Caribbean Holidays

Choose two or more items and save on your trip:
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to €150 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top destinations in Caribbean

Malecon
FlightsFlightsHotelsHotels

Havana

Havana

Top Flight + Hotel Deals in Caribbean

Prices and availability subject to change. Additional terms may apply.
RESIDENCIAL UBEN III

RESIDENCIAL UBEN III

3 out of 5
Los Tres Ojos de Agua
per person
26 Jun - 1 Jul
Return flight included
Dublin (DUB) to Santo Domingo (SDQ)
No reviews
Studio 27

Studio 27

3.5 out of 5
Miraflores
per person
26 Jun - 1 Jul
Return flight included
Dublin (DUB) to Santo Domingo (SDQ)
7.8/10 Good! (51 reviews)
Had a lovely stay. Got a very nice room and it was nice and cozy, very spacious. There's a mall that's a quick Uber ride away and a couple restaurants within walking distance. I went for a concert at the nearby stadium and I was able to walk back afterwards and avoid being stuck in traffic, so it was super convenient.

Reviewed on 24 Mar 2024

Hostal La Colonia

Hostal La Colonia

2 out of 5
Zona Colonial
per person
26 Jun - 1 Jul
Return flight included
Dublin (DUB) to Santo Domingo (SDQ)
8.2/10 Very Good! (177 reviews)
This place is a gem! Best area to be in the city Zion Colonial district (I think I got that right). The hotel was clean, staff super friendly and helpful(love Edward super nice overnight staff), the patio was great for people watching. Location is awesome! A place half a block a way with tons of cultural entertainment and plenty of dining options. Also there is a supermarket up the street if you want to buy anything. 10/10 would stay here again.

Reviewed on 22 Apr 2024

RIG Casa Conde

RIG Casa Conde

3 out of 5
Zona Colonial
per person
26 Jun - 1 Jul
Return flight included
Dublin (DUB) to Santo Domingo (SDQ)
7.2/10 Good! (59 reviews)
We love its convenient location, though the parking can be an issue

Reviewed on 18 Feb 2024

Hotel Tropical Island - Las Americas Airport - Colonial Zone

Hotel Tropical Island - Las Americas Airport - Colonial Zone

2.5 out of 5
Corales del Sur
per person
26 Jun - 1 Jul
Return flight included
Dublin (DUB) to Santo Domingo (SDQ)
6.2/10 (223 reviews)
If you just need something cheap for a night it’s ok. We had a 4am flight so we just came for a few hours as we weren’t staying in Santo Domingo for the duration of the trip and wanted something close to the airport due to the early flight. No shampoo or shower gel. Tons of mosquitos, and very uncomfortable bed. The guy at the reception was very kind and nice.

Reviewed on 5 Mar 2023

Top hotels in Caribbean

Hotel Rumbao, a Tribute Portfolio Hotel
Hotel Rumbao, a Tribute Portfolio Hotel
4 out of 5
100 Brumbaugh Street, San Juan
Fully refundableReserve now, pay when you stay
The price is €192 per night from 27 May to 28 May
€192
per night
27 May - 28 May
7.6/10 Good! (1,001 reviews)
"Perfect spot to walk to visit in old San juan"

Reviewed on 22 Apr 2024

Hotel Rumbao, a Tribute Portfolio Hotel
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 €298 per night from 21 May to 22 May
€298
per night
21 May - 22 May
8.6/10 Excellent! (1,002 reviews)
"Super friendly and attentive staff. Beautiful historic hotel with open courtyard / standard room was pretty basic inside but comfortable. Perfect location in OSJ for walking to restaurants, attractions, etc. Wine and cheese every day at 5! Would definitely return."

Reviewed on 22 Apr 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 €223 per night from 1 May to 2 May
€223
per night
1 May - 2 May
8.4/10 Very Good! (245 reviews)
"Great property, amazing service"

Reviewed on 24 Apr 2024

British Colonial - Nassau
See all 76,408 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.

More trip options

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