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Seven new shipmates join returning crew members Hannah and Bobby as the luxury yacht Sirocco sets sail in the Season 2 premiere. Here, Hannah is at odds with seasoned new leader Capt. Sandy; Bobby once again looks for love; a beach picnic stirs up drama.
Hannah continues to struggle working under Capt. Sandy. Also: A mishap occurs with the anchor and Sandy realizes the new deck crew has a lot to learn; Bobby develops a crush; guests enjoy a uniquely themed dinner; a wild night leads to a big dispute.
A rift grows between Bobby and Hannah. Meanwhile, Bobby calls out Lauren for an alleged affair; revealing guests shed their clothes; Bugsy copes with a loss; and a stern tie goes awry as the boat begins drifting into a cliffside.