The paper presents an observational study carried on in an early educational context inspired to Montessori approach. It is aimed at illustrating the educators’ attitudes, behaviours, and educational strategies and the children’s reactions to them. First, the educational approach of the centre and the observational methodology are described. Then, a detailed analysis of the observations with regard to the educators’ support to child autonomy, attention to children’s requests and needs, and care behaviours is presented. Finally, the transcript of a whole observation is reported.