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Due to global warming and urbanization, high-temperature events—which frequently occur in cities—are presenting an increasing threat to the daily lives of human beings. In coastal cities, sea breezes can cool the near surface and improve the urban environment to some extent. Understanding the cooling characteristics of sea breeze on the urban environment is informative for improving and mitigating the urban heat island (UHI) effect. In this paper, we analyze the basic characteristics of the timing of the cooling effect of sea breeze in urban summer based on the long-term multi-point measurements of air temperatures. Additionally, the Weather Research and Forecasting (WRF) model is used to show the influence of sea breeze on cities in terms of the cooling action time. The whole process is reproduced based on a time distribution map created using the results of the WRF simulation. The measured temperature and WRF simulation results are also evaluated with observations. The results show little difference between the two. The analysis of the distribution map shows that the sea breeze gradually penetrates inland from coastal areas. It can therefore be concluded that the sea breeze blows at different speeds in different areas. Our results show that the sea breeze is weak in places near the coast, while it is significantly stronger around inland rivers. Moreover, in urban areas that are far from inland rivers, the speed of the sea breeze is evenly distributed in space. The spatial pattern of sea breeze retreat time and arrival time is reversed: retreats happen earlier in inland areas. The duration of the sea breeze shows a significantly decreasing trend from the coast to inland, with the longest duration at the southern end of the urban area near the coast. [ABSTRACT FROM AUTHOR]