This paper considers an integrated environment for enhancing integrated security sector operations training (Basic low-cost Environment for Simulation and Training – BEST) and the challenges related to Security Sector Governance (SSG) in South East Europe (SEE) and the Wider Black Sea Area (WBSA). BEST was successfully implemented in the newly established Joint Training Simulation and Analysis Centre – Civil Security (JTSAC-CS) using the paradigm of serious gaming, e-learning and co-learning. JTSAC-CS capabilities in education and training via Computer Assisted Exercises (CAX) and Operational Analysis (OA) are presented in the context of BEST environment that also includes and quantitative measurement of the quality of training.