Caribbean Holidays

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    • Better together

    Save up to €185 when you book a flight and hotel together*

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

Top destinations in Caribbean

Dominican Republic which includes general coastal views and a sunset
FlightsFlightsHotelsHotels

Santo Domingo

Santo Domingo

Top Flight + Hotel Deals in Caribbean

Price found within the past 48 hours. Click for updated prices.
Ocho Rios Ocean View Villa at The Palms

Ocho Rios Ocean View Villa at The Palms

4 out of 5
Save 100% on your flight
Price was €3,215, price is now €1,637 per person
€1,637
per person
8 Jan - 18 Jan
found 21 hours ago
Return flight included
London (LON) to Montego Bay (MBJ)
6.4/10 (14 reviews)
Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

4 out of 5
Save 100% on your flight
Price was €5,042, price is now €2,674 per person
€2,674
per person
3 Jan - 11 Jan
found 1 day ago
Return direct flight included
London (LON) to Montego Bay (MBJ)
8.8/10 Excellent! (1,956 reviews)
The staff was amazing!

Reviewed on 20 Oct 2025

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

4 out of 5
Save 100% on your flight
Price was €4,888, price is now €2,613 per person
€2,613
per person
3 Jan - 11 Jan
found 1 day ago
Return direct flight included
London (LON) to Montego Bay (MBJ)
8.6/10 Excellent! (5,136 reviews)
Beach was okay and the drink was good I only had two drink maybe wine with dinner on different days

Reviewed on 20 Oct 2025

Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

5 out of 5
Save 100% on your flight
Price was €4,487, price is now €2,520 per person
€2,520
per person
3 Jan - 11 Jan
found 1 day ago
Return direct flight included
London (LON) to Montego Bay (MBJ)
8.2/10 Very Good! (3,679 reviews)
We had an amazing time at Ocean Eden Bay. The swim up rooms were so great and the staff was very accommodating and nice. The dining options were endless and we had good food every time. 10/10 would recommend.

Reviewed on 20 Oct 2025

Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

5 out of 5
Save 100% on your flight
Price was €3,918, price is now €2,280 per person
€2,280
per person
3 Jan - 11 Jan
found 1 day ago
Return direct flight included
London (LON) to Montego Bay (MBJ)
8.4/10 Very Good! (3,912 reviews)
The lobby is beautiful.

Reviewed on 19 Oct 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
8.8/10 Excellent! (1,008 reviews)
"Property was clean and staff was very professional"

Reviewed on 14 Oct 2025

Get rates
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 €309 per night from 21 Oct to 22 Oct
€309
21 Oct - 22 Oct
includes taxes & fees
8.6/10 Excellent! (1,985 reviews)
"yes"

Reviewed on 12 Oct 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 €170 per night from 5 Nov to 6 Nov
€170
5 Nov - 6 Nov
includes taxes & fees
9/10 Wonderful! (1,207 reviews)
"Valet not properly marked."

Reviewed on 18 Oct 2025

Hotel Rumbao, a Tribute Portfolio Hotel
See all 83,961 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.