The current study examines the relationship between individual differences in entrepreneurship and vocational interests in a sample of 565 adults. Specifically, it investigates associations between vocational interests (as assessed by Holland’s realistic, investigative, artistic, social, enterprising, and conventional model), entrepreneurial potential (as assessed by measure of entrepreneurial tendencies and abilities [META]), and entrepreneurial activity, both within and outside organizations. Results reveal predictable associations between Holland’s taxonomy of vocational interests and entrepreneurial outcomes. Incremental validity tests show that Holland’s vocational interests predict entrepreneurial activity even when entrepreneurial potential and demographic variables are taken into account. Furthermore, structural equation modeling indicates that META is the strongest and most consistent predictor of entrepreneurial activity. Practical and theoretical implications for vocational guidance and career assessment are considered.