In the wake of the COVID-19 pandemic, a combination of hybrid working and cultural consumption, alongside shifting audience tastes, performing arts organisations are dealing with significant challenges around digital transformation (DT). This book explores the DT of performing arts, taking readers on a journey through classical orchestras as illustrative examples. From reimagining audience engagement to revolutionising operations, the book examines how emerging technologies like AI, VR, and blockchain are reshaping the cultural landscape. Through case studies of successful digital initiatives and analysis of critical success factors, readers will gain practical strategies for navigating this complex transition. The author emphasises that successful DT hinges on a clear, comprehensive strategy and a sharp implementation roadmap. Key challenges addressed include balancing tradition with innovation, ethical considerations, and financial sustainability. Notably, the book features numerous summary tables that serve as actionable templates, providing readers with ready-to-use tools to support their own DT efforts. With a forward-looking perspective, the book also explores future trends and research directions. This concise book synthesises fragmented research and practical insights to provide a readable overview for scholars, students, and reflective practitioners. It will also be of value for arts administrators, performers, and cultural policymakers across various disciplines.