The crew's first beach picnic of the season gets off to a very rocky start, ultimately leaving Colin shattered and empty-handed. Meanwhile, Chef Mila faces her biggest challenge yet, baking. And Hannah realizes Mila may not be up to the standard she's used to. Joao continues to have growing pains in his new leadership position as he attempts to get his deckhand Jack in line. After surviving their first charter, the crew heads out for their first night out when one crew member's shocking revelation leaves a lasting impression.