The crew of My Seanna experiences less than desirable behavior from one of the charter guests. Jake struggles with his new position and Jessica starts begins to remember how much wear and tear a charter season can take on your body. Wes and Jessica build on their friendship while the deck team's silly mistake leaves Eddie and Captain Lee furious.

Heather and the crew plan an 80s themed surprise party for the primary's 75th birthday but things go south when everything doesn't go as planned. Frustrated by the deck team's mistakes, Eddie is forced to put his first officer training on the backburner to babysit his crew. Jessica's unhappiness on the boat grows as Fraser and Heather's bond develops. The crew takes an interest in setting up Wes & Jessica romantically but Jake makes a bold move of his own on another crew member, leaving everyone shocked.