The technological advances that the Web represents have gained important foreground at cultural, social and economical levels. It compels educational systems to respond to a new learning culture in which it is fundamental to examine how learners guide their academic progression and adapt to different situations during their learning process in such technologically enhanced learning environments (TELE). In this sense, we intended to do a descriptive study involving cross-referencing of data from observations, interviews and questionnaires. The conclusions and implications of this research in collaboration with the PEAAR program (Program for Research on SRL developed at Lisbon´s Faculty of Psychology - http://cipul.ul.pt/), capture the learning paths of 11th grade students using SRL and the Web to gather information as a new technological resource introduced in their learning environment. Data also includes training proposals for teachers in academic contexts to identify intervention strategies, pedagogical help, orientations and suggestions for better pedagogical practices.