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Caribbean Vacation Packages

Have a warm beach vacation at any time of year on your choice of lush tropical islands. Snorkel, dive, sail or simply relax and enjoy laid-back island life.

The Caribbean islands offer an amazing choice of beach 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 in the Caribbean region.

Top Hotel Deals

See all 22,765 properties in Caribbean
Hotel El Convento Rs14,396
Reviewed on 12 May 2019
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Hotel El Convento

Hotel El Convento

100 Cristo St, San Juan
    4.7 of 5
    4.5 out of 5.0

    The hotel is a gorgeous place. I was so impressed with the decor and how the property had a Spaniard vibe. Loved the breeze and the openness of the building. The staff was kind and attentive. It felt like it was my house. Beautiful place. I will be returning and making my stay longer

    Hotel Plaza De Armas Old San Juan Rs6,341
    Reviewed on 16 May 2019
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    Hotel Plaza De Armas Old San Juan

    Hotel Plaza De Armas Old San Juan

    Viejo San Juan, San Jose St, 202, Btw San Francisco St and Fortaleza, San Juan
      3.5 of 5
      2.0 out of 5.0

      The hotel was nice , it was clean , everything was walking distance from the hotel area .

      British Colonial Hilton - Nassau Rs13,390
      Reviewed on 17 May 2019
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      British Colonial Hilton - Nassau

      British Colonial Hilton - Nassau

      Number One Bay St, Nassau, New Providence
        3.9 of 5
        4.0 out of 5.0

        The place is great. They have own access to the beach and always friendly staff.

        Sheraton Old San Juan Hotel Rs12,135
        Reviewed on 15 May 2019
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        Sheraton Old San Juan Hotel

        Sheraton Old San Juan Hotel

        100 Brumbaugh Street, San Juan
          4.1 of 5
          4.0 out of 5.0

          Staff friendliness. Location . Cleanness. I will definitely stay here again

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