Caribbean Vacations & Trips from ￥334,450

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

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

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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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.
Sandyport Beach Resort

Sandyport Beach Resort

4 out of 5
Price was ￥436,581, price is now ￥334,450 per person
￥334,450
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Nassau (NAS)
8.8/10 Excellent! (1,004 reviews)
Staff could be nicer. and property is under construction.

Reviewed on Dec 9, 2025

Goldwynn Resort & Residences

Goldwynn Resort & Residences

5 out of 5
The Grove
Save 100% on your flight
Price was ￥741,561, price is now ￥526,172 per person
￥526,172
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Nassau (NAS)
9.2/10 Wonderful! (427 reviews)
Staff were fantastic

Reviewed on Dec 9, 2025

Aqualina

Aqualina

4.5 out of 5
Cable Beach
Save 100% on your flight
Price was ￥1,953,815, price is now ￥1,405,118 per person
￥1,405,118
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip 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

The Cove at Atlantis

The Cove at Atlantis

5 out of 5
Price was ￥823,115, price is now ￥615,542 per person
￥615,542
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Nassau (NAS)
8.6/10 Excellent! (1,004 reviews)
The room was fabulous. They upgraded us to a suite because there was construction. The canned water that they handed out complementary was lousy. They need better, complementary water. Including a shower cap would be really nice in the rooms. Very comfortable bed wonderful pillows.

Reviewed on Nov 28, 2025

Orchid House

Orchid House

4 out of 5
Price was ￥868,681, price is now ￥663,046 per person
￥663,046
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Nassau (NAS)
No reviews

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
The price is ￥75,395 per night from Dec 18 to Dec 19
￥75,395
￥98,616 total
Dec 18 - Dec 19
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
Excellent

Reviewed on Dec 3, 2025

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 ￥34,814 per night from Jan 11 to Jan 12
￥34,814
￥51,629 total
Jan 11 - Jan 12, 2026
includes taxes & fees
8.6/10 Excellent! (2,067 reviews)
A bit expensive, but it was great.

Reviewed on Dec 5, 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 ￥27,667 per night from Dec 24 to Dec 25
￥27,667
￥36,698 total
Dec 24 - Dec 25
includes taxes & fees
9/10 Wonderful! (1,361 reviews)
Great location for walking around old San Juan

Reviewed on Dec 9, 2025

Hotel Rumbao, a Tribute Portfolio Hotel
See all 84,926 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.