Historic cities are in constant dialogue with past. The nature of that dialogue and attitudes towards tradition, present and future are critical for their development. While it is accepted that ecological sustainability makes a condition sine qua non of any vision of future, it is critical to see it as necessary, but not sufficient condition. To succeed environmental agenda must embrace all aspects of urbanity, and we need new, integrated approaches to development of culturally and ecologically sustainable environments. The paper offers a discussion of theoretical frameworks of politics, planning, design and urban management capable to generate and support culturally and ecologically sustainable urban environments. The focus is on dialectics between universally relevant themes and need for their place- and time-specific circumstantial adjustments. The paper is illustrated with examples from Australia (Canberra), former Yugoslavia (Perast and Mostar in Montenegro and Bosnia and Herzegovina), and China (Beijing).