Caribbean Ski Holidays 2026

Plan, book, travel with confidence
Better together
Save up to NZ$2,400 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Ski Caribbean Hotels

Bay Gardens Hotel

Rodney Bay Village Gros Islet

NZ$207

22 Oct - 23 Oct

includes taxes & fees

Stay at this beach hotel in Gros Islet. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. ...

8/10 Very good! (1,006 reviews)

"Enjoyed my stay. Staff was very friendly they gave exceptional service and"

Reviewed on 15 Oct 2026

Beautiful studio apartment in Columbus Heights in Ocho Rios - Jamaica

Ocho Rios Saint Ann

Stay at this apartment in Ocho Rios. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Turtle Beach and Dunn's River Falls are located ...

10/10 Exceptional! (13 reviews)

"I was pleasantly surprised about my experience at this apartment. I have stayed at Columbus Heights before and was not satisfied. This apartment was very clean and accommodating, and had a wonderful view fromthebalcony. It was like a little home away from home. Agent was pleasant and reachable. I ..."

Reviewed on 11 Jan 2025

Get rates

Grand Bavaro Princess - All Inclusive

Playas De Bavaro Punta Cana La Altagracia

NZ$383

19 Oct - 20 Oct

includes taxes & fees

Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. Popular attractions Bavaro Beach ...

8.2/10 Very good! (4,258 reviews)

"Hotel muy limpio. Comida excelente y no se diga del Lobby. Las atenciones en la barra del lobby fueron excepcionales. Realmente volvería sin dudarlo."

Reviewed on 14 Oct 2026

See all 88,809 properties in Caribbean

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.