Cross-border and joint education initiative has been recognised as an important means of achieving rapid production of critical mass of skilled human capacity in Earth observation and geo-information sciences. Many international organisations notably ISPRS and GEO have indeed set-up technical commissions and working groups to fashion out modalities for achieving the objectives of the initiative. This paper attempts to contribute towards the above by sharing experiences gained in the four-year implementation of a joint education programme including some important challenges that should be envisaged and planned for in the implementation of cross-border education. The paper also describes the various categories and levels of cross-border education that can be deployed for education and training in geo-information science and Earth observation including an examination of the different models of implementing the programme.