In this paper are analyzed the features of the information support of decision-making by geoinformation systems in the case of imaginative representation of experience. We consider modern directions of intellectualization of geoinformation systems, which provide information support with incomplete and contradictory of information. Among them are multi-agent systems, systems with geospatial cyberinfra structure, systems ofthe intellectual visualization. The main purpose of the research is the development of model of data representation, which provides increasing of the reliability of decision-making on the basis of experience. Feature of the imaginative model of experience proposed by the authors is his description of aset of transformations. Determining in the description of decisions and the conditions of their decision are not coordinates in feature space. This is the valid conversion situations and solutions. In this approach the specificity gets case-based reasoning, which is used traditionally for solutions based on experience. It’s described the information model of the image precedents, it’s analyzed the problem of actualization of the image in the search for solutions.It’s formulated in conditions of consistency and usefulness of actualized image. It’s described the procedure of actualization. In this paper gives anexample of imaginative representation of experience to the task of parking acar. It’s discussed the features of the proposed approach to improve the reliability: the accumulation of general knowledge about the situation, the deductive method of reasoning for decisions, analysis of cartographic representation of the situation at the time of the decision.