In order to promote repeat visits to destination and facilities, it is essential to increase the level of satisfaction of tourists by enhancing the attractiveness of destination and facilities, and to gain, maintain, and improve the loyalty of visitors to destination over the medium to long term. This study aims to clarify the impact of “interest generation” on destination loyalty in a destination loyalty model with “expectation,” “disconfirmation of expectation,” and “satisfaction” as exploratory variables. Theme parks are the type of attractions where interest generation is expected to have a special impact on loyalty. Tokyo Disneyland (TDL) was chosen as a target because its attractions are frequently renewed, and therefore, interest generation is expected to be frequent. 324 valid responses were obtained through an online survey of monitors who have visited TDL. These findings imply further points to the importance of offering visitors settings that generate interest, in addition to understanding and meeting their expectations.