
Greater Antilles Luxury Vacations
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Top Luxury vacation packages in Greater Antilles
Price found within the past 48 hours. Click for updated prices.

The Cliff Hotel
West End
Price was ¥155,303, price is now ¥119,752 per person
¥119,752
per person
Jun 1 - Jun 4
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Montego Bay (MBJ)
9.6/10 Exceptional! (267 reviews)
My stay here was absolutely amazing. We stayed in the 1bd private villa and our butler Evril was very attentive to our needs. This resort is very peaceful and quiet and gets 5 stars from me!
Reviewed on Mar 6, 2026

Grand Palladium Lady Hamilton Resort & Spa All Inclusive
Save 100% on your flight
Price was ¥199,410, price is now ¥130,414 per person
¥130,414
per person
Jun 1 - Jun 4
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Montego Bay (MBJ)
8/10 Very Good! (1,420 reviews)
The room was actually cleaner the day after we arrived than it was on the day we checked in, which was disappointing and not the standard we expected.
The television in our room also did not work the entire stay. We reported the issue to the service desk several times each day, but an IT technician didn’t come until the night before we checked out. When you book a room, you expect the amenities to work.
We were told they tried to call us, but we shouldn’t have to stay in the room all day waiting for maintenance while we’re on vacation. We should be able to enjoy the beach and the resort, not sit around waiting for someone to fix a television.
At night we like to relax and watch local shows after a long day, and unfortunately we didn’t get to do that during our stay. Overall, it was frustrating and not the experience we expected.
Reviewed on Mar 12, 2026

Round Hill Hotel And Villas
Save 100% on your flight
Price was ¥330,392, price is now ¥234,702 per person
¥234,702
per person
Jun 1 - Jun 4
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Montego Bay (MBJ)
9.6/10 Exceptional! (288 reviews)
Classy, timeless, elegant, spotless, farm-to-table…our second trip here did not disappoint. Great couples getaway in a beautiful villa with warm, friendly staff. Also no trouble accommodating our gluten free friends.
Reviewed on Feb 10, 2026

Jamaica Inn
Price was ¥206,848, price is now ¥158,836 per person
¥158,836
per person
Jun 1 - Jun 4
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Montego Bay (MBJ)
9.6/10 Exceptional! (451 reviews)
It was amazing, the room service, the view, the staff, the beach. We will definitely be regulars. This was a birthday trip to remember!
Reviewed on Nov 1, 2025

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View all trips5* Luxury vacations in Greater Antilles
Price found within the past 48 hours. Click for updated prices.

Grand Palladium Lady Hamilton Resort & Spa All Inclusive
Save 100% on your flight
Price was ¥199,410, price is now ¥130,414 per person
¥130,414
per person
Jun 1 - Jun 4
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Montego Bay (MBJ)
8/10 Very Good! (1,420 reviews)
The room was actually cleaner the day after we arrived than it was on the day we checked in, which was disappointing and not the standard we expected.
The television in our room also did not work the entire stay. We reported the issue to the service desk several times each day, but an IT technician didn’t come until the night before we checked out. When you book a room, you expect the amenities to work.
We were told they tried to call us, but we shouldn’t have to stay in the room all day waiting for maintenance while we’re on vacation. We should be able to enjoy the beach and the resort, not sit around waiting for someone to fix a television.
At night we like to relax and watch local shows after a long day, and unfortunately we didn’t get to do that during our stay. Overall, it was frustrating and not the experience we expected.
Reviewed on Mar 12, 2026

Don't see what you're looking for?
See all available trips from Toronto to Greater Antilles
View all trips3 Night Luxury vacations in Greater Antilles
Price found within the past 48 hours. Click for updated prices.

Grand Palladium Lady Hamilton Resort & Spa All Inclusive
Save 100% on your flight
Price was ¥199,410, price is now ¥130,414 per person
¥130,414
per person
Jun 1 - Jun 4
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Montego Bay (MBJ)
8/10 Very Good! (1,420 reviews)
The room was actually cleaner the day after we arrived than it was on the day we checked in, which was disappointing and not the standard we expected.
The television in our room also did not work the entire stay. We reported the issue to the service desk several times each day, but an IT technician didn’t come until the night before we checked out. When you book a room, you expect the amenities to work.
We were told they tried to call us, but we shouldn’t have to stay in the room all day waiting for maintenance while we’re on vacation. We should be able to enjoy the beach and the resort, not sit around waiting for someone to fix a television.
At night we like to relax and watch local shows after a long day, and unfortunately we didn’t get to do that during our stay. Overall, it was frustrating and not the experience we expected.
Reviewed on Mar 12, 2026

Round Hill Hotel And Villas
Save 100% on your flight
Price was ¥330,392, price is now ¥234,702 per person
¥234,702
per person
Jun 1 - Jun 4
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Montego Bay (MBJ)
9.6/10 Exceptional! (288 reviews)
Classy, timeless, elegant, spotless, farm-to-table…our second trip here did not disappoint. Great couples getaway in a beautiful villa with warm, friendly staff. Also no trouble accommodating our gluten free friends.
Reviewed on Feb 10, 2026

Jamaica Inn
Price was ¥206,848, price is now ¥158,836 per person
¥158,836
per person
Jun 1 - Jun 4
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Montego Bay (MBJ)
9.6/10 Exceptional! (451 reviews)
It was amazing, the room service, the view, the staff, the beach. We will definitely be regulars. This was a birthday trip to remember!
Reviewed on Nov 1, 2025
Don't see what you're looking for?
See all available trips from Toronto to Greater Antilles
View all tripsTop Luxury Greater Antilles Hotels

Condado Vanderbilt Hotel
1055 Ashford Avenue San Juan
Condado Vanderbilt Hotel is a San Juan luxury 5-star beach property where you can treat yourself to 24-hour room service, pillowtop beds, and more. Deluxe amenities ...
9.4/10 Exceptional! (1,703 reviews)
It is a nice hotel with great location, I enjoyed my stay, but they were not always on top with housekeeping, our room wasn't cleaned every day and we had to call housekeeping at least twice to have the room made up and/or get more fresh towels. We also went down to their tacos restaurant one night ...
Reviewed on Mar 12, 2026

Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive
Salt Coppers Runaway Bay Saint Ann
Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive is one of the Runaway Bay sumptuous 4.5-star all-inclusive properties where you can pamper yourself ...
8.4/10 Very Good! (2,303 reviews)
Great place
Reviewed on Dec 10, 2025

Majestic Elegance Punta Cana - All Inclusive
Playa Bavaro - Punta Cana Punta Cana La Altagracia
Majestic Elegance Punta Cana - All Inclusive is one of the Punta Cana lavish 4.5-star all-inclusive properties where you can treat yourself to jetted bathtubs ...
9/10 Wonderful! (4,749 reviews)
Everything about this resort was fantastic!
Reviewed on Mar 12, 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.
