This chapter discusses the complexity of adaptation strategies for maritime transport. Maritime transport systems face increasing complexity in adapting to global challenges, including climate change, pandemics, and geopolitical tensions like war. It examines the adaptation strategies of UK ports, focusing on specific climate risks, including rising sea levels, extreme weather, and shifting trade patterns, and corresponding resilience measures, such as coastal defences, green technologies, and flexible port management. It also explores public responses to logistical needs during global disruptions like the COVID-19 pandemic and war outbreaks, highlighting evolving demands for essential supplies and reconstruction logistics. This chapter addresses the complexities of climate and global events and provides actionable insights to sustain maritime operations and supply chains in an increasingly uncertain world.