Lori and her mother have never seen eye to eye about what completes a woman's life. Lori is a successful businesswoman, and her mother will only be proud of her if she gets married and has children. To escape family drama on a Caribbean cruise, she invites her best friend, Ryan, to come with her as her fiancé. The only issue is, Ryan is gay and has a thing for Lori's younger brother, Derrek. Not to mention, Lori is slowly falling for Justin, a bartender on the ship. Can she navigate the week developing a new real relationship with Justin while she maintains a fake one with Ryan? Ryan was happy to join Lori on her voyage around the Caribbean. When he finds out that the guy he had been secretly crushing on for years is not only getting a divorce but may not be as straight as Ryan had been told, the waves start getting rocky. Can Ryan start a relationship with Derrek while also making sure he doesn't turn everything upside down by revealing everyone's secrets?