Your Hunter, do you have the topping lift terminated at the mast or is it run back to the cockpit?
There is a good chance the builder used the same sized block sheeve as they did at the top of the mast. I sense you are not relishing the climb to check the sheeve size. See is your proposed 3/8's line will fit nestled down in the deck turning block sheeve. If it is too big there it is likely too big at the top of the mast.
Curious. Why you want to change to 3/8's. Have extra hanging around. It is not a line you handle frequently. Hand feel is not an issue.