Latitude Margaritaville Is … Latitude Margaritaville homeowners joined in on their annual “ Latitude Margaritaville Is …” contest . Each participant submitted an entry telling the story of what Latitude Margaritaville means to them . With so many fun , heartwarming and hilarious stories , it was difficult to choose just two winners . Congratulations to winners Jackie Wagoner and Jeannie Bier who took home the coveted Flip Flop Trophy and won a Margaritaville at Sea cruise !