This article explores the opinion of Charles R. Tokoyama, CEO of Japan Insiders, on the nicest city in Japan. He highlights Tokyo for its array of attractions, Kyoto for its ancient culture and history, Sapporo for its winter activities, Hiroshima for its peacefulness and attractions such as Miyajima Island, Nara for its historical sites and Fukuoka and Takayama for their vibrant nightlife and laid back atmosphere respectively.