High school students who do not have leisure skills are more likely to be bored during leisure time. The aim of the study is to examine leisure boredom of high school students based on some variables (gender and income), and to investigate the relationship between leisure boredom, the presence/absence of anti-social behavior and the frequency at which high school students participate in recreational activities. This study utilized survey research methods and consisted of a convenience sample of 497 students who enrolled in state high schools in Ordu City-Altinordu township, Turkey. Their ages range from 15 to 18 years. The students completed the Leisure Boredom Scale (LBS) and demographic information form. In the result, it was found that there was no significant difference between (p>0.05) leisure boredom subscales and gender. However, a significant difference (p<0.05) was seen between gender and exhibiting anti-social behavior. There was also a significant difference between the perfection subscale of LBS and income. Furthermore, no significant relations were detected between the students' leisure boredom levels and the physical, social, cultural-artistic, touristic and miscellaneous activities they performed (p>0.05).