Mountain Holidays in Caribbean Islands 2026

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Strawberry Hill

Island Outpost Irish Town Saint Andrew

27 hours drive from Oyster Bay Marina

Stay at this boutique hotel in Irish Town. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Hardwar Gap and Hope Zoo are located ...

9.2/10 Wonderful! (175 reviews)

"Spent four days at the resort, my stay can be wrapped up with one word. And that word would be Majestic! Exceeded my expectations at every level.."

Reviewed on 16 Aug 2026

Four Points by Sheraton Caguas Real Hotel & Casino

500 Alhambra En Granada Boulevard Caguas

6 hours drive from Oyster Bay Marina

Stay at this golf hotel in Caguas. Enjoy free Wi-Fi, a casino and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular attractions ...

8.8/10 Excellent! (1,007 reviews)

"The staff @ the hotel was very accommodating."

Reviewed on 14 Aug 2026

Ladera Resort - Adults Only

Rabot Estate Soufrière

12 hours drive from Oyster Bay Marina

Stay at this luxury resort in Soufrière. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...

9.8/10 Exceptional! (713 reviews)

"Ladera Resort was even better than we imagined. Our suite was incredible-the best view & amenities. The entire resort staff was extremely kind and helpful (special shout outs to Vianney, Felix & Ariella). Highly recommend booking a meal package because all the food is incredible. We were so happy ..."

Reviewed on 13 Aug 2026

See all 86,741 properties in Caribbean Islands

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.