It's 'Fleet Week' in New York City and Carrie, Samantha and Charlotte are only just beginning to adjust to Miranda's new life with baby Brady. Samantha is finding it particularly hard to adjust to "cleaning up her act" in front of baby Brady, especially because she's still furious over Richard Wright's infidelity. Charlotte, now over Trey, is ready to find her next great love, whereas Carrie wonders if she's all out of great loves, now that Big and Aidan are gone.
Samantha announces that she's back with Richard, who buys her an outrageously big diamond ring as a proof of his sorrow and commitment. Still, Samantha has doubts about his regeneration and can't seem to get over the image of him being intimate with another woman. Meanwhile, Carrie avoids her editor by all means thinking she's going to get fired, but turns out he just wanted to tell her she's been offered a book deal. Hesitant, Carrie is asked to write an introduction and answer the question: "is there hope for single women-. To help her figure out the answer, Charlotte takes her to a positivism course, where she learns that although seemingly a positivist, Charlotte is a big negativist. More than that, she's got a broken heart. And Miranda has to handle a request she can't deny: Steve asks Brady to be baptized. He even brings in his mother for the ceremony, and Miranda asks Carrie to be the baby's godmother.
For Charlotte's 36th birthday, Carrie, Miranda and Charlotte go with Samantha to Atlantic City on Richard's jet. The entire trip, Charlotte worries she'll become an old maid, Miranda only wants to catch up on sleep, and Samantha is pre-occupied keeping an eye on Richard. Meanwhile, Carrie realizes that she has to gamble in life and not continue to hide.
Now that Carrie has a book deal, she and Samantha go to Barnes and Noble in search of cover ideas. Together, they come up with something 'smart and sexy'. Samantha begins to think that she's too old to have the lifestyle that she's living, and Charlotte, still worried she'll be an old maid, secretly consults self-help books for advice. Miranda continues to try to lose baby fat by joining Weight Watchers, where she meets Tom "Big Boned".
Carrie gets ready for her book release party but has a hard time finding a 'plus one' to accompany her to the party. Samantha gets ready for the party by having a chemical peel, which turns out disastrous. Charlotte finds the perfect 'plus one' but when Bunny ruins her plans. Meanwhile, Miranda has to adjust to dating now that she's a single mother.
Carrie runs into a woman who dated Aiden after her, and worries when she implies that Carrie really hurt Aiden. Later, she reads her rave book reviews in the New York Times. Meanwhile, Miranda continues having a hard time being a mother, and Charlotte confronts Bunny.
Carrie reunites with Big (Chris Noth) when she travels to the West Coast in the seventh of eight new episodes airing this summer. At the end of last season, Big moved to California, and Carrie's final rendezvous with her on-again, off-again beau was canceled when Miranda went into labor. On tonight's episode, Carrie's book tour takes her to San Francisco, which isn't far from Big's new digs in Napa Valley. When they meet, Carrie is surprised at how much her former lover has changed. Joining Carrie on the press junket is her man-hungry publicist Samantha, who, surprisingly, has grown disillusioned with New York men.
On a night out at a Manhattan club, Carrie is amazed to learn that her old friend Bobby Fine, a flamboyant singer, is finally getting married - and that his intended is a woman. While the initial shock never quite wears off, it does give Carrie and her friends the chance to visit the Hamptons. Once there, Samantha takes over Richard's mansion and throws a party; Charlotte's new boyfriend makes his society debut; and Carrie runs into writer Jack Berger.