Caribbean Holidays

  • Plan, book, travel with confidence

  • 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

  • Rest easy

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

Top destinations in Caribbean

Bayahibe Beach which includes general coastal views
FlightsFlightsHotelsHotels

Punta Cana

Punta Cana

Top Flight + Hotel Deals in Caribbean

Price found within the past 48 hours. Click for updated prices.
Halibut Hotel

Halibut Hotel

3 out of 5
Price was €515, price is now €446 per person
€446
per person
26 Mar - 31 Mar
found 1 day ago
Return flight included
Toronto (YYZ) to Santo Domingo (SDQ)
8.8/10 Excellent! (60 reviews)
Room was clean. Staff was very friendly.

Reviewed on 5 Jan 2026

Bahia Principe Luxury Bouganville - Adults Only - All Inclusive

Bahia Principe Luxury Bouganville - Adults Only - All Inclusive

4.5 out of 5
Price was €1,604, price is now €891 per person
€891
per person
26 Mar - 31 Mar
found 1 day ago
Return flight included
Toronto (YYZ) to Santo Domingo (SDQ)
8.8/10 Excellent! (2,770 reviews)
The resort was beautiful. Room was clean. Everything was in acceptable walking distance. I wish when making restaurant reservations you could tell if the building is on the adults only side or family side easier. Love that WiFi and room service is included. Had some issues with room service coming to get their dirty dishes though. Pools were amazing. Entertainment was great and not annoying like some resorts. Always something to do. One of the best breakfast buffets I’ve had. The Asian restaurant was a 10/10, download the app and make a reservation was soon as you can, maybe even 2 there. The bed sucked, hard as a rock but whatever! Would 100% go back and recommend.

Reviewed on 11 Jan 2026

Bahia Principe Grand La Romana - All Inclusive

Bahia Principe Grand La Romana - All Inclusive

4.5 out of 5
Price was €1,375, price is now €783 per person
€783
per person
26 Mar - 31 Mar
found 1 day ago
Return flight included
Toronto (YYZ) to Santo Domingo (SDQ)
8.4/10 Very Good! (2,634 reviews)
The room was very clean and the staff friendly and nice. The amenities were great except the pool table for wich you have to pay. Amazing beach.

Reviewed on 10 Jan 2026

Bahia Principe Grand Samana - Adults Only

Bahia Principe Grand Samana - Adults Only

4.5 out of 5
Save 100% on your flight
Price was €3,820, price is now €2,235 per person
€2,235
per person
24 Feb - 7 Mar
found 24 hours ago
Return direct flight included
Dublin (DUB) to Santo Domingo (SDQ)
8.8/10 Excellent! (624 reviews)
Everything is great

Reviewed on 17 Dec 2025

Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

5 out of 5
Price was €4,149, price is now €2,022 per person
€2,022
per person
20 Feb - 28 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Montego Bay (MBJ)
8.4/10 Very Good! (3,680 reviews)
Amazing room, excellent service, friendly people. This is a must-repeat trip and stay for me.

Reviewed on 10 Jan 2026

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
9/10 Wonderful! (1,006 reviews)
Courteous and attentive staff. Great room with a view of the bay. Great location in Old San Juan.

Reviewed on 11 Jan 2026

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 €330 per night from 13 Jan to 14 Jan
€330
13 Jan - 14 Jan
includes taxes & fees
8.6/10 Excellent! (2,159 reviews)
great staff needs a few upgrades but great location in town and on beach

Reviewed on 9 Jan 2026

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 €242 per night from 28 Jan to 29 Jan
€242
28 Jan - 29 Jan
includes taxes & fees
9/10 Wonderful! (1,458 reviews)
Great

Reviewed on 10 Jan 2026

Hotel Rumbao, a Tribute Portfolio Hotel
See all 84,483 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.