In tourism, finding the optimal place and route is necessary and essential according to emotional aspect and physical distance. Our proposed novel distance system which is the physical and emotional distance offers the physical and emotional solution to overcome the optimal selection problem. We demonstrate a route planning system that responds to the user’s emotional and locational context using the novel distance. This distance can find the optimal place and path to match the user’s emotion and location. And we develop a tour-semantic space, which is a semantic space that characterises tourist places, and we measure the novel distance as a relation of user context. Tour-Semantic Space is created using colour information of tourist place photos, genre, words of review and location information as metadata of tourist place. And we were mapping words and place data representing emotions to the tour-semantic space Thereby realising semantic search and integration according to the user’s context. The feature of this research is that tourist place recommendation and path search can be performed according to a user’s context by taking physical distance and emotional distance into consideration. For example, a tourist place is recommended to the user even when the physical distance between place and the user is long because the emotional distance between the place’s characteristic and the user’s felling is short. Our experimental results suggest retrieving a place and creating a plan according to the user’s context, which consists of emotional aspects and physical location. We aim to develop a system that mimics a person’s behaviour, such as people selecting a tourist place themselves considering emotional aspects and physical distances.