Compared to other age groups, young drivers are overrepresented in road crashes. However, it is not only those drivers who are affected, their passengers constitute about one-third of the annual fatalities and injuries in such accidents. Therefore, to be able to develop measures aimed at increasing traffic safety, it is important to understand the circumstances surrounding crashes that involve young people driving both with and without passengers in the vehicle. The aim of the present study was to determine whether the circumstances of road crashes differ for young males driving in the presence and the absence of passengers. The following crash circumstances were considered: consequences, time of day, day of the week, daylight or darkness, single- or multi-vehicle incident, traffic environment, and posted speed limit. The results showed that the crash circumstances for young male drivers varied depending on the number of passengers in the vehicle. Compared to driving alone, the presence of passengers was more extensively associated with single-vehicle crashes that occurred in the evening or at night, on weekends, in rural areas, and on roads with higher speed limits.