This paper examines the experiences of six teachers from a regional, Australian diocese who attended World Youth Day (WYD). It also reports on aspects of their worldview and their experience working in Catholic schools. Overall participants were very positive about working in Catholic schools, and though not connected in an ongoing way with parish communities, they were happy to support the religious dimension of Catholic schools and were often involved in parish-based programmes when there was a connection with school activities. Their worldview could be characterised as having much in common with dominant cultural paradigms that sees religion in moral terms along with a deistic sense of God. Established social networks supported them in these views. Teacher pilgrims reported that WYD gave them the opportunity to experience a broader, more diverse Catholicism as well as the experience of going overseas and being part of a large gathering. Participation in WYD may open up opportunities for reflective discernment on the part of teacher pilgrims and a result has implications for the formation of teachers working in Catholic schools.