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.

Book the Best Caribbean Vacations (Flight + hotel)

Choose one or more items to build your trip:

Top destinations in Caribbean

Caribbean Vacation: Coronavirus Information

Most Caribbean hotels offer free cancellation. Consider booking refundable hotels rather than non-refundable ones. Just look for the ‘free cancellation’ message during your hotel search. Prices can vary, but right now we believe that flexibility matters.

For more information about the impact of COVID-19 on your Caribbean trip, please visit our Coronavirus Information page (opens in new window).

Top Caribbean Flight + Hotel Deals

Palm Green Vacations Whitesands
Casa de Campo Resort and Villas
Breezes Resort Bahamas
Rose Hall Villas By Half Moon
Stunning Ocean View

Top Hotels in Caribbean

Hotel El Convento
Hotel El Convento
4.5 out of 5
100 Cristo St, San Juan
The price is $189 per night from Aug 4 to Aug 4
4.6/5Wonderful! (978 reviews)
"El hotel está un poco descuidado las habitaciones no están limpias y la que yo me hospede permaneció con muchísimo olor a comida todo el tiempo las puertas del balcón no cerraban . La verdad espero que mejore por que es un lugar muy lindo"

Reviewed on Jul 27, 2021

Hotel El Convento
British Colonial Hilton - Nassau
British Colonial Hilton - Nassau
4 out of 5
Number One Bay St, Nassau
Fully refundableReserve now, pay when you stay
The price is $195 per night from Aug 22 to Aug 22
3.8/5Good! (986 reviews)
"Excellent location. Hotel has outstanding beach front and nice pool deck area to relax"

Reviewed on Jul 19, 2021

British Colonial Hilton - Nassau
Sheraton Old San Juan Hotel
Sheraton Old San Juan Hotel
4 out of 5
100 Brumbaugh Street, San Juan
Fully refundableReserve now, pay when you stay
The price is $242 per night from Aug 25 to Aug 25
4.1/5Very Good! (1,058 reviews)
"Great location and friendly staff."

Reviewed on Jul 27, 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 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