Macao, a former Portuguese colony and now one of only two Special Administrative Regions of the People’s Republic of China, is undergoing unprecedented socio-economic growth and transformation. Using Macao as an empirical case, the paper examines the challenges of regional integration and globalization on legal theories, identifies how law interacts with other socio-cultural factors, and analyzes the self-reflection and self-adjustments of a legal culture in dynamic and diverse dimensions of time and space. The paper aims to find an innovative approach to discover the progressive pattern of inertia, evolution, survival, diffusion and interaction of a legal tradition in a global context.