Caribbean Islands Luxury Vacations
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Top Luxury vacation packages in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.
The Crane Resort
Price was ￥477,026, price is now ￥432,922 per person
￥432,922
per person
Mar 17 - Mar 20
found 7 hours ago
Roundtrip flight included
Naha (OKA) to Bridgetown (BGI)
8.6/10 Excellent! (1,002 reviews)
The resort was amazing. My fiancé and I got the junior suite room with own pool, the room was beautiful. The resort is nearby a beach and other restaurants, the restaurant called the grove behind the beach had delicious burgers! unfortunately due to the resort being on the east side of Barbados it is well known for having rough waves and not recommended to swim. The beach is still lovely and the resort still has numerous pools though! Also make sure you have extras of stuff and all your necessities because the resort does not have any small convenience store so you have to travel 15-25 mins off resort to find what you need. The staff were friendly and helpful.
Reviewed on Dec 21, 2025
JOIA Rose Hall by Iberostar - Adults Only - All Inclusive
Northern Estates
Price was ￥575,655, price is now ￥575,655 per person
￥575,655
per person
Mar 5 - Mar 11
found 12 hours ago
Roundtrip flight included
Tokyo (TYO) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,004 reviews)
Staff was attentive, courteous and very appreciative
While repairs were still in progress they were diligent in ensuring the guest experience wasn't negatively affected. I am so very happy that we didn't change our travel plans
Reviewed on Dec 16, 2025
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See all available trips from Naha to Caribbean Islands
View all trips5* Luxury vacations in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.
JOIA Rose Hall by Iberostar - Adults Only - All Inclusive
Northern Estates
Price was ￥575,655, price is now ￥575,655 per person
￥575,655
per person
Mar 5 - Mar 11
found 12 hours ago
Roundtrip flight included
Tokyo (TYO) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,004 reviews)
Staff was attentive, courteous and very appreciative
While repairs were still in progress they were diligent in ensuring the guest experience wasn't negatively affected. I am so very happy that we didn't change our travel plans
Reviewed on Dec 16, 2025
Don't see what you're looking for?
See all available trips from Tokyo to Caribbean Islands
View all trips4 Night Luxury vacations in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.
The Crane Resort
Price was ￥477,026, price is now ￥432,922 per person
￥432,922
per person
Mar 17 - Mar 20
found 7 hours ago
Roundtrip flight included
Naha (OKA) to Bridgetown (BGI)
8.6/10 Excellent! (1,002 reviews)
The resort was amazing. My fiancé and I got the junior suite room with own pool, the room was beautiful. The resort is nearby a beach and other restaurants, the restaurant called the grove behind the beach had delicious burgers! unfortunately due to the resort being on the east side of Barbados it is well known for having rough waves and not recommended to swim. The beach is still lovely and the resort still has numerous pools though! Also make sure you have extras of stuff and all your necessities because the resort does not have any small convenience store so you have to travel 15-25 mins off resort to find what you need. The staff were friendly and helpful.
Reviewed on Dec 21, 2025
Don't see what you're looking for?
See all available trips from Naha to Caribbean Islands
View all tripsTop Luxury Caribbean Islands Hotels
Condado Vanderbilt Hotel
1055 Ashford Avenue San Juan
Condado Vanderbilt Hotel is a San Juan luxury 5-star beach property where you can treat yourself to 24-hour room service, pillowtop beds, and more. Deluxe amenities ...
9.2/10 Wonderful! (1,654 reviews)
The stay was excellent. The staff was attentive, friendly and prompt.
Reviewed on Dec 19, 2025
Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive
Salt Coppers Runaway Bay Saint Ann
Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive is one of the Runaway Bay sumptuous 4.5-star all-inclusive properties where you can pamper yourself ...
8.2/10 Very Good! (2,496 reviews)
Great place
Reviewed on Dec 10, 2025
Majestic Elegance Punta Cana - All Inclusive
Playa Bavaro - Punta Cana Punta Cana La Altagracia
Majestic Elegance Punta Cana - All Inclusive is one of the Punta Cana lavish 4.5-star all-inclusive properties where you can treat yourself to jetted bathtubs ...
8.8/10 Excellent! (4,587 reviews)
The entire stay was incredible. Our butler Guzman was absolutely attentive and great at his job! The bartender Roberto in the lobby bar makes the best drinks! At the Club access pool by the beach, Joel and Santa make sure you are taken care of 24/7. The room service was excellent and always had fresh ...
Reviewed on Dec 24, 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
