18-year-old Jenny Taylor is ecstatic when she finds out that her favorite rock star, Jason Masters, is a guest at the tropical resort where she is working for the summer. When they are both thrown overboard during a Caribbean cruise, she saves his life and they find themselves stranded on a remote beach. Deliriously in love with the idea of time alone with him, she manages to hide the fact that they're a stone's throw away from their resort.

《度假好友2：加勒比之亂》故事講述新婚夫婦馬庫斯和艾蜜莉結婚後，邀請了同樣新婚且育有嬰兒的好朋友朗及妻凱拉一起去度假，這次是因為馬庫斯獲得了一次前往加勒比海度假勝地的全程免費旅行，他此行的首要目的是與該度假村的業主會面，競標他們在芝加哥擁有的一家飯店的施工合同。然而，凱拉被監禁的父親里斯從聖昆汀獲釋後，竟在最糟糕的時刻未經通知地出現在度假村，打亂了馬庫斯的最佳計劃，讓度假好友們的完美旅行徹底陷入一團混亂之中。

When Shannon is dumped at the altar, her single mother, Marla, suggests they take the planned honeymoon to a remote island resort together. Marla, a publisher of a top magazine, tells Shannon that the trip to paradise will make their relationship stronger, but she has ulterior motives: she needs a big interview to help her magazine, and the resort owner is the perfect catch.