Caribbean Holidays

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Top destinations in Caribbean

Malecon
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Havana

Havana

Top Flight + Hotel Deals in Caribbean

Price found within the past 48 hours. Click for updated prices.
Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

5 out of 5
per person
6 May - 13 May
found 9 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
8/10 Very Good! (3,155 reviews)
The employees were very friendly and helpful. Everything is within a 5-10 minute walk. My room was beautiful with the perfect view. Best Resort I've stayed in by far.

Reviewed on 21 Feb 2025

Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

4.5 out of 5
per person
6 May - 13 May
found 9 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
8.8/10 Excellent! (32 reviews)
Beautiful room, gorgeous grounds, great looking beach, fantastic pools, lots of restaurant/food options.

Reviewed on 20 Feb 2025

Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

4 out of 5
per person
6 May - 13 May
found 9 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
9/10 Wonderful! (23 reviews)
Everything about our stay was absolutely amazing. The staff goes above and beyond to make sure their guests have a memorable time. The only hiccup we ran into was 1 of our rooms was a double queen instead of a king and they were not able to correct the issue, but the room itself was still awesome! We would definitely stay here again!

Reviewed on 20 Feb 2025

Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

5 out of 5
per person
6 May - 13 May
found 9 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
8/10 Very Good! (2,905 reviews)
It was a very lovely property. You feel very safe walking around at any time. The one thing I didn’t like was that the pool area and the beach area gets full/they need more beach chairs. The food options are OK. If you’re looking for real authentic Jamaican food, I wouldn’t really say they dedicated to that. The food gives more tourist vibes. The jerk hut on the coral side is so good. They do have some food options further down on the beach, but I didn’t get to explore it. Overall, the resort is nice. And I love that you’re able to go on the family side, because they do have a few things over there. The area between ocean Eden and ocean coral is almost like a little shopping/community area and it’s cool. The disco club opens at 11 PM to 2AM and they play all types of music and it’s fun.

Reviewed on 22 Feb 2025

Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

4.5 out of 5
per person
6 May - 13 May
found 9 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,011 reviews)
Special place with amazing food and even better service!

Reviewed on 18 Feb 2025

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 €508 per night from 5 Mar to 6 Mar
€508
includes taxes & fees
5 Mar - 6 Mar
8.6/10 Excellent! (1,004 reviews)
"Love it!"

Reviewed on 19 Feb 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 €317 per night from 23 Feb to 24 Feb
€317
includes taxes & fees
23 Feb - 24 Feb
8.4/10 Very Good! (1,266 reviews)
"Really close to the city itself so you can lounge on the beach or explore a really fun spot"

Reviewed on 21 Feb 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 €298 per night from 2 Mar to 3 Mar
€298
includes taxes & fees
2 Mar - 3 Mar
8.8/10 Excellent! (750 reviews)
"Rooms had no view. They gave free bottle water which was great. Great location. Rooms needed more coffee"

Reviewed on 19 Feb 2025

Hotel Rumbao, a Tribute Portfolio Hotel
See all 79,403 properties in Caribbean
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.