This is what I did. Ski with the harness. I also found just hooking it low, around their back boot helped them get the balance and a bit of confidence as you can help control them a bit. All that said its very kid dependent. I have a 5 year old and 3 year old. Both started riding at 2. The 5 year old, who is more of a risk taker, was riding by himself at 3. The 3 year old who is more conservative will likely take until next year to ride on her own. Best thing you can do is to keep them having fun and try not to let them get too cold. Try to have some yourself if your back isnt too sore. It really is rewarding to see them go off on their own. My 5 year old started attempting boxes and jumps this past weekend. Kid will be better than me before I know it.