My Capri 25 was the same way cousineddy describes... had to wiggle it down and out, and needed a jack and a block of wood to stabilize and raise the rudder into the sleeve (and compress the new bushing enough to get the bolts in). I would envision pounding the pipe from the top with PVC roughly the same size and a mallet, but with something to "catch" the rudder as it comes out...
Putting it back in in the water, I'd devise a series of ropes to "steer" the rudder from aft cleats or some such thing. Definitely doing it in the water will be much tougher, perhaps someone lifting from above while someone is in the water steering, I dunno. If you figure it all out, let us know how you were able to do it. Please don't lose the rudder to the bottom, when they break free, they break REALLY free.
Putting it back in in the water, I'd devise a series of ropes to "steer" the rudder from aft cleats or some such thing. Definitely doing it in the water will be much tougher, perhaps someone lifting from above while someone is in the water steering, I dunno. If you figure it all out, let us know how you were able to do it. Please don't lose the rudder to the bottom, when they break free, they break REALLY free.
