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    Location

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      5-Night All-Inclusive Jamaica Vacation & Airfare

      Samsara Cliffs Resort Stay from Travel by Jen

      Negril, Jamaica (1686.4 miles)

      All-inclusive resort set into Negril's cliffs, with free shuttle to Seven Mile Beach, oceanfront dining, and onsite activities

      $999 $599

      All-Inclusive Jamaica Vacation with Airfare

      Jewel Paradise Cove Beach Resort Stay with Airfare from Vacation Express

      Runaway Bay, Jamaica (1684.5 miles)

      This high-end adults-only resort offers tours and excursions and features multiple pools, bars, and restaurants

      $829

      Palatial Beachfront Resort near Cancún's Hotel Zone

      Paradisus Cancún Stay with Airfare from Vacation Express

      Cancún, Mexico (1486.2 miles)

      This AAA Four Diamond–rated resort in Cancún's Hotel Zone features multiple restaurants and bars, luxurious rooms, and prime beach access

      $799

      All-Inclusive Caribbean Trip with Airfare

      All-Inclusive Grand Bahia Principe Cayacoa Vacation with Airfare from Travel By Jen

      Grand Bahia Principe Cayacoa (1789.0 miles)

      All-inclusive, family friendly beachfront resort with Caribbean Sea views, four restaurants, three bars, and a large pool area

      $999 $599

      All-Inclusive Cozumel Vacation with Airfare

      El Cozumeleno Beach Resort Stay from Vacation Express

      Cozumel, Mexico (1532.1 miles)

      All-inclusive resort set right on the beach features five pools, a kids' club, and excellent snorkeling

      $669

      All-Inclusive Dominican Vacation with Airfare

      Adults Only BlueBay Villas Doradas Stay with Airfare from Travel by Jen

      Puerto Plata, Dominican Republic (1724.1 miles)

      Adults-only, all-inclusive hotel features multiple swimming pools and restaurants just steps from the beach

      $1,099 $679

      5-Night All-Inclusive Mexico Vacation & Airfare

      Occidental Grand Nuevo Vallarta Vacation with Airfare from Travel by Jen

      Puerto Vallarta, Mexico (1975.7 miles)

      Sip cocktails in the sun and kayak on the Pacific at this beachfront hotel on the Mexican Riviera

      $1,099 $699

      All-Inclusive Dominican Republic Resort

      Memories Splash Punta Cana Stay with Airfare from Vacation Express

      Punta Cana, Dominican Republic (1842.7 miles)

      This sprawling resort offers multiple restaurants, 11 bars, a waterpark, and diving lessons, all just steps from stunning Bavaro Beach

      $899

      All-Inclusive Dominican Vacation with Airfare

      Bavaro Princess All Suites Resort Vacation with Airfare

      Punta Cana, Dominican Republic (1848.4 miles)

      All-inclusive 4-star resort near Punta Cana's Playa Bavaro; features 11 bars, 13 restaurants, and plenty of activities

      $1,299 $899

      5-Night All-Inclusive Riveria Maya Vacation with Airfare

      All-Inclusive Grand Palladium Riviera Resort & Spa

      Mexico (1534.4 miles)

      All-inclusive resort with private beachfront and abundant dining options onsite; this getaway includes round-trip airfare

      $1,199 $799

      All-Inclusive Dominican Republic Beach Vacation

      Caribe Club Princess Vacation with Airfare from Travel by Jen

      Punta Cana (1848.4 miles)

      This all-inclusive beachfront resort in Punta Cana features multiple restaurants and bars, kids' clubs, and a giant pool complex.

      $1,099 $699