
Caribbean Islands Luxury Vacations
Book a Luxury Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to NT$5,067 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Luxury vacation packages in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.

Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive
Save 100% on your flight
Price was NT$80,632, price is now NT$51,194 per person
NT$51,194
per person
Oct 15 - Oct 21
found 13 hours ago
Roundtrip flight included
St. John's (ANU) to Montego Bay (MBJ)
8.4/10 Very Good! (2,559 reviews)
The hospitality was great
Reviewed on 2025/8/30

Secrets Wild Orchid Montego Bay - Luxury - Adults Only - All Inclusive
Price was NT$92,825, price is now NT$72,659 per person
NT$72,659
per person
Oct 15 - Oct 21
found 13 hours ago
Roundtrip flight included
St. John's (ANU) to Montego Bay (MBJ)
8.2/10 Very Good! (1,011 reviews)
everyone was so kind and sweet
Reviewed on 2025/8/30

Hyatt Ziva Rose Hall - All Inclusive
Price was NT$68,605, price is now NT$66,455 per person
NT$66,455
per person
Oct 15 - Oct 21
found 13 hours ago
Roundtrip flight included
St. John's (ANU) to Montego Bay (MBJ)
8.8/10 Excellent! (1,001 reviews)
The resort itself is beautiful and the food was amazing. However, I didn’t like that the internet had to be purchased, and there was no entertainment team from Monday to Wednesday. It would be great if they offered more activities for the guests throughout the week.
Reviewed on 2025/8/31

JOIA Rose Hall by Iberostar - Adults Only - All Inclusive
Northern Estates
Price was NT$65,551, price is now NT$65,551 per person
NT$65,551
per person
Oct 15 - Oct 21
found 13 hours ago
Roundtrip flight included
St. John's (ANU) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,009 reviews)
Loved this resort the staff was so friendly and nice always available to help the suites was beautiful and clean will be back.
Reviewed on 2025/8/29
Don't see what you're looking for?
See all available trips from Columbus 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 NT$65,551, price is now NT$65,551 per person
NT$65,551
per person
Oct 15 - Oct 21
found 13 hours ago
Roundtrip flight included
St. John's (ANU) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,009 reviews)
Loved this resort the staff was so friendly and nice always available to help the suites was beautiful and clean will be back.
Reviewed on 2025/8/29

Secrets Wild Orchid Montego Bay - Luxury - Adults Only - All Inclusive
Price was NT$92,825, price is now NT$72,659 per person
NT$72,659
per person
Oct 15 - Oct 21
found 13 hours ago
Roundtrip flight included
St. John's (ANU) to Montego Bay (MBJ)
8.2/10 Very Good! (1,011 reviews)
everyone was so kind and sweet
Reviewed on 2025/8/30

Hyatt Ziva Rose Hall - All Inclusive
Price was NT$68,605, price is now NT$66,455 per person
NT$66,455
per person
Oct 15 - Oct 21
found 13 hours ago
Roundtrip flight included
St. John's (ANU) to Montego Bay (MBJ)
8.8/10 Excellent! (1,001 reviews)
The resort itself is beautiful and the food was amazing. However, I didn’t like that the internet had to be purchased, and there was no entertainment team from Monday to Wednesday. It would be great if they offered more activities for the guests throughout the week.
Reviewed on 2025/8/31
Don't see what you're looking for?
See all available trips from Columbus 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! (1,534 reviews)
"Incredible views of the city and ocean from our suite. The staff were so friendly and helpful. Pools and food at our hotel were delicious. Convenient to everything. On the last day, the battery on the key fob to our rental car died. They walked to Walgreens and changed out the battery for us."
Reviewed on 2025/8/27

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 ...

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! (4,201 reviews)
"We didn’t like the food at the buffets."
Reviewed on 2025/8/27
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.