Caribbean Ski Holidays 2026

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Top flight + Ski hotel deals in Caribbean

Price found within the past 48 hours. Click for updated prices.

Bahia Principe Explore Legend - Hyatt Inclusive Collection - All Inclusive

Bávaro

Save 100% on your flight

₹92,161

per person

20 Oct - 25 Oct

found 1 day ago

Return direct flight included

Toronto (YYZ) to Punta Cana (PUJ)

8.4/10 Very good! (2,446 reviews)

Todo esta super limpio ,el trato fue excelente de parte de todos.

Reviewed on 9 Aug 2026

Couples Swept Away All Inclusive

₹144,620

per person

20 Oct - 25 Oct

found 1 day ago

Return flight included

Toronto (YYZ) to Montego Bay (MBJ)

9/10 Wonderful! (1,012 reviews)

El Conquistador Resort

Cabezas

₹97,213

per person

20 Oct - 25 Oct

found 1 day ago

Return direct flight included

Toronto (YYZ) to San Juan (SJU)

9/10 Wonderful! (3,551 reviews)

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Top Ski Caribbean Hotels

Bay Gardens Hotel

Rodney Bay Village Gros Islet

₹10,613

₹13,898 total

1 Sept - 2 Sept

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! (1,008 reviews)

"The reception was the only quality about the property I will give a 5 star. The room was average. Not bad, but nothing to write home about. The food experience was definitely sub par. It was repetitive, bland, and samey. How could fried plantains not be tasty? Most disappointing were the non responses. ..."

Reviewed on 8 Aug 2026

Grand Bavaro Princess - All Inclusive

Playas De Bavaro Punta Cana La Altagracia

₹15,162

₹19,407 total

7 Sept - 8 Sept

includes taxes & fees

Stay at this luxury resort in Punta Cana. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their ...

8.2/10 Very good! (4,178 reviews)

"Ok"

Reviewed on 9 Aug 2026

Casita Playa Coson

Calle Boulevard Playa de Coson Las Terrenas Samana

Stay at this guesthouse in Las Terrenas. Enjoy free Wi-Fi, free parking and a rooftop terrace. Popular attractions Playa Bonita and Punta Popy Beach are located ...

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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.