The maritime industry’s increasing integration of IT/OT systems into vessel operations has significantly elevated its exposure to cyber–physical threats, making the development of effective cyber risk management strategies a necessity. This paper provides an outlook of the current landscape of cyber security threats and vulnerabilities for the maritime sector and vessels. An outline of the relevant governmental and industry directives, standards, and guidelines for cyber security in maritime vessels is given. Considering maritime vessels as critical elements of the maritime critical infrastructure sector, a number of relevant cyber–physical security assessment methods are presented. Bridging cyber–physical security, process safety, and security, API SRA (American Petroleum Institute Security Risk Analysis) and BTA (Bow-Tie Analysis) are presented as the most applicable cyber–physical security assessment methods for complex maritime vessels, such as an offshore oil and gas drillship. The scenario of a cyber-attack on the Dynamic Positioning (DP) system of a drillship is presented with the use of API SRA and BTA. The difficulties in the implementation of NIST CSF v2.0 and IACS UR E26 and UR E27 in the maritime sector are also discussed. The need for intensified research on and the formulation of bespoke cyber security measures to mitigate the evolving cyber threats within the maritime domain is highlighted. The need for the allocation of training and resources for the reinforcement of the capacity of a maritime vessel’s crew in the mitigation of cyber threats and safe maritime operations is emphasized.