Ben is left on the Red Crew, seperated from Christa and Jay, who are on the Black Crew. His attempts at throwing the expedition work as the Black Crew walks away with $40,000 in treasure. Christa splits the treasure with the other pirates. She Black Spots Ben and Louie, promising Jay that he will not be getting a black spot. In the end, Jay decides to stick with his alliance and sets Louie adrift, leaving him, Christa, and Ben as the final three pirates. Who will claim the title of Pirate Master on next week\'s ultimate finale episode?
The final five pirates remain, and Ben and Christa deliberate on Jay's methods/schemes to remove the captain (Christa) from power. The expedition begins with a swim as the two crews go in search of the Astronomer's treasure. Laurel lags in the swim, slowing Louie down. Ben, Jay and Christa find difficulties along the way, but manage to pull through and win a $30,000 loot. Back on the ship, Jay, Ben and Christa go at each other's necks on the issue of betraying each other and lying. Ben shows his true colors to Jay, and Jay does the same, as Christa goes into a meltdown of emotions.
The remaining six pirates sleep in the next morning, attributed to their more lenient captain, Christa. Also allowing swim breaks and sharing the better food, Christa hopes this will keep everyone happy with her captaincy. She continues to plot with Ben and Jay, and the three agree that the Black Crew has to win the expedition. When Jay is placed on the Red Crew, he gives minimal effort, allowing the Black Crew to win yet again. To the dismay of the Black Crew, the expedition resulted in no treasure, as "A. Patel" took it for himself. Jay and Christa agree that Kendra's time has come, and Louie casually volunteers to be the other pirate to receive the Black Spot, as he is sure he will stay. At Pirate's Court, it is publicly revealed that Louie volunteered to be Black Spotted, and he faces scrutiny for having so much confidence he is safe, as Kendra has already survived five Black Spots.
With the balance of power aboard ship tilting in their favor, the officers devise a cruel plan to tire out the crew just before they leave for the next expedition. Trade winds blow romance across the deck as two crew mates take their relationship to another level. Can an elusive treasure be recovered from behind a trap door?