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 Holiday Packages

Choose two or more items and save on your trip:

Plan your Caribbean holiday with Expedia

  • Our 2020 bundled deals are currently unavailable, but you can now book our 2021 holiday packages deals. Buy your accommodation, flight or car together and get extra savings on your next trip!
  • We have selected for you amazing deals on incredible hotels in Caribbean. Have a look simply by using the search bar above.
  • Most hotels come with free cancellation, because we believe that flexibility matters now more than ever!

For more information, visit our COVID-19 information page
Start browsing now!

*Some hotels require you to cancel at least 24-48 hours before check-in.

2021 Caribbean holiday deals

Jamaica Ocean View Villa
Silent Waters Villa
Rayon Hotel
Legends Beach Resort
Idle Awhile Resort
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Top Flight + Hotel Deals

Jamaica Ocean View Villa
Silent Waters Villa
Idle Awhile Resort
Idle Awhile Cliffs
CocoLaPalm Seaside Resort
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See all available trips from London to Caribbean

Top Hotel Deals

Hotel El Convento
Hotel El Convento
4.5 out of 5
100 Cristo St, San Juan
The price is £164 per night from 30 Oct to 31 Oct

Located in Old San Juan, this luxury hotel is steps away from Statue of Ponce de Leon, San Juan Gate and San Juan Cathedral. La Fortaleza and Castillo de San ...

4.7/5Exceptional! (998 reviews)

"Beautiful hotel in the heart of Old San Juan. Walking distance to everything - classic feel with charming features including central courtyard."…"

Reviewed on 24 Apr 2020

Hotel El Convento
British Colonial Hilton - Nassau
British Colonial Hilton - Nassau
4 out of 5
Number One Bay St, Nassau, New Providence

Located in Downtown Nassau, this beachfront hotel is in the city centre, just steps away from Christ Church Cathedral and Pirates of Nassau Museum. Straw Market ...

3.8/5Good! (998 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
The price is £117 per night from 28 Oct to 29 Oct

Located in Old San Juan, this hotel is steps away from Pier 3, Port of San Juan and Teatro Tapia. Pier 4 and Pier 1 are also within 5 minutes.

4.1/5Very Good! (980 reviews)

"The staff was very kind and the hotel has a good location."…"

Reviewed on 16 Oct 2020

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

Q: What are the most popular types of hotels for a holiday to Caribbean?
A: You’re spoiled for choice when it comes to accommodation in Caribbean. The most popular places are guest houses. But if that doesn’t suit, you can also pick from apartments, villas, hotels and much, much more.
Q: What does a Caribbean holiday booking with Expedia include?
A: It all comes down to what kind of getaway in Caribbean you want. You can pick a hotel and flight, or car, flight and hotel, or hotel and car — or any of these individually. If you like, you can also throw in some attractions and experiences.
Q: What is the best way to save money on my holiday to Caribbean?
A: A package deal makes travelling easier, and it can save you a pretty penny as well. Hotels, Flights, Experiences, Rental Cars — Expedia can help. Bundle them up and start dreaming about what you’re going to do with that extra spending money.