Caribbean Islands Adventure Vacations
Book a Adventure 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 Adventure vacation packages in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Resort Aruba - Beach Resort & Casino by IHG
Palm Beach
Price was ￥277,958, price is now ￥265,814 per person
￥265,814
per person
Mar 7 - Mar 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Oranjestad (AUA)
8.4/10 Very Good! (1,586 reviews)
Perfect location. On the beach..Walking distance to restaurants and shops. Great Happy Hour. Staff was amazing . Lucila, Jose, and Edward were great! 🍻 🙏
Reviewed on Dec 26, 2025
Hotel Riu Palace Antillas - Adults Only - All Inclusive
Palm Beach
Save 100% on your flight
Price was ￥635,738, price is now ￥347,562 per person
￥347,562
per person
Mar 7 - Mar 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Oranjestad (AUA)
8.6/10 Excellent! (1,420 reviews)
I love this place I will be back next year
Reviewed on Jan 2, 2026
Grand Palladium Jamaica Resort & Spa All Inclusive
Price was ￥571,658, price is now ￥414,926 per person
￥414,926
per person
Mar 9 - Mar 14
found 20 hours ago
Roundtrip flight included
Tokyo (TYO) to Montego Bay (MBJ)
8/10 Very Good! (1,564 reviews)
Despite the CAT 5 hurricane Grand Palladium JA was amazing. The staff were exceptional.
Reviewed on Jan 2, 2026
Iberostar Waves Rose Hall Beach - All Inclusive
Northern Estates
Price was ￥391,202, price is now ￥391,202 per person
￥391,202
per person
Mar 9 - Mar 14
found 20 hours ago
Roundtrip flight included
Tokyo (TYO) to Montego Bay (MBJ)
7.8/10 Good! (1,011 reviews)
Excellent pool facilities. Guest relations Kyra and Julie were very friendly and helpful!
Reviewed on Jan 1, 2026
Don't see what you're looking for?
See all available trips from New York to Caribbean Islands
View all trips5* Adventure vacations in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.
Grand Palladium Jamaica Resort & Spa All Inclusive
Price was ￥571,658, price is now ￥414,926 per person
￥414,926
per person
Mar 9 - Mar 14
found 20 hours ago
Roundtrip flight included
Tokyo (TYO) to Montego Bay (MBJ)
8/10 Very Good! (1,564 reviews)
Despite the CAT 5 hurricane Grand Palladium JA was amazing. The staff were exceptional.
Reviewed on Jan 2, 2026
JOIA Rose Hall by Iberostar - Adults Only - All Inclusive
Northern Estates
Price was ￥549,290, price is now ￥549,290 per person
￥549,290
per person
Feb 9 - Feb 14
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,004 reviews)
VIP treatment! Food was excellent!
Reviewed on Jan 1, 2026
Don't see what you're looking for?
See all available trips from Tokyo to Caribbean Islands
View all trips4 Night Adventure vacations in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Resort Aruba - Beach Resort & Casino by IHG
Palm Beach
Price was ￥277,958, price is now ￥265,814 per person
￥265,814
per person
Mar 7 - Mar 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Oranjestad (AUA)
8.4/10 Very Good! (1,586 reviews)
Perfect location. On the beach..Walking distance to restaurants and shops. Great Happy Hour. Staff was amazing . Lucila, Jose, and Edward were great! 🍻 🙏
Reviewed on Dec 26, 2025
Hotel Riu Palace Antillas - Adults Only - All Inclusive
Palm Beach
Save 100% on your flight
Price was ￥635,738, price is now ￥347,562 per person
￥347,562
per person
Mar 7 - Mar 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Oranjestad (AUA)
8.6/10 Excellent! (1,420 reviews)
I love this place I will be back next year
Reviewed on Jan 2, 2026
Don't see what you're looking for?
See all available trips from New York to Caribbean Islands
View all tripsTop Adventure Caribbean Islands Hotels
Majestic Elegance Punta Cana - All Inclusive
Playa Bavaro - Punta Cana Punta Cana La Altagracia
Book a stay at this luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our reviews. ...
8.8/10 Excellent! (4,612 reviews)
Facilities were amazing and staff was very nice.
Reviewed on Dec 30, 2025
Majestic Colonial Punta Cana - All Inclusive
Carretera El Macao Punta Cana La Altagracia
Book a stay at this beach property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
8.8/10 Excellent! (6,387 reviews)
The room was very clean and the staff were cordial and helpful
Reviewed on Dec 28, 2025
Dreams Rose Hall Resort & Spa - All Inclusive
Rose Hall Montego Bay Saint James
Book a stay at this luxury resort in Montego Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our ...
8.4/10 Very Good! (1,925 reviews)
Pool was enjoyable and not crowded. Food excellent. Would spend a whole week there and i dont really like all inclusive hotels.
Reviewed on Nov 25, 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.
