Before someone tells me to drop a bowling ball and feather off the Leaning Tower of Pisa in a vacuum, let me point out that, in general relativity, you can't deduce anything about either mass of a free-falling test particle, because it has zero true acceleration anyway.
So what we're left with is that gravitational mass can only be observed by the extent to which the object curves spacetime around it, i.e. by the motion of test particles in its vicinity. Whereas inertial mass would have to be measured by applying an electromagnetic field, and measuring the true acceleration away from a geodesic.
But that means we can really only measure the gravitational mass of astro-sized objects. But aren't all these objects pretty much neutral? So it would be hard to measure their acceleration under an EM force ... My guess is the best candidate would be star systems with strong magnetic fields, but that doesn't sound like a very precise test.
And even if they turned out to converge within experimental error for stars, would that really prove anything about much smaller objects? I mean, I'd buy the statement that they both increase monotonically as you add material to a given object, but that doesn't imply equality across the board.
Or if we can't compare them directly for a single object, what are the important theoretical reasons why we should believe they are equal?