In 1596 Kennedy travelled in France and Italy and wrote to Archibald Douglas from Venice.
[1] He was one of the central figures in The Historie of the Kennedyis, an anonymous account of the feud between the Cassilis and Bargany Kennedy families published in 1830 by Robert Pitcairn.
This feud climaxed in a pitched battle in December 1601, in which the Earl's men fatally wounded the Laird of Bargany who was returning home from Ayr.
In most of these deeds he was heavily influenced by his Tutor Thomas Kennedy of Culzean, which led to the murder of Culzean, by Bargany's younger brother, Thomas Kennedy of Drummurchie at Greenan Castle on 12 May 1602.
[4] He appealed several times for his liberty to the Privy Council for the "unmannerly insolence committed by him against his wife.