
Caribbean Islands Beach Vacations
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Top Beach vacation packages in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.

The Condado Plaza Hotel
Condado
Price was ₩1,459,278, price is now ₩1,261,970 per person
₩1,261,970
per person
Jul 4 - Jul 8
found 6 hours ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
8/10 Very Good! (2,239 reviews)
Love the hotel many pools even though hot tub shut down after a couple days still enjoyed it alll
Reviewed on May 11, 2026

Aire de O:live
Isla Verde
Save 100% on your flight
Price was ₩2,340,502, price is now ₩1,562,736 per person
₩1,562,736
per person
Jul 4 - Jul 8
found 6 hours ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
9.2/10 Wonderful! (547 reviews)
Everything was wonderful! We will be returning for a THIRD time very soon!
Reviewed on May 9, 2026

The Royal Sonesta San Juan
Isla Verde
Price was ₩1,901,334, price is now ₩1,463,478 per person
₩1,463,478
per person
Jul 4 - Jul 8
found 6 hours ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
9/10 Wonderful! (2,353 reviews)
Housekeepers made a lot of noise when cleaning the rooms slamming doors laughing and vacuuming the rooms with the doors open the room did not have a sound proof barrier which allowed noises to be heard. None of the soap dispensers were ever refilled so I had to buy my own toiletries.
Reviewed on May 11, 2026

Condado Vanderbilt Hotel
Condado
Price was ₩1,844,720, price is now ₩1,486,790 per person
₩1,486,790
per person
Jul 4 - Jul 8
found 6 hours ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
9.4/10 Exceptional! (1,685 reviews)
Pool side seating was comfy. Great restaurants within walking distance.
Reviewed on Apr 30, 2026

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View all trips5* Beach vacations in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.

Condado Vanderbilt Hotel
Condado
Price was ₩1,844,720, price is now ₩1,486,790 per person
₩1,486,790
per person
Jul 4 - Jul 8
found 6 hours ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
9.4/10 Exceptional! (1,685 reviews)
Pool side seating was comfy. Great restaurants within walking distance.
Reviewed on Apr 30, 2026

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Mameyes II
Price was ₩1,569,882, price is now ₩1,569,882 per person
₩1,569,882
per person
Jul 4 - Jul 8
found 6 hours ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
8.6/10 Excellent! (2,227 reviews)
I didnt like that we were charge a security deposit and Expedia did not express that
Reviewed on May 10, 2026
Don't see what you're looking for?
See all available trips from New York to Caribbean Islands
View all trips4 Night Beach vacations in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.

The Royal Sonesta San Juan
Isla Verde
Price was ₩1,901,334, price is now ₩1,463,478 per person
₩1,463,478
per person
Jul 4 - Jul 8
found 6 hours ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
9/10 Wonderful! (2,353 reviews)
Housekeepers made a lot of noise when cleaning the rooms slamming doors laughing and vacuuming the rooms with the doors open the room did not have a sound proof barrier which allowed noises to be heard. None of the soap dispensers were ever refilled so I had to buy my own toiletries.
Reviewed on May 11, 2026

Aire de O:live
Isla Verde
Save 100% on your flight
Price was ₩2,340,502, price is now ₩1,562,736 per person
₩1,562,736
per person
Jul 4 - Jul 8
found 6 hours ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
9.2/10 Wonderful! (547 reviews)
Everything was wonderful! We will be returning for a THIRD time very soon!
Reviewed on May 9, 2026

Condado Vanderbilt Hotel
Condado
Price was ₩1,844,720, price is now ₩1,486,790 per person
₩1,486,790
per person
Jul 4 - Jul 8
found 6 hours ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
9.4/10 Exceptional! (1,685 reviews)
Pool side seating was comfy. Great restaurants within walking distance.
Reviewed on Apr 30, 2026
Don't see what you're looking for?
See all available trips from New York to Caribbean Islands
View all tripsTop Beach Caribbean Islands Hotels

Majestic Elegance Punta Cana - All Inclusive
Playa Bavaro - Punta Cana Punta Cana La Altagracia
Feel the sand between your toes at this luxury spa all-inclusive property and walk along the waves in Punta Cana, as you'll be not far from Arena Gorda Beach. ...
9/10 Wonderful! (4,904 reviews)
Travelers like: on the beach, sun loungers, beach bars, massages on beach
Travelers say...
Our 7th time at a Majestic resort in Punta Cana. The properties are always beautiful, the staff is wonderful and always helpful. There are plenty of food choices between the buffet and the specialty restaurants.
Reviewed on May 11, 2026

Majestic Colonial Punta Cana - All Inclusive
Carretera El Macao Punta Cana La Altagracia
At this spa all-inclusive property, get ready to watch the sunset on the beach in Punta Cana, as you'll be close to Arena Gorda Beach. 2 outdoor pools, 3 outdoor ...
9/10 Wonderful! (6,682 reviews)
Travelers like: on the beach, sun loungers, beach bars, massages on beach
Travelers say...
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 May 1, 2026

Holiday Inn Resort Aruba - Beach Resort & Casino by IHG
J E Irausquin Boulevard 230 Noord
Make the most of this fantastic location, as you'll be close to Palm Beach with a stay at this spa resort. 2 beach bars, 3 outdoor pools, and 4 restaurants are ...
8.4/10 Very Good! (1,787 reviews)
Travelers like: on the beach, sun loungers, beach bars, beach umbrellas
Travelers say...
When you check in - MAKE SURE you ASK if there are CRYING children next to you - it was quiet a week and IHG (no apology) and LIED when I complained and said there were NO infants, I have a photo! - YUP you get what you play for - NEVER again - thanks for the experience.
Reviewed on May 9, 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.
