Cherethites — That is, the Philistines. Caleb — This is added by way of explication: that part of the south of Judah which belongs to Caleb's posterity.
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.