Pacey (Joshua Jackson) is torn between his new life in Boston and the calling of the high seas after an old flame offers him the chance of a lifetime. Meanwhile, Jack (Kerr Smith) decides to move out of Grams' (Mary Beth Piel) house into the fraternity only to discover that one of the guys has a problem rooming with someone who is gay, and Jen (Michelle Williams) stirs the pot with Dawson (James Van Der Beek) when she discusses their love life on the radio.
- James Van Der Beek as Dawson Leery
- Katie Holmes as Joey Potter
- Joshua Jackson as Pacey Witter
- Michelle Williams as Jen Lindley
- Kerr Smith as Jack McPhee
- Mary Beth Peil as Evelyn Ryan
- Dawson moves in with Jen and Grams