No way a garden tractor would get my boat up my driveway (but I feel fortunate looking at Ryan's pictures.
Best thing I ever did was follow NSXBill's example and mark the parked boat's position in my garage with tape, with straight lines coming forward from that point. I can now put it 97% in with no spotter, then roll it back to the point just before it hits the wall.
/boat has to go in at an angle. Cars sleep in the driveway.
Previous: 1993 Prostar 205
Red 1998 Ski Nautique, PCM GT40, 310 hp, , Acme 4 blade, Perfect Pass SG/Zbox.
Be kind. Have fun.