Frederick, a forty-five-year-old free spirit, is a sailor and a dreamer. He is a man who has left corporate America behind and has sought the freedom of the ocean in an attempt to find himself and his own true identity. While skipping from island to island, he meets his fate through the eyes and the smile of an Antiguan island girl named Isabelle. She mesmerizes the sailor who is ready to drop his sails forever to live on the island with her, when suddenly his plans and his life take a turn. The business his family runs back in his hometown of Chicago has come into a crisis, and Frederick is summoned home immediately. Longing for his lover, Frederick sends for Isabelle, where she arrives to find mystery, jealousy and danger. Their love is tested and their lives will either be shattered or molded together forever as they struggle with the stress of corporate America and the demands of a love that is still brand new to both of them.