As technology continues to reshape global industries, the maritime sector faces profound changes with the emergence of Maritime Autonomous Surface Ships (MASS). This book explores the legal challenges posed by autonomous shipping within the framework of voyage charters, focusing on the key contractual obligations of seaworthiness, care for cargo, and deviation. Traditionally, these obligations have assumed the presence of a human crew. Autonomous vessels challenge these established legal norms, requiring a re-evaluation of how liability is determined and shared between shipowners and charterers. This book sets out to redefine the shipowner-charterer dynamic, offering a thorough analysis of how the absence or reduction of human presence aboard vessels affects the fulfilment of traditional maritime obligations. This book distinguishes itself by avoiding the common focus on regulatory matters. Instead, it provides a detailed exploration of the contractual relationships between shipowners and charterers, considering both commercial and technical dimensions. It addresses the necessity for adaptation in response to the rise of Maritime Autonomous Surface Ships (MASS) and offers practical guidance on how such adaptation should be approached. The goal is to equip stakeholders with the knowledge to consider and manage liability effectively within the changing landscape of maritime law. By presenting a structured framework for risk allocation using charterparty clauses, the book ensures that legal professionals and maritime stakeholders can navigate the nuances of autonomous vessels effectively. The book is directly relevant to legal practitioners, policy-makers, and industry professionals in the maritime sector, specifically those involved in shipping and maritime law. Legal practitioners will find it valuable for its in-depth analysis of contractual obligations and liability issues in the context of Maritime Autonomous Surface Ships (MASS). Policy-makers could benefit from its insights into the evolving legal landscape, while industry professionals, such as shipowners, charterers, and maritime insurers, will appreciate the practical guidance on adapting to autonomous shipping technologies.