Welcome to our forums.
There are a couple of opportunities here :
Let us assume that you are seeking an insurance policy that give you cover for liabilities, in addition to cover against damage and loss of your boat - and also providing adequate 3rd party cover.
Let us assume that you will employ a skipper/captain who has the necessary qualifications and experience to be professionally in command of your boat and whose qualifications and experience are recognised by an insurance company as being sufficient for them to issue a policy commensurate with your insurance needs.
Maritime law provides definition and clarification as to the role and responsibility of vessel's skipper relative to that of the owner. HOWEVER, the whole subject is an enormous field in which there are thousands of exceptions and different interpretations. CLICK HERE
Give us some more info as to where you are located and what qualifications and experience are required by your state, coastguard and insurers for a commanding skipper.
As the boat's year is given as 1988 - a few insurers will take on the boat provided that a condition and valuation survey is carried out by a marine surveyor of their choice and at your cost.