Caribbean Islands Beach Holidays

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Price found within the past 48 hours. Click for updated prices.
JOIA Rose Hall by Iberostar - Adults Only - All Inclusive
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Price found within the past 48 hours. Click for updated prices.
JOIA Rose Hall by Iberostar - Adults Only - All Inclusive
Don't see what you're looking for?
See all available trips from Memphis to Caribbean Islands
View all trips
Price found within the past 48 hours. Click for updated prices.
JOIA Rose Hall by Iberostar - Adults Only - All Inclusive
Don't see what you're looking for?
See all available trips from Memphis to Caribbean Islands
View all trips
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! (4,166 reviews)

Travellers like: on the beach, sunloungers, beach bars, massages on the beach

Travellers say...
"Amazing resort! Good food, entertainment was plentiful and the Dominican people are truly the best!"

Reviewed on 21 Jun, 2025

Majestic Elegance Punta Cana - All Inclusive
Majestic Colonial Punta Cana - All Inclusive
Majestic Colonial Punta Cana - All Inclusive
4 out of 5
Carretera El Macao, Punta Cana, La Altagracia
  • 21 hours drive from Windward Islands
Stay at this 4-star beach property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
8.8/10 Excellent! (6,142 reviews)

Travellers like: on the beach, sunloungers, beach bars, massages on the beach

Travellers say...
"This was the best vacation I have ever had! This place has wonderful food, clean, close to the beach, nice entertainment options. I am definitely going back!"

Reviewed on 23 Jun, 2025

Majestic Colonial Punta Cana - All Inclusive
Holiday Inn Resort Aruba - Beach Resort & Casino by IHG
Holiday Inn Resort Aruba - Beach Resort & Casino by IHG
4 out of 5
J E Irausquin Boulevard 230, Noord
  • 19 hours drive from Windward Islands
Stay at this 4-star beach resort in Noord. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.4/10 Very Good! (1,491 reviews)

Travellers like: on the beach, sunloungers, beach bars, beach umbrellas

Travellers say...
"I liked the property, breakfast at Corals was good, adult drinks were worth the money and view from this property were amazing. Any water or ATV activities you wanted to do are right on the beachfront. I will be back"

Reviewed on 23 Jun, 2025

Holiday Inn Resort Aruba - Beach Resort & Casino by IHG
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.