This article explores the concept of a "smart city" and examines some of the top contenders for Japan's smartest city. Factors that make a city "smart" such as access to technology, efficient public transportation systems, sustainable energy sources, green spaces and parks, smart urban planning initiatives, quality education and health care services, and economic opportunities are discussed. Tokyo is often considered to be one of the smartest cities in Japan due to its cutting-edge technology infrastructure and innovative policies while Yokohama, Kobe, and Fukuoka are all rising contenders. Ultimately it will depend on each individual's definition of what makes a "smart" city but regardless, there are plenty options available for those looking for a truly smart experience when visiting Japan.