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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.

*Savings based on all vacation package bookings with Flight + Hotel on Expedia.ca from January through December 2019, as compared to 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.


Best Lodging Options Near Caribbean

See all 29,214 properties in Caribbean
Hotel El Convento CA $237
Reviewed on Dec. 4, 2019
See details
 
Hotel El Convento

Hotel El Convento

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

    Lived the historic ambiance, the excellent location, and wonderful staff. Would definitely stay here again or recommend.

    Hotel Plaza De Armas Old San Juan
    Reviewed on Nov. 25, 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 staff is excellent, friendly and helpful. The location is great.

      British Colonial Hilton - Nassau CA $214
      Reviewed on Dec. 3, 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

        Location to downtown area and local spots and the veiw of the harbour beautiful

        Sheraton Old San Juan Hotel CA $198
        Reviewed on Dec. 3, 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

          Overall a great property in a great location. Check in area could be larger

          The Reef at Atlantis
          Reviewed on Dec. 2, 2019
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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

            Food was overpriced in relation to the quality provided. Especially at the poolside options.

            Boutique Hotel Palacio CA $101
            Reviewed on Dec. 4, 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

              It was my wedding and they upgraded us to a honeymoon sweet at no charge.

              Comfort Suites Paradise Island CA $264
              Reviewed on Dec. 2, 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

                This is an excellent option for staying on paradise island. We loved that breakfast was included as is access to Atlantis and the Aquaventure. The staff was wonderful and the rooms were great. I plan to stay here again on our next vacation!

                The Royal at Atlantis
                Reviewed on Dec. 4, 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 about it was extraordinary, the staff treated me like I was from out of town.

                  Top Flight + Hotel Deals in Caribbean

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