The aim of this study was to explore the relationship between emotional intelligence and vocational interests using a sample of 272 Greek 10th and 11th Grade students. Trait Emotional Intelligence model (Petrides & Furnham, 2000, 2001, 2003) and Holland’s RIASEC (Realistic, Investigative, Artistic, Social, Enterprising & Conventional) vocational interest model are used. Trait Emotional Intelligence is assessed with the Trait Emotional Intelligence Questionnaire-Adolescent Short Form (TEIQue-ASF) (Petrides, Sangareeau, Furnhum, & Frederickson, 2006) and the RIASEC types are assessed with the Self-Directed Search-SDS (Holland, 1994). The results show that trait emotional intelligence is positively correlated to the Enterprising Type in all SDS subscales. Additionally, emotional intelligence has low positive correlations with the Investigative and Realistic Types (only in the “Competencies” and “Self-Estimates” subscales), and the Social and Conservative Types (only in the “Competencies” subscale). Implications for research and adolescents’ career counselling are also discussed.