Alice, a young professional, decides to take a break from her long-term boyfriend and moves to New York City to explore single life. She quickly befriends the free-spirited Robin, who introduces her to the city's exciting nightlife and teaches her how to enjoy being unattached. Simultaneously, Alice's older sister Meg, a successful and career-focused obstetrician, grapples with the idea of starting a family on her own terms. She initially dismisses the notion of needing a partner but reevaluates her stance as she navigates her independence.

Parallel to Alice's journey, several other characters navigate their own romantic landscapes. Lucy is a hopeless romantic using dating sites in an analytical approach to find "the one," while Tom is a cynical bar owner who swears off serious relationships in favor of flings. As these storylines intertwine, each character faces their own discoveries about love, relationships, and self-awareness. The film highlights the diverse ways people experience being single and underscores the importance of self-discovery and friendships in shaping one's romantic life.