Wyatt was over six feet tall, reportedly both handsome and physically strong. Wyatt was not only a poet, but also an ambassador in the service of Henry VIII. He first entered Henry's service in 1515 as "Sewer Extraordinary", and the same year he began studying at St John's College of the University of Cambridge.
He accompanied Sir John Russell, 1st Earl of Bedford, to Rome to help petition Pope Clement VII to annul the marriage of Henry VIII to his first wife, Catherine of Aragon, an embassy whose goal was to make Henry free to marry Anne Boleyn. According to some, Wyatt was captured by the armies of Emperor Charles V when they captured Rome and imprisoned the Pope in 1527 but managed to escape and then made it back to England. In 1535 Wyatt was knighted and appointed High Sheriff of Kent for 1536.
In December 1541 he was elected knight of the shire (M.P.) for Kent.