In the last two decades, education to work transitions have become more turbulent and uncertain. Work experience, and internships in particular, during undergraduate study are widely recognized as a way of gaining relevant work experience and as a route into employment. This chapter explores how internships undertaken during higher education affect graduates’ transitions to work in the UK and Italy using two longitudinal graduate surveys, AlmaLaurea for Italy and Futuretrack for the UK. Results show that internships in both the UK and in Italy have a positive effect on being employed after graduation. In the UK internships also have a positive effect on wages. Comparing graduates’ early career outcomes in two different institutional contexts also highlights the importance of having a clear definition of internships to distinguish them from other types of work experience within and beyond national and institutional boundaries.