I carry State Farm. They insure for a value up to 10,000 on my boat and I have a liability of 100,000 that costs me about $175 a year. They require a homeowners or renters policy in order to write the insurance on the boat. In case of an accident the boat insurance takes care of it first and then the homeowners would also kick in beyond a the 100,000 limit. I also carry an umbrella policy over the homeowners that covers liablility up to 1 million. It's all relativily cheap though.
I've had one claim with insurance but was when I was with American National and they covered the claim quickly and easily.
As far as racing some policy's mention racing and some don't. Companies either cover racing or don't. You can't typically pay more to get racing coverage. You really just need to find a different company that will cover the racing also. I've found it hard to get coverage from companies that were not carrying my homeowners because it just isn't worth it to the company.
Mike Hill
H20 #791