This article is a descriptive study which summarizes and evaluates major experience from 11 years (2005–2015) of organizing the introduction outdoor courses at the College of Polytechnics Jihlava where altogether 27 pieces of these courses were held. Within this article a conceptual discussion is related to the difference between some specific (monothematic) courses held in the outdoor settings and the descripted model of a universal facultative outdoor course. The main aspects are structured in a form of “for and against” and they are examined and interpreted. Some empirical data is included not as a main part of the article but just as a support of the theoretical findings. The authors hope that this article can develop a discussion about the possibilities how to support inclusion of outdoor courses into regular school education (secondary and tertiary) which concerns thousands of students in the Czech Republic.