Upon the south of the Cherethites That is, of the Philistines; for it is explained, 1 Samuel 30:16, to have been the land of the Philistines. Hence it appears that the Amalekites were enemies to the Philistines. So that David did not act against the interests of his benefactor, Achish, in making incursions upon those people. And upon the south of Caleb We read nowhere else of this land; but, in all probability, it was that south part of Judah which was given to Caleb, and which his posterity inherited, Joshua 14:13.
Related Commentaries of 1 Samuel 30:14
1 Samuel 30:14
14 We made an invasion upon the south of the Cherethites, and upon the coast which belongeth to Judah, and upon the south of Caleb; and we burned Ziklag with fire.