Caribbean Luxury Vacations
Book a Luxury Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Luxury vacation packages in Caribbean
Price found within the past 48 hours. Click for updated prices.
The Crane Resort
Price was ￥471,212, price is now ￥366,400 per person
￥366,400
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Bridgetown (BGI)
8.6/10 Excellent! (1,002 reviews)
It was a lovely experience. Joan in transportation/transfer is a gem. Resort is beautiful.
Reviewed on Feb 9, 2026
Sonesta Ocean Point All Inclusive, Adults Only Resort
Price was ￥536,037, price is now ￥520,905 per person
￥520,905
per person
Apr 2 - Apr 4
found 3 hours ago
Roundtrip flight included
Nagoya (NGO) to Philipsburg (SXM)
8.6/10 Excellent! (1,001 reviews)
Helpful staff beautiful property and generous amount of food options
Reviewed on Feb 7, 2026
5* Luxury vacations in Caribbean
Price found within the past 48 hours. Click for updated prices.
Sonesta Ocean Point All Inclusive, Adults Only Resort
Price was ￥536,037, price is now ￥520,905 per person
￥520,905
per person
Apr 2 - Apr 4
found 3 hours ago
Roundtrip flight included
Nagoya (NGO) to Philipsburg (SXM)
8.6/10 Excellent! (1,001 reviews)
Helpful staff beautiful property and generous amount of food options
Reviewed on Feb 7, 2026
3 Night Luxury vacations in Caribbean
Price found within the past 48 hours. Click for updated prices.
The Crane Resort
Price was ￥330,782, price is now ￥271,047 per person
￥271,047
per person
Apr 18 - Apr 21
found 20 hours ago
Roundtrip non-stop flight included
Manaus (MAO) to Bridgetown (BGI)
8.6/10 Excellent! (1,002 reviews)
It was a lovely experience. Joan in transportation/transfer is a gem. Resort is beautiful.
Reviewed on Feb 9, 2026
Sonesta Ocean Point All Inclusive, Adults Only Resort
Price was ￥536,037, price is now ￥520,905 per person
￥520,905
per person
Apr 2 - Apr 4
found 3 hours ago
Roundtrip flight included
Nagoya (NGO) to Philipsburg (SXM)
8.6/10 Excellent! (1,001 reviews)
Helpful staff beautiful property and generous amount of food options
Reviewed on Feb 7, 2026
4 Night Luxury vacations in Caribbean
Price found within the past 48 hours. Click for updated prices.
Sonesta Ocean Point All Inclusive, Adults Only Resort
Price was ￥589,345, price is now ￥589,345 per person
￥589,345
per person
May 1 - May 4
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Philipsburg (SXM)
8.6/10 Excellent! (1,001 reviews)
Helpful staff beautiful property and generous amount of food options
Reviewed on Feb 7, 2026
Top Luxury Caribbean Hotels
Condado Vanderbilt Hotel
1055 Ashford Avenue San Juan
The price is ￥83,706 per night from Mar 3 to Mar 4
￥83,706
￥111,497 total
Mar 3 - Mar 4
includes taxes & fees
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! (1,701 reviews)
Everything was perfect
Reviewed on Feb 8, 2026
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! (2,412 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! (4,678 reviews)
Staff were great.
Reviewed on Feb 11, 2026
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.
