Cycling has gained popularity in Malaysia as both a mode of commuting and a recreational activity. This trend reflects growing health awareness, environmental concerns, and government initiatives to promote cycling. However, the absence of dedicated bicycle lanes in mixed-traffic environments often forces cyclists to share the road with other users, increasing crash risks and underscoring the need to examine these interactions. This study investigates the safety of interactions between cyclists and other road users, focusing on passing distances of less than 1.5 meters. Field observations were conducted at specific locations in three cities, totaling 6,063 observations at both midblock and intersection sites. Demographic and contextual factors were recorded during these observations. Binary logistic regression analysis explored the relationship between risky interactions and variables such as the gender and age of cyclists and other road users, bicycle type, group cycling, and vehicle type. The study identified several factors that significantly contribute to risky interactions between cyclists and other road users. Female cyclists were more prone to risky interactions than male cyclists. Younger cyclists were also more likely to engage in such behaviors, while those riding e-bikes faced greater risks than cyclists on traditional bicycles, such as mountain or road bicycle. Interestingly, cyclists riding in groups experienced fewer risky interactions than those riding solo. Additionally, young drivers were found to be more aware of risks and maintained safer passing distances compared to adult drivers. These results highlight the importance of targeted awareness campaigns and infrastructure improvements to enhance cyclist safety. Efforts should prioritize promoting safer interactions between cyclists and other road users to reduce crash risks and improve overall road safety.