Continuity mistake: When Joey is talking to Pacey at the boat party, she turns to face him. At this point, her hair is behind her shoulder on the left but the wind blows it in front of her right shoulder. Her hair is in front of her right shoulder during this entire shot. But in the next shot, she is suddenly facing Pacey square on to the camera, and her hair is now back behind both shoulders. The transition is almost instantaneous, so it isn't realistic that her hair would suddenly move from in front of her right shoulder to behind it that quickly without her touching it.
Plot hole: In the beginning of the episode, Dawson is talking to his Doctor about seeing a Psychiatrist for his panic attacks. The Doctor mentions the name of one in Boston, and calls out to the assistant to make an appointment for Dawson. But only about 12 seconds (real time) later, the assistant suddenly comes in and already has made an appointment for Dawson the next day at 5PM. There is no way the assistant could have possibly gotten ahold of a busy Psychiatrist in Boston, and made a confirmed appointment for Dawson in only 12 seconds. It would take longer than that, especially as most Psychiatrists have phone menus where they have to return calls from.