Caribbean Islands Luxury Holidays

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Price found within the past 48 hours. Click for updated prices.
Excellence El Carmen - Adults Only All Inclusive
Excellence Punta Cana - Adults Only All Inclusive
Bahia Principe Luxury Bouganville - Adults Only - All Inclusive
Casa de Campo Resort and Villas
The Crane Resort
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Price found within the past 48 hours. Click for updated prices.
Excellence El Carmen - Adults Only All Inclusive
Excellence Punta Cana - Adults Only All Inclusive
Casa de Campo Resort and Villas
Don't see what you're looking for?
See all available trips from Toronto to Caribbean Islands
View all trips
Price found within the past 48 hours. Click for updated prices.
Excellence El Carmen - Adults Only All Inclusive
Excellence Punta Cana - Adults Only All Inclusive
Bahia Principe Luxury Bouganville - Adults Only - All Inclusive
Don't see what you're looking for?
See all available trips from Toronto to Caribbean Islands
View all trips
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
1055 Ashford Avenue, San Juan
  • 17 hours drive from Windward Islands
Stay at this 5-star luxury hotel in San Juan. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (1,626 reviews)
"The hotel was amazing, staff was so welcoming and always took care of whatever we needed, also recommended a lot of good spots around the area and they had a beautiful view of the ocean would come again."

Reviewed on 30 Sept 2025

Condado Vanderbilt Hotel
Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive

Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive

4.5 out of 5
Salt Coppers, Runaway Bay, Saint Ann
  • 36 hours drive from Windward Islands
Stay at this 4.5-star luxury property in Runaway Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in ...
8.2/10 Very Good! (2,544 reviews)
"Very clean beautiful hotel - only negative - need to hve more Jamaican food- no sour sop drinks, no oxtail, fry dumplings , the hut ran out of jerk chicken- more Jamaican food would have been a lot pleasing. No I will not go back."

Reviewed on 3 Oct 2025

Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive
Majestic Elegance Punta Cana - All Inclusive

Majestic Elegance Punta Cana - All Inclusive

4.5 out of 5
Playa Bavaro - Punta Cana, Punta Cana, La Altagracia
  • 21 hours drive from Windward Islands
Stay at this 4.5-star luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (4,341 reviews)
"The full Majestic experience was great. The staff makes it special, whether it’s dining, entertainment, or grounds overall they have amazing people working here. The resort is beautiful and the landscape and buildings are amazing architecture. Overall we’re leaving very satisfied and plan on being ..."

Reviewed on 3 Oct 2025

Majestic Elegance Punta Cana - All Inclusive
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.