I'd seggest you back the boat / tailee up, carefully unlaod the boat into the water by
getting wetGet you crew to stand in the water holding your boat
getting wet while you move the trailer / car out of the way.
Come back to the water, put the sails up while standing in the water thus
getting wetGo sailing which (unless) there is very little wind should ersult in you
getting wetDid I mention you might get wet...
It is part of the fun