Danny Rayburn returns home to Islamorada, Florida for the 45th anniversary of his parents' Robert and Sally Rayburn's seaside hotel, The Rayburn House – a pier will be dedicated in their honor to mark the occasion. Danny is the black sheep of the family, with a poor reputation among them, including his three younger siblings: John, Kevin, and Meg. John is a detective with the local sheriff's office, Kevin owns a local marina, and Meg is an attorney with a local law firm. Danny wants to make his return permanent as he wishes to stay to help his parents at their inn. Robert is reluctant to let Danny stay, but leaves it up to the three siblings to decide Danny's fate.