In this chapter, wearables are presented as assistive technology to support persons with disabilities (PwD) to face the urban space in an autonomous and independently way. In the Inclusive Smart City (ISC), everyone has to be able to access visual and audible information that so far are available just for people that can perfectly see and listen. Several concepts and technologies – such as Accessibility and Universal Design, Pervasive Computing, Wearable Computing, Internet of Things, Artificial Intelligence, and Cloud Computing – are associated to achieve this aim. Also, this chapter discusses some examples of use of wearables in the context of Smart Cities, states the importance of these devices to the successful implementation of Inclusive Smart Cities, as well as presenting challenges and future research opportunities in the field of wearables in ISC.