Caribbean Luxury Holidays
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Top flight + Luxury hotel deals in Caribbean
Price found within the past 48 hours. Click for updated prices.
The Crane Resort
per person
27 Aug - 31 Aug
found 1 day ago
Return flight included
Toronto (YYZ) to Bridgetown (BGI)
8.6/10 Excellent! (1,003 reviews)
This resort was beautiful, the nature, the staffs were so nice and welcoming. Our contemporary 2 bedroom suites was a dream. The view was amazing. Although the beach had seaweed, The Crane offered a shuttle bus to Carlisle Bay every day roundtrip which was breathtaking.
You were able to visit Bridgetown as well!
My family will definitely return.
Reviewed on 18 Jul 2025
Bahia Principe Luxury Bouganville - Adults Only - All Inclusive
per person
20 Aug - 23 Aug
just found
Return direct flight included
Calgary (YYC) to Santo Domingo (SDQ)
8.8/10 Excellent! (2,777 reviews)
Las actividades muy buenas las personas encargadas de hacer divertir a las personas muy bueno la atención en los restaurantes también excelente lo único que no me gustó algunas personas que están en la recepción deben ser un poco más amables
Reviewed on 16 Jul 2025
Majestic Elegance Punta Cana - All Inclusive
Bávaro
per person
20 Aug - 23 Aug
just found
Return direct flight included
Calgary (YYC) to Punta Cana (PUJ)
8.8/10 Excellent! (4,156 reviews)
Really loved the property! Service was excellent everywhere we went. We thoroughly enjoyed the pool. We slept in late most days and as long as we got to the pool by 10 or so, we were able to find chairs. The resort did not seem full, so chairs may have been a problem if we went a busier week.
Main issue with this resort is the amount of seaweed on the beach. I didn't realize the amount of seaweed and how detrimental it would be to the ocean experience. They have one beach cleaning machine that is shared across several resorts and clearly cannot keep up. Sometimes there would be huge piles of seaweed which would also produce a smell.
We ended up having to spend most of our time in the pool rather than the ocean.
Reviewed on 18 Jul 2025
5* Luxury holidays in Caribbean
Price found within the past 48 hours. Click for updated prices.
3 Night Luxury holidays in Caribbean
Price found within the past 48 hours. Click for updated prices.
Bahia Principe Luxury Bouganville - Adults Only - All Inclusive
per person
20 Aug - 23 Aug
just found
Return direct flight included
Calgary (YYC) to Santo Domingo (SDQ)
8.8/10 Excellent! (2,777 reviews)
Las actividades muy buenas las personas encargadas de hacer divertir a las personas muy bueno la atención en los restaurantes también excelente lo único que no me gustó algunas personas que están en la recepción deben ser un poco más amables
Reviewed on 16 Jul 2025
4 Night Luxury holidays in Caribbean
Price found within the past 48 hours. Click for updated prices.
The Crane Resort
per person
27 Aug - 31 Aug
found 1 day ago
Return flight included
Toronto (YYZ) to Bridgetown (BGI)
8.6/10 Excellent! (1,003 reviews)
This resort was beautiful, the nature, the staffs were so nice and welcoming. Our contemporary 2 bedroom suites was a dream. The view was amazing. Although the beach had seaweed, The Crane offered a shuttle bus to Carlisle Bay every day roundtrip which was breathtaking.
You were able to visit Bridgetown as well!
My family will definitely return.
Reviewed on 18 Jul 2025
Top Luxury Caribbean Hotels
Condado Vanderbilt Hotel
1055 Ashford Avenue, San Juan
The price is ₹29,742 per night from 27 Jul to 28 Jul
₹29,742
₹39,615 total
27 Jul - 28 Jul
includes taxes & fees
Stay at this 5-star 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 ...
9/10 Wonderful! (1,506 reviews)
"The service was impeccable from concierge to the wait staff to the pool staff. Daily housekeeping way great! The hotel is in a great location to visit attractions, for dining, and picking up some necessities. We only tried Tacos and Tequila and Ola for onsite dining, but both were excellent! We had ..."
Reviewed on 18 Jul 2025
Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive
Salt Coppers, Runaway Bay, Saint Ann
The price is ₹36,203 per night from 20 Jul to 21 Jul
₹36,203
₹36,203 total
20 Jul - 21 Jul
includes taxes & fees
Stay at this 4.5-star 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 ...
8.2/10 Very Good! (2,521 reviews)
"Very beautiful resort. Well maintained and great staff. Plenty of dining options"
Reviewed on 17 Jul 2025
Majestic Elegance Punta Cana - All Inclusive
Playa Bavaro - Punta Cana, Punta Cana, La Altagracia
Stay at this 4.5-star luxury resort in Punta Cana. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the pool and the restaurant in their ...
8.8/10 Excellent! (4,145 reviews)
"Family friendly, just perfect!"
Reviewed on 16 Jul 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.