
Caribbean Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
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- Better togetherSave up to ¥109,000 when you book a flight and hotel together*
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Top Romantic vacation packages in Caribbean
Price found within the past 48 hours. Click for updated prices.

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)
Condado
¥1,082,120
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Juan (SJU)
9/10 Wonderful! (687 reviews)
The staff was nice and the room service was great. I love that the site was close to many bars and stores. The national park was not far from the location and easy to navigate to. The staff was very helpful and would definitely revisit.
Reviewed on Oct 1, 2026

5* Romantic vacations in Caribbean
Price found within the past 48 hours. Click for updated prices.

Top Romantic Caribbean Hotels

Majestic Elegance Punta Cana - All Inclusive
Playa Bavaro - Punta Cana Punta Cana La Altagracia
Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our reviews. Popular attractions Macao Beach and Arena Gorda ...
9/10 Wonderful! (5,234 reviews)
Couples like: full-service spa, couples spa treatments, beachfront dining, spa tub
Travelers say...
"We liked the restaurant, bar, and entertainment staff. We didn’t like our check in experience. This was our 5th visit to this property and our wedding anniversary. We didn’t receive any acknowledgement of this (banners on our door, amenities in our room). We also noticed that guests that arrived ..."
Reviewed on Oct 8, 2026

Excellence Punta Cana - Adults Only All Inclusive
Playas Uvero Alto - Punta Cana Punta Cana La Altagracia
Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the pool and the restaurant in our reviews. Popular attractions Macao Beach and Sirenis ...
Couples like: adults only property, full-service spa, couples spa treatments, spa tub
Get rates
JOIA Rose Hall by Iberostar - Adults Only - All Inclusive
Rose Hall Main Road Montego Bay Saint James
Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rose Hall Great ...
Couples like: adults only property, full-service spa, couples spa treatments, spa tub
Get ratesLowest 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.
