On return to England, he was granted a regular commission as a second lieutenant in the West India Regiment.

Whitfield was commissioned into the 2nd West India Regiment in 1828.

On 24 October 1848, he was appointed colonel of the 3rd West India Regiment.

The camp expanded in the 19th century, and was a base for the West India Regiments.

He became a Captain in the 1st West India Regiment on 27 January 1820.

He became a Major on 22 April 1836, still serving in the West India Regiment.

He later transferred to the 2nd West India Regiment.

A Captain in the 11th West India Regiment on 21 March 1800.

Only one force, the West India Regiment, which had been in existence since 1795, was part of the British Army.

In 1822 he transferred to the 1st West India Regiment.