"Highland Laddie", also known as "Hielan’ Laddie", has been adapted from ancient Scottish popular folk tunes “If thou’lt play me fair play” or “The Lass of Livingston”. The melody appears in the Drummond Castle Manuscript inscribed "A Collection of Country Dances written for the use of his Grace the Duke of Perth by Dav. Young, 1734." However the earliest printing of the tune is in Robert Bremner’s 1757 collection. A variant appears under the title “Cockleshells” in Playford’s Apollo’s Banquet (London, 1690) and the Dancing Master of 1701. Highland Regiments raised in the 18th and early 19th centuries employed many unique symbols to differentiate themselves from other regiments and enlisted distinctive music to announce their arrival, but as a result of the Cardwell Reforms of 1881, all British Army Highland Regiments were required to use "Highland Laddie" as their Regimental March.
The melody was used as a capstan and a "stamp and go" shanty, and (without the chorus) as a halyard shanty. It was popular on the Dundee whalers, then later used (c. 1830’s and 40’s) as a work song for stowing lumber and cotton in the Southeastern and Gulf ports of the United States. "Highland Laddie" was used for long and slow maneuvers: hoisting sails above (2 pulls per chorus) or hauling up the anchor.
It has been recorded by Burl Ives, Tannahill Weavers, the Kingston Trio, Pete Seeger and others.