Whoever told you tailoring was the best to go with enchanting was flawed. The main reason most people go tailor+chant is because most people make a clothie their tailor, and just pick up enchanting as well since no gathering skill goes with tailoring. For enchanting, you actually have four options which would be more cost-effective, 3 of them lumped together:
1. Go enchanting + gathering (mining, skinning, herbalism) to rake in the gold to fund your enchanting. My warrior is skinner + enchanter, the skinning generates a little extra gold since enchanting is so darn expensive.
2. Go enchanting + leatherworking. Leather is generally cheaper than cloth, so if you sell your cloth mats and buy leather mats, you can get cheaper greens to DE. And hey, at the same time you get leather gear!
I'm not too sure how the LW gear works for healing, but if you want to heal in PvP you need to have only 1 piece of cloth gear - your cloak. other than that, leather, leather, jewelery! In PvE healing I'm sure cloth gear would work just fine, but it should be interim gear, not goal gear.