The landscape of urban mobility stands at a transformative moment where traditional fixed-route public transportation systems are evolving toward more flexible, user-centric models. This evolution represents not merely a technological advancement but a fundamental paradigm shift in how we conceptualize, design, and deliver mobility services. Demand-Responsive Transport (DRT) and Autonomous Mobility on Demand (AMOD) emerge as the vanguard of this transformation, embodying principles of personalization, efficiency, and sustainability that challenge conventional approaches to public transportation planning and operations. The journey toward responsive mobility solutions spans several decades, from early experimental dial-a-ride services to today’s sophisticated AI-driven platforms that seamlessly integrate with smart city infrastructure. This chapter examines the technological evolution, emerging trends, and future trajectories of DRT and AMOD systems, providing a comprehensive analysis of how these innovations are reshaping the mobility ecosystem. Through detailed exploration of technological advancements, implementation challenges, and market dynamics, we establish the foundational understanding necessary for appreciating the transformative potential of these systems in creating more accessible, efficient, and sustainable transportation networks.