
Caribbean Islands Luxury Holidays
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Top flight + Luxury hotel deals in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.

Grand Hyatt Baha Mar
Price was ₹88,112, price is now ₹77,376 per person
₹77,376
per person
28 Jun - 30 Jun
found 1 day ago
Return direct flight included
Chicago (ORD) to Nassau (NAS)
8.6/10 Excellent! (4,987 reviews)
wonderful, dont miss out on SLS rooftop bar with dj so lovely airy breezy, Cleo is best resto
Overall very expensive but so worth it
Reviewed on 8 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 1 day 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 1 day ago
Return flight included
Chicago (ORD) to Montego Bay (MBJ)
8.2/10 Very Good! (1,981 reviews)
River that runs in front of the hotel needs cleaning..hotel should arrange with the Municipal Authority to clean; hotel was built many years ago and could do well with painting etc
Reviewed on 8 May 2026

Jamaica Inn
Save 100% on your flight
Price was ₹208,327, price is now ₹139,682 per person
₹139,682
per person
10 Jul - 15 Jul
found 1 day ago
Return flight included
Chicago (ORD) to Montego Bay (MBJ)
9.6/10 Exceptional! (457 reviews)
This place is a DREAM! Your blood pressure drops the moment you step on the grounds. The staff is incredible-best service I've ever had! The beach is lovely, the decor outstanding, the food delicious and beautifully served. I hope to go back there again next year!
Reviewed on 3 May 2026

Round Hill Hotel And Villas
Save 100% on your flight
Price was ₹319,615, price is now ₹232,145 per person
₹232,145
per person
10 Jul - 15 Jul
found 1 day ago
Return flight included
Chicago (ORD) to Montego Bay (MBJ)
9.6/10 Exceptional! (290 reviews)
Fantastic resort. Villa 10 always felt like coming home and the people were wonderful. Daniel and the wonderful people who looked after us made the stay all the better. Couldn’t recommend Round Hill enough.
Reviewed on 17 Apr 2026
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View all trips5* Luxury holidays in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.

Casa de Campo Resort and Villas
Price was ₹274,866, price is now ₹113,057 per person
₹113,057
per person
20 Jul - 26 Jul
found 3 hours ago
Return direct flight included
Los Angeles (LAX) to Punta Cana (PUJ)
9.4/10 Exceptional! (1,008 reviews)
Third time coming to this place and have no regrets. Customer service is just amazing, everything is perfect here.
Reviewed on 6 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 1 day ago
Return flight included
Chicago (ORD) to Montego Bay (MBJ)
8.2/10 Very Good! (1,981 reviews)
River that runs in front of the hotel needs cleaning..hotel should arrange with the Municipal Authority to clean; hotel was built many years ago and could do well with painting etc
Reviewed on 8 May 2026

Majestic Mirage Punta Cana, All Suite Resort - All Inclusive
Bávaro
Save 100% on your flight
Price was ₹285,372, price is now ₹165,732 per person
₹165,732
per person
20 Jul - 26 Jul
found 3 hours ago
Return direct flight included
Los Angeles (LAX) to Punta Cana (PUJ)
9.2/10 Wonderful! (6,221 reviews)
The Majestic Mirage Resort was absolutely Phenomenal!!! From the moment we pulled up until the moment We departed, my Fiancé and I were completely satisfied and treated like family!!! Edith Veronica out Butler for the stay is not only as Professional and efficient at customer service as you can be, She was also so very warm and welcoming!!! We felt like family and we felt like we were home! Our accommodations and any needs we had arise were easily handled by Edith. The Resort was so very impressive and BEAUTIFUL!!! The Pools, the scenery, the Restaurants, The Beach, The Gym, The Shops, The Shows, The amazing Persons all involved exceeded every expectation We had coming into The Majestic! We will definitely be visiting again and again! We are actually thinking of having Our Wedding Ceremony at The Majestic Mirage as I proposed to my now Fiancé, right on the beach under the Stars and Moon light Our first night on the Resort!!! Edith had a celebration banner put on our door and made sure to check with us daily on how our experience was going! This trip was a Blessing and Our new Family at The Majestic Mirage was at the Center of it all with us! The Foam party was soooooo Fun! We danced more than we have in years! Thank you Majestic! Especially Thank you Edith! The Resort and Punta Cana is a must travel to destination!! Sincerely, with Love to my family, David + Sara!
Reviewed on 8 May 2026
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View all trips3 Night Luxury holidays in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.

Zel Punta Cana, All Suites - All inclusive
Bávaro
Price was ₹118,735, price is now ₹101,650 per person
₹101,650
per person
20 Jun - 22 Jun
found 20 hours ago
Return direct flight included
London (LHR) to Punta Cana (PUJ)
9/10 Wonderful! (676 reviews)
Newly constructed, clean and quiet relaxing place. Exceptional concierge service just ask for Ricky. Great food and premium drinks. Shuttle to the beach. The restaurant and bar on the beach is amazing.
Reviewed on 7 May 2026

Sanctuary Cap Cana, a Luxury Collection Resort, Dominican Republic, Adult All-Inclusive
Price was ₹138,527, price is now ₹136,894 per person
₹136,894
per person
20 Jun - 22 Jun
found 20 hours ago
Return direct flight included
London (LHR) to Punta Cana (PUJ)
9.2/10 Wonderful! (1,000 reviews)
Beautiful property, the food was incredibly delicious and great quality. The staff were all un amor!! So caring, friendly and ready to assist! The rooms were a little worn but still very clean and well maintained. The gym equipment can use an update.
Reviewed on 26 Apr 2026
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View all tripsTop Luxury Caribbean Islands Hotels

Condado Vanderbilt Hotel
1055 Ashford Avenue San Juan
Stay at this luxury hotel in San Juan. Enjoy free Wi-Fi, 4 outdoor pools and a full-service spa. Our guests praise the helpful staff and the clean rooms in their ...
9.4/10 Exceptional! (1,682 reviews)
Great stay
Reviewed on 3 May 2026

Bahia Principe Escape Runaway Bay - All Inclusive
Salt Coppers Runaway Bay Saint Ann
Stay at this luxury resort in Runaway Bay. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the pool and the helpful staff in their reviews. ...
8.4/10 Very Good! (2,303 reviews)
Not one single hotel employee knew the wifi password. It was awful! How do the employees who work there everyday not know that answer? Very bad. Perhaps I have been spoiled at other all-inclusive resorts but this place didn’t have good seafood options! Really it lacked variety from breakfast to lunch ...
Reviewed on 7 May 2026

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! (4,881 reviews)
I can’t give the hotel any stars because we didn’t get to stay there. We waited 15 years to return here after our honeymoon in 2011 and upon check in we were told we were receiving a “complimentary upgrade” to the Majestic Mirage. We had to fight to get the same upgraded room we paid for at the Elegance ...
Reviewed on 8 May 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.
