
Caribbean Islands Adventure Holidays
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- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Top flight + Adventure hotel deals in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.

Warwick Paradise Island- All Inclusive- Adults Only
Price was ₹107,157, price is now ₹93,601 per person
₹93,601
per person
28 Jun - 30 Jun
found 13 hours ago
Return direct flight included
Chicago (ORD) to Nassau (NAS)
8.6/10 Excellent! (2,166 reviews)
I’ve stayed at the Warwick paradise island 3 times now and each time the experience has been great! The staff are always so pleasant. The food is always very good. The property is just the right size.
Reviewed on 6 May 2026

Grand Palladium Jamaica Resort & Spa All Inclusive
Save 100% on your flight
Price was ₹256,749, price is now ₹133,575 per person
₹133,575
per person
10 Jul - 15 Jul
found 2 hours ago
Return flight included
Chicago (ORD) to Montego Bay (MBJ)
8/10 Very Good! (1,564 reviews)
This was our first time in Jamaica and we are SO happy with our stay. I am always a bit weary of hotels but this one was great, clean and welcoming. The beach and pool were clean as well. Staff was very attentive and nice.
Reviewed on 4 May 2026

Hotel Riu Montego Bay - Adults Only - All Inclusive
Save 100% on your flight
Price was ₹282,215, price is now ₹153,232 per person
₹153,232
per person
10 Jul - 15 Jul
found 2 hours ago
Return flight included
Chicago (ORD) to Montego Bay (MBJ)
8.6/10 Excellent! (5,228 reviews)
Clean room, good food, courteous staff , great beach, various pools, good drinks and a great time
Reviewed on 6 May 2026

Bahia Principe Escape Runaway Bay - All Inclusive
Save 100% on your flight
Price was ₹246,061, price is now ₹145,809 per person
₹145,809
per person
10 Jul - 15 Jul
found 2 hours ago
Return flight included
Chicago (ORD) to Montego Bay (MBJ)
8.4/10 Very Good! (2,288 reviews)
I recently stayed at Bahia Principe Escape, and I have to say the experience was absolutely amazing. From start to finish, everything exceeded my expectations.
The Guest Experience Manager, Shane Haslam, truly stands out. He knows exactly how to make guests feel valued and satisfied. He is always smiling, consistently checks in to see how you’re doing, and no matter the question, he always has a solution. That kind of leadership really shows—his team works well together, and the respect among them is clear.
From Daveen at check-in, to Devon Davidson who escorted us, and Shane personally attending to our needs, the service was exceptional across the board. The bar service, overall hospitality, and attention to detail made the entire stay phenomenal.
I highly recommend giving them the opportunity—go experience it for yourself. You won’t be disappointed.
Reviewed on 5 May 2026

Moon Palace Jamaica – All Inclusive
Save 100% on your flight
Price was ₹319,769, price is now ₹195,201 per person
₹195,201
per person
10 Jul - 15 Jul
found 2 hours ago
Return flight included
Chicago (ORD) to Montego Bay (MBJ)
8.2/10 Very Good! (1,969 reviews)
The pool was fantastic... beach area was okay too... Food,staff,property,everything was tops for me and my family... Love love love it...Definately going back very soon.
Reviewed on 6 May 2026
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See all available trips from Columbus to Caribbean Islands
View all trips5* Adventure holidays in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.

Grand Palladium Jamaica Resort & Spa All Inclusive
Save 100% on your flight
Price was ₹256,749, price is now ₹133,575 per person
₹133,575
per person
10 Jul - 15 Jul
found 2 hours ago
Return flight included
Chicago (ORD) to Montego Bay (MBJ)
8/10 Very Good! (1,564 reviews)
This was our first time in Jamaica and we are SO happy with our stay. I am always a bit weary of hotels but this one was great, clean and welcoming. The beach and pool were clean as well. Staff was very attentive and nice.
Reviewed on 4 May 2026

Moon Palace Jamaica – All Inclusive
Save 100% on your flight
Price was ₹319,769, price is now ₹195,201 per person
₹195,201
per person
10 Jul - 15 Jul
found 2 hours ago
Return flight included
Chicago (ORD) to Montego Bay (MBJ)
8.2/10 Very Good! (1,969 reviews)
The pool was fantastic... beach area was okay too... Food,staff,property,everything was tops for me and my family... Love love love it...Definately going back very soon.
Reviewed on 6 May 2026

Iberostar Selection Rose Hall Suites - All Inclusive
Northern Estates
Price was ₹167,675, price is now ₹164,669 per person
₹164,669
per person
10 Jul - 15 Jul
found 2 hours ago
Return flight included
Chicago (ORD) to Montego Bay (MBJ)
8.4/10 Very Good! (1,008 reviews)
The staff were immaculate especially Cora that was at the front desk. Great ambassador and asset to your team. There wasn’t anything I disliked. Customer service A+
Reviewed on 3 May 2026
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See all available trips from Columbus to Caribbean Islands
View all tripsTop Adventure Caribbean Islands Hotels

Majestic Elegance Punta Cana - All Inclusive
Playa Bavaro - Punta Cana Punta Cana La Altagracia
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. ...
9/10 Wonderful! (4,877 reviews)
Everything was exceptional!
Reviewed on 6 May 2026

Majestic Colonial Punta Cana - All Inclusive
Carretera El Macao Punta Cana La Altagracia
Stay at this beach resort in Punta Cana. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. Popular ...
9/10 Wonderful! (6,681 reviews)
The staff was really kind. VIP area was also very nice! I enjoyed my stay and I would definitely come back. The beach area was also at a really good point on the island which was gorgeous.
Reviewed on 1 May 2026

Dreams Rose Hall Resort & Spa - All Inclusive
Rose Hall Montego Bay Saint James
Stay at this luxury resort in Montego Bay. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...
8.4/10 Very Good! (1,764 reviews)
All was good
Reviewed on 15 Jan 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.
