Other Paul's response...
Hi,Unfortunately, you'll need to drop the rudder and start taking measurements of what size bearings you actually need. Like my follow sailor Paul said, I too carefully measured the rudder post with clippers and in the inside hole diameter. I rebuild by upper bearing support to make stronger so my job was not a simple drop out and replace job.From what I have wittnessed, the old UHMW plastic sleave bearings are epoxied in place. The top one I was able to break free and easily remove. The epoxy does not stick to the bearing plastic...it is there to take up the extra space between the rudder post and bearing itself. This allows you a chance to properly align the rudder as the bearings seat and epoxy kicks. My bottom bearing was pretty well intergrated in the hull from the factory. I used hole saw to cut out old one but it was a very slow process to be sure the hole did not extend into the rudder post itself.I would plan on being in the yard at least 2-3 weeks. You will need to take out rudder, remove old bushings bearings, take measurements, place an order.....wait for delivery, then reinstall....wait for epoxy to set...then maybe you are ready to go.An over night job will not be enough time in my opinion. My boat is a 90 Legend 37. I am very happy with the repair results. Looks great and I think, Better than new!I do not know what your exact design looks like, but from the boats I reviewed in the yard during my 6 weeks on the hard, they all were similar. Good luck. Its not a hard job...just takes time and some man power especially when the rudder gets heavy.