Caribbean Islands Romantic Holidays

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Top flight + Romantic hotel deals in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.
Grand Palladium Jamaica Resort & Spa All Inclusive
Grand Palladium Lady Hamilton Resort & Spa All Inclusive
JOIA Rose Hall by Iberostar - Adults Only - All Inclusive
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5* Romantic holidays in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.
Grand Palladium Jamaica Resort & Spa All Inclusive
Grand Palladium Lady Hamilton Resort & Spa All Inclusive
JOIA Rose Hall by Iberostar - Adults Only - All Inclusive
Don't see what you're looking for?
See all available trips from Columbus to Caribbean Islands
View all trips

Top Romantic Caribbean Islands Hotels

Majestic Elegance Punta Cana - All Inclusive

Majestic Elegance Punta Cana - All Inclusive

4.5 out of 5
Playa Bavaro - Punta Cana Punta Cana La Altagracia
  • 21 hours drive from Windward Islands
Stay at this luxury resort in Punta Cana. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the pool and the restaurant in their reviews. ...
8.8/10 Excellent! (4,563 reviews)
Good

Reviewed on 24 Nov 2025

Majestic Elegance Punta Cana - All Inclusive
Excellence Punta Cana - Adults Only All Inclusive

Excellence Punta Cana - Adults Only All Inclusive

5 out of 5
Playas Uvero Alto - Punta Cana Punta Cana La Altagracia
  • 22 hours drive from Windward Islands
Stay at this luxury resort in Punta Cana. Enjoy free Wi-Fi, free parking and 4 outdoor pools. Our guests praise the pool and the restaurant in their reviews. ...
9.2/10 Wonderful! (2,462 reviews)
The resort is amazing overall. The room was clean, the amenities were great, the staff was extremely nice, and the resort is beautiful. This place us the perfect place to relax and take in the Dominican Republic.

Reviewed on 26 Nov 2025

Excellence Punta Cana - Adults Only All Inclusive
JOIA Rose Hall by Iberostar - Adults Only - All Inclusive

JOIA Rose Hall by Iberostar - Adults Only - All Inclusive

5 out of 5
Rose Hall Main Road Montego Bay Saint James
  • 38 hours drive from Windward Islands
Stay at this luxury resort in Montego Bay. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their ...
9/10 Wonderful! (1,003 reviews)
The experience was excellent even with the damages sustained from the hurricane

Reviewed on 19 Nov 2025

JOIA Rose Hall by Iberostar - Adults Only - All Inclusive
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.