This study represents an attempt to provide a comprehensive quantification of educational outcomes in the Caribbean region. Its main objectives are: to define a set of operationally relevant education indicators; to provide a database of comparable education indicators in Caribbean countries where data is available, namely Belize, Dominica, Dominican Republic, Grenada, Guyana, Jamaica, St Kitts and Nevis, St Lucia, St Vincent and the Grenadines and Trinidad and Tobago; and to propose methods on how the common set of indicators can be used for analyses of the education sectors. After a systematic review of educational indicators in coverage, efficiency and quality which leads to specific recommendations on the type of indicator relevant to operational diagnostics of the education sectors, the study provides a detailed review of the Caribbean status in producing education indicators and demonstrates how a new database can be used to depict where the education sectors stand. Building on these methods and findings, its final section presents a set of specific recommendations to the Caribbean countries on how to improve the diagnostics of their education sectors.