The purpose of this study was to analyse the associations between basic psychological needs, motivational regulations and enjoyment within Finnish physical education (PE) students. The participants of the study were 260 Grade 5 students (Mage=11.86, SD=0.28) and 242 Grade 8 students (Mage=14.93, SD=0.37) who completed a questionnaire prior to their regular PE classes. This cross-sectional study incorporated a multigroup structural equation modelling (SEM, path model) separately for Grade 5 and 8 students, using gender as a grouping value. Results indicated that among Grade 5 students autonomy was directly associated with enjoyment. In addition, there was an indirect path from autonomy to enjoyment via intrinsic regulation in the boys group, and an indirect path from relatedness to enjoyment via intrinsic regulation in the girls group. Among Grade 8 students, need for competence was directly associated with enjoyment for the boys. Results also revealed negative associations from autonomy to enjoyment via amotivation for the girls group, and via external regulation for the boys group. For both Grades 5 and 8 SEM revealed additional, gender specific associations. The results of this study highlight the importance of students’ need satisfaction and autonomous motivation as factors that could facilitate enjoyable experiences in PE classes.