if you decide not to go the insurance route, I would highly recommend checking with a retail fiberglass supplier in your area. I did some work recently filling in old through hole areas no longer used at the bottom of the hull. I did a lot of research here and at DIY boat, etc. online. However, I got the best advice when I went to a local shop: Fiberlay, and consulted with their experienced people. I'm now proud of the job we did and give a lot of credit to them for helping in all the right directions.
S/V Don't Panic!
“Navigare necesse est, vivere non est necesse” To Sail is vital, to live is not.