The aim of this study was to develop a culturally sensitive version of the Career Adapt-Ability Scale (CAAS) in Iceland. First the translated international version of the 55-item CAAI designed to measure the four dimensions of career adaptability (concern, curiosity, control, and confidence) plus additional dimension called co-operation was administered to a sample of 491 secondary school students. Confirmatory factor analysis indicated that both the four- and five-dimensional model show an adequate fit in the sample. An emic evaluation of the international model indicated that new facets tentatively called fatalism and contribution might be relevant in Iceland. New contextualized Icelandic items were written resulting in a combined 89-item measure of international and indigenous items administered to a sample of 1249 university students. Exploratory factor analysis supported contribution as a separate dimension and was used to create Icelandic scales measuring six dimensions: co-operation, contribution, and the four original dimensions. Confirmatory factor analysis supported the fit of three alternative 4–6-dimensional international and Icelandic models and measures of career adaptability in Iceland. An emic approach is needed to understand the cultural specificity and universal aspects of career adaptability and to develop culturally sensitive measures for use in career counseling. Further research on co-operation and contribution as relational constructs is suggested.