Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Caribbean Flight + Hotel packages

Caribbean Hotels

See all 9,683 Hotels in Caribbean
Hotel El Convento

Hotel El Convento

100 Cristo St, San Juan
    4.5 out of 5.0
     
     
    4.6 out of 5 (172 reviews)

    Formerly a convent dating from 1651, this boutique hotel is in the center of Old San Juan across from the San Juan Cathedral and two blocks from La Fortaleza, ...

    Hotel El Convento$185

    Hotel El Convento$185
    Hotel Plaza De Armas Old San Juan

    Hotel Plaza De Armas Old San Juan

    Viejo San Juan, San Jose St, 202, San Juan
      2.0 out of 5.0
       
       
      3.4 out of 5 (41 reviews)

      Located in San Juan Antiguo, this hotel is within a 10-minute walk of Museo del Nino's, Plaza de Armas, and Museum of the Americas. Museo de Casa Blanca is 0.3 ...

      Hotel Plaza De Armas Old San Juan$140

      Hotel Plaza De Armas Old San Juan$140
      Sheraton Old San Juan Hotel

      Sheraton Old San Juan Hotel

      100 Brumbaugh Street, San Juan
        4.0 out of 5.0
         
         
        3.9 out of 5 (462 reviews)

        Located along the water in Old San Juan, this contemporary Puerto Rico resort is across from cruise-ship piers and 3 blocks from the massive Fort San ...

        Sheraton Old San Juan Hotel$159

        Sheraton Old San Juan Hotel$159
        The Reef at Atlantis, Autograph Collection

        The Reef at Atlantis, Autograph Collection

        Paradise Beach Drive, Paradise Island
          4.5 out of 5.0
           
           
          4.3 out of 5 (85 reviews)

          The Reef at Atlantis, Autograph Collection, located directly on a white-sand beach, is close to numerous attractions including Atlantis Aquarium, Cabbage Beach, ...

          Boutique Hotel Palacio

          Boutique Hotel Palacio

          Calle Duarte 106, Santo Domingo
            3.5 out of 5.0
             
             
            4.3 out of 5 (39 reviews)

            Located in Colonial Zone, this hotel is within a 10-minute walk of Convento de los Dominicos, Parque Colon, and Cathedral of Santo Domingo. Alcazar de Colon ...

            Boutique Hotel Palacio$61

            Boutique Hotel Palacio$61
            Comfort Suites Paradise Island

            Comfort Suites Paradise Island

            Paradise Island Drive, Paradise Island
              4.0 out of 5.0
               
               
              3.8 out of 5 (581 reviews)

              This casual, all-junior suite property provides guests access to Atlantis and full use of their resort facilities just one block away, and two golf courses are ...

              Comfort Suites Paradise Island$173

              Comfort Suites Paradise Island$173
              The Royal at Atlantis, Autograph Collection

              The Royal at Atlantis, Autograph Collection

              Paradise Beach Drive, Paradise Island
                4.0 out of 5.0
                 
                 
                4.1 out of 5 (323 reviews)

                These spire-topped towers contain 1,201 rooms and embody the Lost Continent theme offered by the water-park and marine-life Atlantis resort on Paradise Island, ...

                The Royal at Atlantis, Autograph Collection$879

                The Royal at Atlantis, Autograph Collection$879
                The Coral at Atlantis, Autograph Collection

                The Coral at Atlantis, Autograph Collection

                One Casino Drive, Paradise Island
                  4.0 out of 5.0
                   
                   
                  3.9 out of 5 (192 reviews)

                  Atlantis resort on Paradise Island, which connects by bridge to Nassau, features 5 hotels located on a 5-mile beach, surrounded by marine-life attractions and ...

                  Renaissance Aruba Resort & Casino

                  Renaissance Aruba Resort & Casino

                  L G Smith Boulevard 82, Oranjestad
                    4.0 out of 5.0
                     
                     
                    4.2 out of 5 (357 reviews)

                    Renaissance Aruba Resort & Casino is split between 2 properties. The Marina Hotel is exclusive to adults, while the Ocean Suites are a resort-style located right ...

                    Renaissance Aruba Resort & Casino$175

                    Renaissance Aruba Resort & Casino$175
                    The Beach at Atlantis, Autograph Collection

                    The Beach at Atlantis, Autograph Collection

                    One Casino Drive, Paradise Island
                      3.5 out of 5.0
                       
                       
                      4.0 out of 5 (341 reviews)

                      Part of the water-park and marine-life at The Beach at Atlantis, Autograph Collection, connects by bridge to Nassau. This 487-room hotel resort at the tranquil ...

                      Map

                      Experience Your Best Caribbean Vacation

                      No matter the tropical fix you seek, a Caribbean vacation will undoubtedly deliver. Surrounded by the Caribbean Sea, the glorious West Indies brings year-round sunshine, 28 unique island countries, and adventures for every age and desire.

                      Laze in pink or white sugar sands and dive world-famous treasures. Hike to towering waterfalls and secluded caves, or nap in a hammock. Shop in local markets, experience culinary gems, sail and golf.

                      From Jamaica, Puerto Rico and the Dominican Republic to Aruba, St. Lucia and Bermuda, Orbitz can help you narrow it down. Our Caribbean travel guide gives you the scoop on the best time to go, top 10 attractions and insider gems.

                      Best time to take a vacation to Caribbean

                      The Caribbean features a tropical climate with sunshine year-round, making a Caribbean vacation worthwhile no matter what time of the year. The region experiences dry and wet seasons, plus much warmer months, so the best time to visit boils down to whether you prefer perfect weather or lower hotel rates.

                      January to May tend to be drier months, and are more popular with travelers -- especially in January. From early spring through summer, more rain and hotter temperatures (plus cool trade winds) make this an ideal time to find great deals on a Caribbean vacation. Hurricane season officially spans from June through November, and early December is the best time to go for low hotel rates and few crowds.

                      Insider tips for Caribbean travel

                      Try The Fish Fry restaurant in Nassau

                      Try The Fish Fry restaurant in Nassau near Arawak Cay for authentic Bahamian conch salad, fried fish and cold Kalik beer.

                      Do the Dolphin Cay Deep Water Swim at Atlantis

                      Do the Dolphin Cay Deep Water Swim at Atlantis and snorkel alongside a dolphin using your own water scooter.

                      Buy some bling in St. Martin

                      Buy some bling in St. Martin, where you’ll find some of the best deals on silver and gold in all of the duty-free Caribbean.

                      Eat at Scotchie’s in Montego Bay and Ocho Rios

                      Eat at Scotchie’s in Montego Bay and Ocho Rios for fantastic Jamaican jerk food, plus traditional fried dough and breadfruit.

                      Rent a scooter in Bermuda

                      Rent a scooter in Bermuda for great exploration, with stops in Dockyard, Hamilton City, St. George and the famous Swizzel Inn.

                      * Savings based on all holiday package bookings with Flight + Hotel on Orbitz.com from July 1, 2015 to June 30, 2016, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

                      * Prices reflect the lowest "base rate" found over the next 30 days. Rates are subject to change and may not include taxes and fees, hotel service charges, extra person charges, or incidentals, such as room service. All rates are displayed in USD unless otherwise noted. Converted rates are provided for your convenience. They are based on today's exchange rate, but the hotel will charge you in the local currency.