The aim of this study is to explore the perceptions of managers towards the adoption and use of enterprise information systems and Industry 4.0 technologies in Greece, through a quantitative research in companies from various sectors of the economy. The results show that, although the use of enterprise information systems such as ERP, CRM etc. is quite widespread, the adoption of Industry 4.0 technologies is currently very low. However, most managers show intention to implement and adopt Industry 4.0 technologies and systems in the near future. Organizational and personal factors, such as awareness of Industry 4.0, seem to influence the perceived benefits and challenges of Industry 4.0 adoption and intention to use. Our study provides results which can be used by researchers to study and explore Industry 4.0 adoption in a national context and to question or validate results from similar empirical studies in international context and other countries.