Caribbean Holiday Packages

Save when you book Caribbean package deals

Choose two or more items and save on your trip:

Get great package deals to Caribbean's top cities

Dominican Republic featuring general coastal views and a sunset
FlightsFlightsHotelsHotels
FlightsFlightsHotelsHotels

Santo Domingo

Santo Domingo

Top Caribbean hotels

Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St San Juan
Fully refundableReserve now, pay when you stay
Stay at this luxury hotel in San Juan. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff and the clean rooms in their ...
This hotel stay would have received 5 stars if I had been informed of the main floor construction when I made the reservation. A timeless, beautiful hotel in a superb area of Old San Juan. I would stay here again when weddings aren't in full swing. A little tricky trying to get to one's room without ...

Reviewed on 18 Dec 2025

Get rates
Opens in a new windowHotel El Convento
Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

4 out of 5
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
The price is NZ$474 per night from 6 Jan to 7 Jan
NZ$474
6 Jan - 7 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in San Juan. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff and the clean ...
Check in staff was outstanding. Incredibly kind and helpful. Could not have been better

Reviewed on 21 Dec 2025

Opens in a new windowHotel Rumbao, a Tribute Portfolio Hotel
British Colonial - Nassau

British Colonial - Nassau

4 out of 5
Number One Bay St Nassau
The price is NZ$730 per night from 3 Jan to 4 Jan
NZ$730
3 Jan - 4 Jan 2026
includes taxes & fees
Stay at this beach hotel in Nassau. Enjoy free Wi-Fi, 2 outdoor pools and 8 restaurants. Our guests praise the helpful staff and the clean rooms in their reviews. ...
Room service is awesome. Perfect place to stay the private beach is awesome !

Reviewed on 14 Dec 2025

Opens in a new windowBritish Colonial - Nassau
Don't see what you're looking for?
See all available properties in Caribbean
View all properties
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.