Medway enters Lloyd's Register in 1810 with Peterson, master, Taylor & Co., owner, and trade London–Jamaica.

[3] Convict voyage #1 (1820-1821): Captain Borthwick Wight sailed Medway from on 13 November 1820.

Medway sailed on to Sydney, arriving there on 27 March; she carried a number of prisoners being transferred from Hobart to Newcastle, New South Wales.

Newcastle had become a place where the most dangerous convicts were sent to dig in the coal mines as punishment for their crimes.

[6] Convict voyage #2 (1825): Captain Wight sailed Medway from Land's End on 22 August 1825 and arrived in Hobart on 9 December 1825.