On 11 June 2021, Hewitt sought the presidency of the Democratic Labour Party, the organisation co-founded by Errol Barrow that led Barbados into Independence and enacted many of its social and economic reforms. He remains committed to Barbados. Hewitt supported the Barbadian government's decision to separate itself from the British monarchy as part of a journey of self-determination. He noted this transition to a republic, having a local citizen as head of state, had long been planned but the Windrush scandal altered perceptions of the "mother country". However, he was critical of how the administration in Barbados handled the process of constitutional change to a republic.
