I always had a little trouble sailing off the pin. It helped to have the tiller lashed to the side so the boat will reverse in the direction I wanted it to go. Then while at the bow, wait for the boat stern to swing to the the side I wanted, then let the mooring line go slack. I could still hold the end of the mooring line while the bow started to fall off the wind. If I didn't like how it looked, I could just re-cleat the line and try again. If it looked good then I would let the line go, and walk calmly back to the helm while the boat backed until on a beam reach.
Landing at the pin, I found it helpful that I had my dinghy attached to the pin... more stuff to try to grab.