Caribbean Mountain Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to S$134 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
Strawberry Hill
Island Outpost, Irish Town, Saint Andrew
The price is S$404 per night from 27 Aug to 28 Aug
S$404
27 Aug - 28 Aug
includes taxes & fees
Stay at this 3-star boutique hotel in Irish Town. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bob Marley Museum and Hardwar Gap are ...
9/10 Wonderful! (137 reviews)
"Amazing retreat in the mountains, with excellent rooms, excellent views, excellent service. Only slight knock would be on amenities, as it is a remote location, on site amenities were all the more important, and while not inadequate for a short stay, the restaurant menu was the same each day and ..."
Reviewed on 23 Aug, 2025
Four Points by Sheraton Caguas Real Hotel & Casino
500 Alhambra En Granada Boulevard, Caguas
The price is S$329 per night from 7 Sept to 8 Sept
S$329
7 Sept - 8 Sept
includes taxes & fees
Stay at this 3.5-star golf hotel in Caguas. Enjoy free WiFi, a casino, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (1,000 reviews)
"Great bar and food. Room was clean and modern."
Reviewed on 11 Aug, 2025
Ladera Resort - Adults Only
Rabot Estate, Soufrière
Book a stay at this beach resort in Soufrière. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (635 reviews)
"The three wall concept was unique, providing unobstructed views. The staff was amazing, very friendly and accommodating. The menu changed a couple times a week providing several dining options."
Reviewed on 4 Aug, 2025
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.