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Characterizing the behaviour of the sea breeze phenomenon is the foremost factor in the reduction in the heat stress and the achievement of the pleasant environment in coastal cities globally. However, this seminal study shows that the Sea Breeze Front (SBF) development can be related to an increase in outdoor thermal discomfort in a northeastern Brazilian city during summer. We explored the relationship between SBF and thermal comfort conditions using in situ meteorological observations, the SBF identification method, local climate zones (LCZs) classification, and the Physiological Equivalent Temperature (PET) thermal comfort index. SBF days and Non-SBF days were characterized in terms of weather conditions, combining meteorological data and technical bulletins. SBF days included hot and sunny days associated with the centre of the Upper Tropospheric Cyclonic Vortices (UTCV). In contrast, Non-SBF days were observed in UTCV’s periphery because of cloudy sky and rainfall. The results showed that the mean temperature and PET in the SBF days were 2.0 °C and 3.8 °C higher, respectively, compared to Non-SBF days in all LCZ sites. The highest PET, of 40.0 °C, was found on SBF days. Our findings suggest that SBF development could be an aggravating factor for increasing heat stress of the people living in the northeastern coast of the Brazilian city, after SBF passage.