Cycling has individual and collective benefits, and thus various initiatives have attempted to increase cycling uptake. Motivations and intentions around cycling can be influenced by perceptions of risk and safety, which can be derived in part from the overtaking manoeuvres of other road users. Yet we know little about the systematic variables between drivers that might give rise to differences in their overtaking of cyclists. Accordingly, we investigated how people’s personality and attitudinal variables covary with their perceptions of adequate space when overtaking cyclists. We recruited 386 participants (including 349 regular drivers and 114 regular cyclists) from networks within the UK (particularly the north-east of England) who completed an online survey where we assessed their Big Five personality traits, attitudes to cyclists, driving anger, optimism, and their perceptions of the acceptability of overtaking manoeuvres by drivers passing cyclists on roads, depicted in photographs. We found that people evaluated a greater number of overtaking manoeuvres as more acceptable in particular if they had more negative views of cyclists, and also if they did not cycle regularly, and if they reported more driving anger. People often report negative attitudes towards cyclists, but attitudes are subject to change, and future work could investigate whether encouraging drivers to view cyclists more positively could also reduce drivers’ close-pass overtaking manoeuvres.