Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local and health advisories for this destination before you book.

Caribbean Trip

Top hotels in Caribbean

Hotel El Convento
Hotel El Convento
4.5 out of 5
100 Cristo St, San Juan
Free cancellationReserve now, pay when you stay
The price is Rs12,173 per night from 23 Mar to 24 Mar
4.6/5Exceptional! (987 reviews)

"I just visited Hotel El Convento, this hotel takes you back to a time where"…"

Reviewed on 26 Feb 2021

Hotel El Convento
British Colonial Hilton - Nassau
British Colonial Hilton - Nassau
4 out of 5
Number One Bay St, Nassau, New Providence
Free cancellationReserve now, pay when you stay
The price is Rs12,981 per night from 16 Mar to 17 Mar
3.8/5Good! (992 reviews)

"I didn't like the swimming pool schedule -9 to 5- leave that for an office, but not for a hotel. THey only gave a couple of bottle of water at the check in, and none afterwards"…"

Reviewed on 14 Mar 2020

British Colonial Hilton - Nassau
Sheraton Old San Juan Hotel
Sheraton Old San Juan Hotel
4 out of 5
100 Brumbaugh Street, San Juan
Free cancellationReserve now, pay when you stay
The price is Rs9,250 per night from 5 Apr to 6 Apr
4.2/5Very Good! (985 reviews)

"Staff was very friendly and the room was clean and as described. Breakfast was included in my rate and was awesome! Tasted great and big portions."…"

Reviewed on 25 Feb 2021

Sheraton Old San Juan Hotel
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 Holiday Packages

Have a warm island holiday at any time of year on your choice of lush tropical islands. The Caribbean islands offer an amazing choice of beaches for tropical holidays, 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 colourful 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 colourful 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 holidays.

Frequently asked questions

How much does a Caribbean holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Caribbean from just . And the more you bundle, the more money you save. The holiday of your dreams has never been so affordable.
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.
How do I get a cheap travel package to Caribbean?
You can save up to 21.4% 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 400 air carriers and 321,000 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.
When is the best time of year to visit Caribbean?
There’s a real advantage to taking your Caribbean holiday in September. You can usually pick up the best deals at this time. March, on the other hand, is the most expensive time to visit. If you like the buzz of peak season, head to Caribbean in July, June, April. The calmer months of December , November, October 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 does an Expedia Caribbean travel package include?
That depends on what you’re looking for. If you’re travelling 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 holiday packages?
With one of our holiday 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 holiday 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.