You don’t really know a guy until you’ve vacationed with him…

When Drew Wilson’s ex-boyfriend Joel “Six” Bailey asks her to go on his family trip to Hawaii with him just as her life is falling apart, she decides it's the perfect time to give him another chance.

The hitch? The Bailey family includes Six’s rude older brother, Joshua—a hot-nerd doctor who has hated Drew since the moment they met and once suggested she’d steal the family silver.