Spending time with a romantic partner by going on dates is important for promoting closeness in established relationships; however, not all date nights are created equally, and some people might be more adept at planning dates that promote closeness. Drawing from the self-expansion model and relationship goals literature, we predicted that people higher (vs. lower) in approach relationship goals would be more likely to plan dates that are more exciting and, in turn, experience more self-expansion from the date and increased closeness with the partner. In Study 1, people in intimate relationships planned a date to initiate with their partners and forecasted the expected level of self-expansion and closeness from engaging in the date. In Study 2, a similar design was employed, but we also followed up with participants 1 week later to ask about the experience of engaging in their planned dates (e.g., self-expansion, closeness from the date). Taken together, the results suggest that people with higher (vs. lower) approach relationship goals derive more closeness from their dates, in part, because of their greater aptitude for planning dates that are more exciting and promote self-expansion. © The Author(s) 2021.