The article focuses on the analysis of Singapore’s political adaptation. The author attempts to answer the following question: What kind of strategy of political adaptation has been adopted by Singapore as regards its activity in the Association of Southeast Asian Nations (ASEAN)? The paper verifies the hypothesis that Singapore’s political adaptation is characterised by creativity, which means that Singapore strives to adjust to the changes taking place in the regional environment and tries to influence its shape. The article is divided into several parts. In the first one, the author discusses the concept of political adaptation, the second one focuses on the vision and principles of Singapore’s foreign policy, and the subsequent ones describe the country’s activity in ASEAN.