After a busy year, the Caldwell family takes a much-needed vacation to bond. Unbeknownst to anyone, billionaire businessman OLIVER picks Puerto Rico as a destination since it's home to his new troubled company which immediately involves him in work strife. Home from college and bringing her best friend ARIANA along, KATIE yearns for a life away from her father's bodyguards, especially when she meets a cute local boy. ALEX's vacation plans change when he lays eyes on Ariana and decides to woo her. Which leaves JENNY on a family vacation with no family â can she pull them together before the vacation becomes a disaster? - 2009 Abc Family