Rowley entered politics in 1981, where he unsuccessfully contested the Tobago West seat in the general election of that year. To date he has the distinction of being the only People's National Movement candidate to have contested a seat in a General Election in both Tobago and Trinidad. He first served in Parliament as an Opposition Senator from 1987 to 1990 (3rd Parliament). Subsequently, he was appointed as Minister of Agriculture, Land and Marine Resources (4th Parliament), Minister of Planning and Development and Minister of Housing (as cabinet reshuffled) (8th Parliament) and Minister of Trade and Industry (9th Parliament) until he was fired by then Prime Minister Patrick Manning.