Caribbean Holidays

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Top destinations in Caribbean

Top hotels in Caribbean

Hotel El Convento
Hotel El Convento
4.5 out of 5
100 Cristo St, San Juan
Fully refundableReserve now, pay when you stay
The price is Rp4.590.838 per night from 6 May to 7 May
Rp4.590.838
Rp6.004.796 total
includes taxes & fees
6 May - 7 May
8.6/10 Excellent! (1,005 reviews)
"The property is a heritage building restored to perfection. The location is excellent, in the middle of old San Juan. The restaurant was excellent. There is smallish rooftop pool with a separate Jacuzzi. The pool side serves free coffee and hot water in the mornings and wine and cheese in the afternoons. ..."

Reviewed on 26 Apr 2025

Hotel 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 Rp3.397.647 per night from 1 May to 2 May
Rp3.397.647
Rp5.115.407 total
includes taxes & fees
1 May - 2 May
8.4/10 Very Good! (1,530 reviews)
"The property is great but the area surrounding the property shuts down once cruise ships leave port which gives the impression they cater to the ship clientele needs."

Reviewed on 28 Apr 2025

British Colonial - Nassau
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 Rp3.276.005 per night from 21 May to 22 May
Rp3.276.005
Rp4.213.902 total
includes taxes & fees
21 May - 22 May
8.8/10 Excellent! (911 reviews)
"Excelente personal muy amable, y todo estaba muy bueno"

Reviewed on 27 Apr 2025

Hotel Rumbao, a Tribute Portfolio Hotel
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.

Frequently asked questions

Can I travel to Caribbean right now?
For all the up-to-date facts about visiting Caribbean, take a look at our Covid-19 Travel Advisor. From quarantine policies to travel restrictions and more, Expedia will help make your trip planning as stress-free as possible.
If I'm not able to travel, can I cancel my Caribbean holiday package?
Your situation can change suddenly, so yes, you can. You may be able to change or cancel your Caribbean holiday package for free if you’ve booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel and rebook, but your car rental company, hotel or airline may charge a fee. Looking for more information? Look up our Customer Service Portal. We’ll help make sure your trip goes off without a hitch.
When is the best time of year to visit Caribbean?
There’s a real advantage to taking your Caribbean holiday in . You can usually pick up the best deals at this time. , on the other hand, is the most expensive time to visit. If you like the buzz of peak season, head to Caribbean in . The calmer months of will help you avoid the crowds.
How far in advance should I book my Caribbean holiday?
It all depends on the air carrier, but you can usually look up international airfares on Expedia up to a year in advance. While it’s advisable to book ahead of time, lucky travellers will occasionally find a cheaper ticket only weeks before the date of departure.
What should I know before booking a Caribbean travel package?
So many places to go, so many things to see and do. With a travel package, you’ll be able to afford more of them. Bundle your hotels, rental cars and flights and make big savings.

Popular places to visit

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.