The goal of this case study is threefold: first, to introduce the concept of postmodern pilgrim, leveraging on two pilgrimage experiences in Switzerland; second, to propose a model (PEARL) for developing training modules for pilgrim guides; and finally, to make concrete pedagogical suggestions based on the proposed model, which point out the effective uses of ICT applications. The model is based on the concepts of informal learning and reflective practice, which are also illustrated in the paper. The PEARL model is designed as an open source to be further integrated and tested.