Previous research indicates that parents have limited insight into their teenagers’ activities and experiences on the internet. The purpose of the present study was therefore to investigate associations between mothers’ and fathers’ insight and teenagers’ experiences of the internet. A total of 538 teenagers (242 girls, 296 boys), aged between 13 and 15, and their 798 parents (491 mothers, 307 fathers) participated in the present study. Findings revealed that parental trust in sensible teenage internet use and parental active participation in teenage internet use were related to parental insight into teenage experiences on the internet. It is possible that a relationship based on trust and active engagement facilitates parental insight into teenage activities.