This work aims to assess, in a comparative way, the sustainability of organic and conventional olive growing systems in the Sfax region (Tunisia). This assessment will be undertaken based on I) a multidimensional perspective considering the three classical dimensions of sustainability – environmental, economic and socio-territorial – and II) on an experts’ knowledge approach selecting the adequate criteria of sustainability to compare both systems. The Analytic Hierarchy Process methodology (AHP) was applied as the adequate framework to fulfil the study objectives based on a survey directed with a panel of 20 Experts. Results suggest the need to reinforce the economic performance of organic olive growing production system through political strategies focusing on I) the improvement of the productivity by the implementation of good practices II) the increase of the demand of organic products in the local market, essentially by the improvement of the consumer’s purchase capacity and III) the adoption of a strategic plan to explore new markets.