The link between motivation and success is well documented; however, there is still room to problematise motivation in regards to the individual and contextual levels. This study looks at motivation in relation to students studying undergraduate engineering courses at a Caribbean university and seeks to discover the factors that motivate them to study and the factors that keep them motivated. An online questionnaire was constructed using 19 Likert-type questions and 5 questions that allowed for open-ended qualitative responses. The findings reveal that participants tended to be motivated by the increased possibility of desired future careers and tended to stay motivated by a combination of goal-orientation and family support. It is recommended that departments, faculties and institutions deliberate on shared and contextually constructed understandings of why students choose to enrol in particular university courses.