The hotel was very nice, and I enjoyed staying in The Cove since it was the least busy tower. It was mostly occupied by couples and families, which made it feel calm and relaxed. The room itself was quite outdated, and the shower water had an unusual smell. Overall, the food and service were good, and I had a great time.

Reviewed on Dec 15, 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! (1,007 reviews)
Esse hotel foi incrível!! Perto de tudo, e é o melhor hotel de Old San Juan. Lindo, restaurante bom, quartos lindos sem nenhum barulho ( pois meu sono é leve ), cama muito boa e confortável, nada a reclamar, vou voltar e pretendo ficar mais dias 2 noites não foram suficientes.

Reviewed on Dec 14, 2025

Get rates
Hotel El Convento
British Colonial - Nassau

British Colonial - Nassau

4 out of 5
Number One Bay St Nassau
The price is ￥34,523 per night from Jan 11 to Jan 12
￥34,523
￥51,197 total
Jan 11 - Jan 12, 2026
includes taxes & fees
8.6/10 Excellent! (2,089 reviews)
Ok stay

Reviewed on Dec 18, 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 ￥27,852 per night from Dec 22 to Dec 23
￥27,852
￥36,894 total
Dec 22 - Dec 23
includes taxes & fees
9/10 Wonderful! (1,388 reviews)
Juan checked us in and was extremely helpful and friendly. Check in was quick. Parking was an issue as we didn't know we were going to have to park in a separate parking deck and haul several bags through a very crowded street back to hotel. Room was clean, but bathroom door slides and offered no ...

Reviewed on Dec 17, 2025

Hotel Rumbao, a Tribute Portfolio Hotel
See all 85,064 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.