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 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$323 per night from 22 Sept to 23 Sept
NZ$323
22 Sept - 23 Sept
includes taxes & fees
Stay at this 4-star business-friendly hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
"We had a great stay at Hotel Rumbao and will be back. Sarah at the front desk was super helpful and welcoming! Thank you Sarah, I hope to see you again! The location is walkable to all the shops and places to eat. The view is beautiful and the staff are so warm and friendly. I highly recommend."

Reviewed on 19 Sept 2025

Opens in a new windowHotel Rumbao, a Tribute Portfolio Hotel
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 4.5-star luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
"I booked Hotel El Convento for an after cruise stay for my husband, myself, my two adult kids and their spouses and we couldn’t be happier with the experience. The staff couldn’t wait to help us with all of our travel needs and our stay here was the highlight of a two week 50th anniversary celebration! ..."

Reviewed on 12 Sept 2025

Get rates
Opens in a new windowHotel El Convento
British Colonial - Nassau

British Colonial - Nassau

4 out of 5
Number One Bay St, Nassau
Fully refundableReserve now, pay when you stay
The price is NZ$482 per night from 20 Sept to 21 Sept
NZ$482
20 Sept - 21 Sept
includes taxes & fees
Stay at this 4-star beach hotel in Nassau. Enjoy free WiFi, 2 outdoor pools, and 8 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
Beautiful Hotel
"I have not had any issues with my stay here at all. It was a beautiful hotel. I also think the price was reasonable. The customer service was good. They gave us more towels when we asked. The hotel is right on the beach and the water is gorgeous! (See pics) The only thing I wish was that the restaurant ..."

Reviewed on 19 Sept 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.