Macau is the nearest and the most accessible destination to Taiwanese tourists because of its abundant tourism resources and language and geographical convenience. The objective of this research is to explore the relationship between Taiwanese tourists’ demographics, motivations, constraints, expectation, experience and satisfaction of Macau. The survey was conducted on the airplane from Macau to Taiwan and 402 valid questionnaires were collected. The research findings are: (1) Taiwanese tourists to Macau of different demographics have different travel motivations and constraints. (2) For Taiwanese tourists to Macau, their travel motivations are higher than their constraints. (3) For Taiwanese tourists to Macau, their travel motivations and expectation are correlated. The higher are the travel motivations, the higher is the travel expectation. (4) For Taiwanese tourists to Macau, there is a gap between travel expectation and travel experience; it is the travel satisfaction. Based on the above findings, the study develops various strategies and suggestions to related tourism agencies.