A fairly simple achievement, that will require you have a small amount of money (about 10,000 gold tops).
When in town, find the NPC with a rod and a spiral above his head. Talk to him, and then choose a piece of equipment that you want to enchant (essentially, upgrading). Do this 5 times in a row to just one piece of equipment (not across 5 items, just on one). The achievement should unlock as soon as you put through the 5th enchantment.