The large-scale deployment of connected automated vehicles for goods delivery has yet to be achieved. This chapter will focus on the implementation of automated deliveries in city contexts and will examine the ways in which urban logistics intersect with maritime and inland ports. It will also provide a brief outline of the fundamental technical concepts involved in automated deliveries and highlight the various challenges this sector faces, including environmental concerns, social acceptance, legal considerations, and operational planning for automated vehicle deliveries. This chapter will conclude by offering practical insights and a vision for the future development of automated deliveries, emphasizing the need for a collaborative approach between stakeholders in order to ensure sustainable and liveable urban environments for the generations to come.