Caribbean Holidays

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Accommodation, flights, car rentals, things to do and more - for your holiday in Caribbean choose Expedia! Find everything you need to organise your trip to Caribbean in one place. Enter your dates in the search bar above or scroll to our top deals below!

Top destinations in Caribbean

Top hotels in Caribbean

Sheraton Old San Juan Hotel
Sheraton Old San Juan Hotel
4 out of 5
100 Brumbaugh Street, San Juan, 00901
Fully refundableReserve now, pay when you stay
The price is €226 per night from 31 May to 1 Jun
4/5 Very Good! (979 reviews)
"It’s was ok"

Reviewed on 13 May 2022

Sheraton Old San Juan Hotel
Hotel El Convento
Hotel El Convento
4.5 out of 5
100 Cristo St, San Juan, 00901
Fully refundableReserve now, pay when you stay
The price is €244 per night from 24 May to 25 May
4.4/5 Wonderful! (989 reviews)
"In the heart of old San Juan so you can’t go wrong with the location. Since it is an old city do expect to see rodents, I saw couple of cockroaches in the hotel, went to the front desk multiple times to speak with a manager but was unreachable. Wanted to send out work related faxes and the front ..."

Reviewed on 15 May 2022

Hotel El Convento
The Reef at Atlantis
The Reef at Atlantis
4.5 out of 5
Paradise Beach Drive, Paradise Island, New Providence
4.2/5 Excellent! (996 reviews)
"Property clean and safe. Staff friendly"

Reviewed on 11 May 2022

The Reef at Atlantis
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.

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