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.

How much does a Caribbean vacation package cost?

Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Caribbean from just $561. And the more you bundle, the more money you save. The vacation of your dreams has never been so affordable.

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 does an Expedia Caribbean travel package include?

That depends on what you're looking for. If you're traveling alone, you might decide to combine flights and hotels. Taking the whole family to Caribbean? A travel package including flights, hotels and rental cars might suit you better. Expedia gives you the flexibility and freedom to tailor-make your travel package.

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.

Does Expedia offer Book Now, Pay Later Caribbean vacation packages?

With one of our vacation packages, you can customize both your trip and a payment plan. Expedia can help reduce financial stress relating to your journey with a Book Now, Pay Later booking, thanks to our proud partnership with online lender Affirm. That way, all you have to concentrate on is packing to take to the skies.

Can I choose my airline with a Caribbean Expedia vacation package?

Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the flexibility to pick from available flights, hotels and activities that fit your needs.

Caribbean Vacation Packages 2021/2022 - Caribbean Deals

Top destinations in Caribbean

Kingston featuring heritage elements, boating and a sunset — Kingston
Jan 18 - Jan 22
from $516
flight + hotel per person

Montego Bay showing a coastal town, general coastal views and a sandy beach — Montego Bay
Feb 10 - Feb 14
from $575
flight + hotel per person

Dominican Republic which includes a sunset and general coastal views — Santo Domingo
Feb 10 - Feb 14
from $433
flight + hotel per person

Trunk Bay featuring a bay or harbor and a beach — St. John
Jan 31 - Feb 3
from $951
flight + hotel per person

Nassau which includes a coastal town, tropical scenes and a marina — Nassau
Jan 25 - Jan 29
from $1,139
flight + hotel per person

Smith Bay Beach showing a beach and tropical scenes — St. Thomas
Feb 11 - Feb 15
from $778
flight + hotel per person

Top Caribbean Flight + Hotel Vacation Package Deals

Ocho Rios Villa at the Palms II

per person

Jan 24 - Jan 31

Roundtrip flight included

New York (NYC) to Montego Bay (MBJ)

4.8/5 Exceptional! (18 reviews)

The Palms II is the absolute best place I have found to Enjoy Ocho Rios from. The is my seventh time in Ocho Rios and I got married at a beach hotel here. Upon arrival The Palms helped to arrange airport transfer, and rides throughout our stay, even arranging food delivery because we arrived too late to get food. The service was at a cost but we were happy to pay. The house was amazing. The pictures don't even really do it justice. It was clean. The kitchen was well equipped. Would definitely return next time in Ocho Rios.

Reviewed on Jul 23, 2018

Fern Court Apartment With Oceanic View

Save 100% on your flight

per person

Jan 24 - Jan 31

Roundtrip flight included

New York (NYC) to Montego Bay (MBJ)

4.1/5 Very Good! (7 reviews)

I was very impressed with how well this place was decorated. They had everything that I expected in the amenities list in the post. I think it’s also important to know that the property is in a gated community for your extra security which gave me a feel of exclusivity during my stay. The rooms have central air and the bathrooms are beautiful. I was really pleased and I think that you would be too. Thanks again guys one love!

Reviewed on Aug 21, 2019

Ocho Rios Villa at Coolshade IX

Save 100% on your flight

per person

Feb 6 - Feb 10

Roundtrip non-stop flight included

Newark (EWR) to Montego Bay (MBJ)

No reviews

Ocho Rios Treasure Villa at Coolshade XII

Save 100% on your flight

per person

Feb 6 - Feb 10

Roundtrip non-stop flight included

Newark (EWR) to Montego Bay (MBJ)

No reviews

Ocho Rios Villa at Coolshade XI

Save 100% on your flight

per person

Feb 10 - Feb 14

Roundtrip non-stop flight included

New York (NYC) to Montego Bay (MBJ)

4.2/5 Very Good! (9 reviews)

Very good stay in Coolshade. Lorraine the manager was very attentive to our needs and helped to organize transportation and a helper to make our beds and meals for us.

Reviewed on Jan 27, 2019

Top Hotels in Caribbean

British Colonial Hilton - Nassau

Number One Bay St, Nassau

Fully refundableReserve now, pay when you stay

3.8/5 Good! (993 reviews)

"The breakfast was outstanding!! Table service was great! We stayed 5 nights and was told bc of COVID our room would be cleaned. On the fourth day we had to remind front desk. The outside bar tenders were moving like a snail and disrespectful as one of them completely ignored me when I spoke to him. ..."

Reviewed on Dec 7, 2021

Hotel El Convento

100 Cristo St, San Juan

4.5/5 Wonderful! (983 reviews)

"Very beautiful hotel. You can feel the history in the rooms and the rest of the areas. Very convenient location. Close to nice food and drink options. The restaurant/lounge in the hotel are awesome too. But the best place we liked was a cabana on 3rd floor. It was raining the evening we stayed here, ..."

Reviewed on Dec 7, 2021

Sheraton Old San Juan Hotel

100 Brumbaugh Street, San Juan

Fully refundableReserve now, pay when you stay

4/5 Very Good! (1,087 reviews)

"Excellent location, nice view. clean, fast check in and out good breakfast"

Reviewed on Dec 12, 2021

See all 56225 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.

Find the Best Caribbean Vacation Packages

Have a warm island vacation at any time of year on your choice of lush tropical islands.

The Caribbean islands offer an amazing choice of beaches for tropical vacations, high-end shopping and fascinating cultures. Stop in major ports on a luxury cruise or charter a sailboat to hop from one to another of thousands of islands. Sunbathe on vast sandy shores. Scuba and snorkel in clear waters filled with colorful fish.

Beautiful beaches are common across the region, while art, architecture, cuisine and customs vary from island to island. Appreciate the pleasing mix of cultures of the indigenous island people and descendants of European settlers.

Aruba, Bonaire and Curaçao off the coast of Venezuela display Dutch influence. Have rijstaffel, a Dutch colonial meal of rice accompanied by 20 to 30 side dishes. Aruba has an unusually dry terrain, with miles of sandy beaches on the northwestern shores. Look for divi divi trees blown to the side in the region’s strong winds. Bonaire’s marine park and donkey sanctuary feature a range of wildlife. On Curacao, swim with dolphins and participate in extreme sports.

See the colorful buildings in old San Juan and the castles across the U.S. territory of Puerto Rico. St. Thomas of the U.S. Virgin Islands is a popular tour boat stop for buying diamonds and lazing on beaches. Nearby St. John is dominated by the Virgin Islands National Park, on land and in the underwater reefs. Learn about the 2,000 years of human occupants, including native Caribs, in the Salt River Bay National Historical Park on St. Croix.

For many people, Cuba has for decades been a land of mystery under Communist rule. While U.S. residents are not allowed to visit strictly for tourism, licensed visits can be arranged for various purposes. While here, see the cathedrals, squares and museums of Old Havana and visit exceptional beaches.

View the tropical plants in Hunte’s Gardens on Barbados. Dive and sample rum at a distillery on the Cayman Islands. Observe waterfalls and wildlife in the Dominican Republic. On the western side of the island, explore the Citadelle of Haiti. Golf, ride a bobsled and listen to steel drum music on Jamaica. Learn about Christopher Columbus and the native Arawaks while visiting the more than 700 islands of the Bahamas.

Most important of all, enjoy beach after beach after beach during the best Caribbean vacations.

Frequently asked questions

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.

You can save up to $583* if you bundle your car rentals, hotels and flights into a Caribbean travel package. Sometimes cheap packages mean fewer choices. But that’s not the case with Expedia. We offer more than 550 air carriers and 1,000,000 properties all over the world, so you’ll always have plenty of variety to choose from. Eager to save even more? Add some interesting activities to your package deal and unlock even bigger bargains! After all, travel is about far more than simply getting to your destination.