The T2s are so good you can lash the proverbial barrel staves to them and still make it down the slope. Hell, I can telemark with them, which is the equivalent of getting a pig airborne and moving at near-supersonic speeds. But, short of homemade solutions, you want to try something like the Atomic TM 10 Superlight skis ($292; www.atomicsnow.com), which offer pretty good all-around performance at a reasonable price. For a step up, K2's Super Stinx ($460; www.k2skis.com) are extremely popular.
Ascension Adhesive ClipFix skins will get you uphill just fine. About $120, depending on length and width (www.bdel.com).
I think the kid-in-sled idea is fine, but I would be cautious about it. Stick to trails onlyno downhill slopes. Once in a while I see parents skiing down the slope with an infant in a backpack. This gives me the willies. Sure, the parent probably thinks, "I'll never crash!" But that doesn't take into account getting clobbered by an errant skier or 'boarder. I just think it's flat hazardous, and even foolish.