I have always set the kite on land with the boat pointed into the wind, or idealy just slightly off it. Have someone at the mouth of the kite to help the kite out of the bag and guide it back in if it is a bit windy.

I normally attach the halyard and tack line first with the sheets attached but not through any blocks, then hoist, run the sheets through the blocks then slowly drop as I feed the retrieval line.

Have also done it wih the boat on its side in the past, pointed into the wind or wind more under the tramp.