Tracey, I have a large history on James Underwood far too much to post here including copies of many documents etc. He was in shipbuilding, merchant & trade business with my OH's 4x G-Grandfather.
He did not arrive on the First Fleet, he arrived on the last ship of the Third Fleet.
James Underwood was aged 18 when he was found guilty of breaking, entering and stealing of goods valued at £3/13/9d.
Sentenced to 7 years transportation and sailed for Sydney on the 'Admiral Barrington' on 27/3/1791 and arriving at Sydney Cove as the last ship of the Third Fleet on 16/10/1791.
Can you tell me how you think you are related to him?