Chris Brown's decision to nap finds him in the crosshairs with Captain Lee. Kate meets a cute sailor and has a rendezvous on his boat during charter. Matt faces his first challenge of the season with sushi dinner and a tequila pairing.
The crew welcomes their first charter guests. Mistakes continue to follow the crew and Captain Lee finds himself having to get more involved. During the first night out, the alcohol flow reveals some of the crew's true colors and romantic intentions.
Captain Lee, Kate and Nico are joined by six new crew members as they embark on a new charter. Kate and Nico have their hands full as they are charged with training a few inexperienced crew members. Nico is also dealing with a personal tragedy.