This research aims to investigate the relationship between personality factors of the Big Five model and the areas of interest for different specializations of pharmaceutical students from the Faculty of Pharmacy. Questionnaires were completed by 30 students of the second and fifth year of studies. The survey results showed that neuroticism correlated negatively with interest in research, extraversion correlates positively with all three specializations (community pharmacy, production and research), and openness towards experience correlates positively with interest in research and production, agreeability correlated positively with interest in community pharmacy and research and conscientiousness correlated positively with interest in community pharmacy. In conclusion, this research brings new scientific information in the vocational behavior area.