Caribbean Trips

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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top destinations in Caribbean

Top hotels in Caribbean

Hotel Rumbao, a Tribute Portfolio Hotel by Marriott
Hotel Rumbao, a Tribute Portfolio Hotel by Marriott
4 out of 5
100 Brumbaugh Street, San Juan, Puerto Rico
Fully refundable
The price is P9,337 per night from 3 Jun to 4 Jun
P9,337
per night
3 Jun - 4 Jun
8.6/10 Excellent! (96 reviews)
"Great stay!"

Reviewed on May 27, 2024

Hotel Rumbao, a Tribute Portfolio Hotel by Marriott
Hotel El Convento
Hotel El Convento
4.5 out of 5
100 Cristo St, San Juan
The price is P12,127 per night from 30 May to 31 May
P12,127
per night
30 May - 31 May
8.6/10 Excellent! (1,008 reviews)
"Clean older property nestled in the middle of old San Juan walking distance to main attractions. Adored the aesthetic & convenience. Although there is no where to park there is a affordable parking garage located about two blocks away from property. Pool is small but has character & staff was very ..."

Reviewed on May 26, 2024

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 P11,015 per night from 29 May to 30 May
P11,015
per night
29 May - 30 May
8.6/10 Excellent! (338 reviews)
"Very very nice"

Reviewed on May 26, 2024

British Colonial - Nassau
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 vacation package?
Your situation can change suddenly, so yes, you can. You may be able to change or cancel your Caribbean vacation 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 vacation 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 vacation?
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 travelers 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.