Encounter: Convoy (Chapter 11)
Select the Convoy encounter in chapter 11 from the main menu. Here you will get dragged by a rope. At the very start of the encounter you can shoot vehicles with your pistol while being dragged. If you shoot them often enough they explode.
Put the difficulty on explorer for this and enable auto-aim. Then it's very very easy. Destroy the first two cars and repeat the checkpoint. Keep repeating this until the trophy pops.
When you quit the encounter your progress towards this trophy will be lost. So make sure you destroy 10 vehicles in one sitting.