This book documents the practice-led research of painting as a peripatetic art practice through travel and transient life in Australia, India, and Pakistan. Crossing disciplines of Art, Applied Anthropology, and Cultural Geography, painting is explored as a way of negotiating the uncertainties inherent in cross-cultural journeys, and the possibility of connecting with others in their lifeworlds. The ways of navigating and of making that support creativity in the field are identified, as are the multifarious conditions of the field in view of how these shaped painting, and ultimately, the consciousness of the artist through possibilities for empathy, advocacy, and activism.