It's just not that tough!
Calling in the so called "professionals" is not the method of choice for those of us who assume true ownership of our vessels. How many cast iron keels do you think the average yard ape has drilled holes into? For that matter, how many of the Mercury Marine engine mechanics you'll find in the yard can figure out what a keel IS?Drilling cast iron is not that difficult. Moderate to low speed, properly sharpened drill bit, in this case a fairly long one, good cutting oil, and as someone already mentioned, a durable, and hopefully, light weight drill - you'll be holding it for quite some time. The magnetic base drill is not a bad idea, although it might not be able to hold to the rough surface very well. If that washes out a simple guide used properly can do the job. All it has to do is show the angle(s) at which the drill must go in.As far as tapping the holes? Sounds tempting. whack in a hole an inch or so deep, spin a tap into it and voila!Below the water line, and in an application like this I think it would make me nervous. Through-bolting always works well.One thing to keepp in mind is that extreme precision will certainly not be required here. In my recollection of the process epoxy adhesive is sandwiched in between the pieces so the bolts won't be alone in supporting the weight. If you end up a wee bit off things can be "adjusted" to fit. (The stuff they don't show you on This old house or Home time!) And speaking of weight, when the time comes to lift it into place, don't call me, I'll be otherwise engaged!