Russian activities during the last few years aimed to control and limit navigation in the Black Sea as well as the Kerch incident of 2018 provide researchers with substantial data to predict possible developments for 2020. In this article, the author analyses the worst-case scenario and proposes a set of preventive actions. In 2020, obstacles to the freedom of navigation in the Azov and the Black seas posed by Russia will be a continuation of strategy to deploy military capabilities in Crimea beyond the peninsula. The freedom of navigation is the one of the guiding principles of the civilised world, which is why engaging the world community in countering these threats gives hope for positive results in 2020.