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

Search over 1,000,000 properties worldwide and 550 airlines worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.


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 2017, 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.


Top Hotel Deals

See all 22,765 properties in Caribbean
Hotel El Convento C$276
Reviewed on 12 May 2019
See details
 
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 C$122
    Reviewed on 16 May 2019
    See details
     
    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 C$258
      Reviewed on 16 May 2019
      See details
       
      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 hotel staff is wonderful, check in isn't until 4PM which kind of sucks and they charge $80 for early check in. There were a few hiccups with my check in but the staff eventually straightened it out.

        Sheraton Old San Juan Hotel C$254
        Reviewed on 15 May 2019
        See details
         
        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

          The Reef at Atlantis
          Reviewed on 18 May 2019
          See details
           
          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

            Everything is good we had a good time we are very happy

            Boutique Hotel Palacio C$98
            Reviewed on 13 May 2019
            See details
             
            Boutique Hotel Palacio

            Boutique Hotel Palacio

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

              Hotel Palacio is in a well refurbished (by Caribbean standards) colonial building situated in the heart of Zona Colonial. The rooms are spacious and the staff are wonderful. There is hot water but depending on where your room is located it can take a long while to get to your room. The Wi Fi coverage ...

              Comfort Suites Paradise Island C$338
              Reviewed on 17 May 2019
              See details
               
              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

                Staff was so friendly. Property was walking distance to all Atlantis properties. All inclusive like breakfast, WiFi and Atlantis amenities were included and a definitely plus. We will definitely return in a near future

                The Royal at Atlantis
                Reviewed on 9 May 2019
                See details
                 
                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

                  Lap pool was nice. Plenty of activities. Everything was super expensive. Some of the staff was not too friendly.

                  Top Flight + Hotel Deals

                  Top Deals on Flights

                  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.