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Caribbean Vacations

The tropical oasis of the Caribbean offers lush rainforest, sparkling turquoise waters and endless stretches of pristine coastline with sandy beaches. The Caribbean is the ultimate beach retreat for sunbathing, swimming, and water sports, but you can also experience the unique culture, dining, and history on each of its individual islands.

Trips to Caribbean

The dry season in the Caribbean runs from December to April, which is when many travellers choose to go. These months have cooler weather and less rain and humidity, as well as higher travel rates and more tourists. If you’re planning a weekend in the Caribbean, you can visit at the start or end of the dry season to take advantage of fewer crowds, lower rates, and pleasant temperatures.

Caribbean Vacation Packages

With Expedia, you can take the hassle out of booking your vacation with Caribbean packages and Caribbean vacation deals that include all you need for your trip. Caribbean package deals combine your Caribbean flight and hotel, activities, tours, car rentals, and more, so you’ll have everything you need in one place.


Top Flight + Hotel Deals in Caribbean

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Best Lodging Options Near Caribbean

See all 35,108 properties in Caribbean
Hotel El Convento CA $331
Reviewed on Feb. 25, 2020
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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

    Property was historic and very pretty. The staff were outstanding.

    Hotel Plaza De Armas Old San Juan
    Reviewed on Feb. 23, 2020
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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

      This was a very old hotel in Old San Juan. We spent one night there before our cruise. It was exactly what we were looking for. While it was old, it was clean and the staff was very accommodating. It was right in the heart of Old San Juan within walking distance of everything we wanted to see and ...

      British Colonial Hilton - Nassau CA $288
      Reviewed on Feb. 18, 2020
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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

        Fantastic private beach: plenty of room and great to watch the cruise ships arriving and departing. Good range of quality food at breakfast. Staff generally very helpful; we had a problem with the wi-fi on arrival which was solved quickly. Room was a good size and came with all the usual basic amenities ...

        Sheraton Old San Juan Hotel CA $225
        Reviewed on Feb. 25, 2020
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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

          Great location in Old San Juan, walkable to the whole town. Pool needed to be cleaned/skimmed.

          The Reef at Atlantis
          Reviewed on Feb. 25, 2020
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          The Reef at Atlantis

          The Reef at Atlantis

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

            Very nice, clean, sunny room in a modern and clean hotel. Clean and spacious bathroom, comfortable clean beds, nice view and working refrigerator and tv. Working, quick elevators, beautiful property, convenient access to all parts of the island with shuttle buses running every few minutes. Beautiful ...

            Boutique Hotel Palacio CA $106
            Reviewed on Feb. 22, 2020
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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

              Perfect location, very close to everything, and the staffis amazing.

              Comfort Suites Paradise Island CA $309
              Reviewed on Feb. 26, 2020
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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

                Yo can pay only with card! No with cash! .............. ...............

                The Royal at Atlantis
                Reviewed on Feb. 25, 2020
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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

                  Very nice and treated me like a queen my husband enjoyed