For decades, transportation has been considered as a link to all aspects of life worldwide. In this case, the world’s natural environment, social well-being and economic development all usually depend on transportation systems. In most cases, safe, clean, sustainable and equitable transport systems help countries, especially in cities and urban centers, to thrive. However, a wide range of research shows that transportation systems in most of the cities and urban areas are unsustainable. In fact, some of these transportation systems are considered to be a threat to the environmental, social and economical aspects of future generations. In this perspective, therefore, changing such trends in transportation requires the collaboration of various stakeholders at regional, national and international levels. In this paper, therefore, a wide range of definitions of sustainable transport are discussed. More so, some of the aspects of smart transport for modern cities such as cycling and the role of women in sustainable transport were explored. With the aim of getting to the core of the subject, cases of women in bicycle transport, especially in the Netherlands and Germany compared to Kenya and Uganda are equally elucidated. Although not fully outlined, the idea of smart cities and sustainable transport have heterogeneous characteristics globally as discussed herein.