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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.


Best Lodging Options Near Caribbean

See all 29,214 Properties in Caribbean
Hotel El Convento ¥15,982
Reviewed on Oct 8, 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 Stars

    Nice room and staff was very nice as well! The views were cool, very peaceful and quiet around the hotel

    Hotel Plaza De Armas Old San Juan ¥9,017
    Reviewed on Sep 30, 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 Stars

      The property was very convenient to Shops and restaurants in old San Juan. We booked for only one night since we were scheduled for a cruise the following day. It is an old hotel. It does have a lot character and is quaint. This isn’t a cookie cutter Marriott or Hilton. The bathroom could use a little ...

      British Colonial Hilton - Nassau ¥15,607
      Reviewed on Oct 11, 2019
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      British Colonial Hilton - Nassau

      British Colonial Hilton - Nassau

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

        Great service willing to go above and beyond. Clean and great location downtown.

        Sheraton Old San Juan Hotel ¥14,511
        Reviewed on Oct 13, 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 Stars

          Nice place in a quite neighborhood Love to see the cruises parked in front of my window

          The Reef at Atlantis
          Reviewed on Oct 10, 2019
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          The Reef at Atlantis

          The Reef at Atlantis

          Paradise Beach Drive, Paradise Island, New Providence
             
            4.4 of 5
            4.5 out of 5.0 Stars

            Nice place, will visit again. Staff was awesome, hotel and views were great.

            Boutique Hotel Palacio ¥7,926
            Reviewed on Oct 7, 2019
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            Boutique Hotel Palacio

            Boutique Hotel Palacio

            Calle Duarte 106, Santo Domingo, Distrito Nacional
               
              4.3 of 5
              3.5 out of 5.0 Stars

              Excellent staff and Service during our short stay.

              Comfort Suites Paradise Island ¥27,167
              Reviewed on Oct 7, 2019
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              Comfort Suites Paradise Island

              Comfort Suites Paradise Island

              Paradise Island Drive, Paradise Island, New Providence
                 
                4.1 of 5
                4.0 out of 5.0 Stars

                I liked it all the staff room breakfast location if I ever get a chance to go back that will be the place.

                The Royal at Atlantis
                Reviewed on Oct 14, 2019
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                The Royal at Atlantis

                The Royal at Atlantis

                Paradise Beach Drive, Paradise Island, New Providence
                   
                  4.0 of 5
                  4.0 out of 5.0 Stars

                  Everything was perfect but the food price is really expensive..

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