The paper utilises a simple social security projection model to analyse the implications of financing social security pensions in the long-term. Four Caribbean nations are examined namely Barbados, St Lucia, Jamaica and Trinidad and Tobago and indications are that without significant reforms, the existing social security programs would imply a aubstantial increase in social security tax rates to finance pensioners. A number of reforms strategies were investigated which could enhance the sustainability of the nations' social security programmes.