Over the last decade, web has changed the way that educational procedures are delivered to students and has brought innovative learning technologies and possibilities that were not available before. The Web has evolved to a worldwide platform for collaboration, sharing and innovation, constituting what is called Web 2.0. Social media are an emerging part of Web 2.0 and have great potential to be used in education. The efficient integration of social media and Web 2.0 tools in educational systems and courses' curriculum mainly depends on tutors' abilities and experiences. However, in many cases, tutors are not familiar with social media and with many useful Web 2.0 tools and so fail in utilizing them into their courses. In this paper, we present an educational system that aims to assist teachers to develop e-Learning 2.0 knowledge and skills and thus turn them from just in-class trainers to skilled e-tutors. We present the educational courses and the learning approaches followed to assist tutors in applying web 2.0 tools and the social media in their courses for the best benefit of the students' learning. The educational system provides courses and learning material, and assists the tutor to learn how to utilize social media and web 2.0 tools in classroom or in distance learning with the aim to organize, monitor and share learning content, attract students' attention with entertaining activities and motivate them to become more active and collaborate in educational activities. The evaluation study conducted reports very promising results. [For the complete proceedings, see ED562095.]