i tried fashion360 but couldn't get my head round it on my own so let me know if you have any luck!

the surfboard i do i draw a outline in the plan view then a side profile to get what we call the rocker and then insert slices down the board to give the shape of the top, bottom and rails. it then takes that and turns it into a 3d drawing and then even creates the g code to cut it out so its a all in one package.It is called Shape3d. I have used it to do various other things but its is a bit restricted to single sided symmetrical stuff. I wish i could find a similar program to do other things on.