Throughout their studies, students experience either more or less difficulties with their learning. It is worth investigating the challenges faced by students when the cultural aspect interferes with their learning. This study explored how learners, originally from Southeast Asia, where wine is culturally a distant or absent thing, experience learning. The data were collected from students from Malaysia, Brunei, and Indonesia through observations over a period of 14 weeks, 12 interviews, and four focus groups. The aim of this study was to explore the challenges involved in learning about wine, and the data showed that there were cultural, sensorial, social, and educational concerns in this regard. The findings revealed the wide range of challenges experienced by students, and can contribute to the teaching of modules on culturally distant types of content by lecturers.