I wouldn't make the decision based on what your 5yo wants, necessarily. Neither of my children at 5 could have made an informed decision about whether they should go to school or not. At 5yo my older son thought that all school was like preschool, and at 5yo my younger son said that school was about getting to go to recess all the time.
We homeschooled at that age because I didn't feel any compelling reason to put them in school, and we really enjoyed being together during the day. I really didn't have any lofty ambitions about wanting to be their teacher or anything like that. If there had been a part time school I would probably have gone that route, but there isn't, so we stayed home. They in no way have led an overly sheltered life, but they have been allowed to develop in their own way without daily peer pressure. They would have been fine if they had gone to school, but I am glad to they had the time at home that they did.
My almost 9yo has said he wants to go to school, so unless something changes, he will be starting in the Fall. I felt that was an appropriate age to be a part of that decision. He went with me on school tours, and he has a much greater understanding of what school really is. It works better for our family to have both kids in school or both kids at home, so we will enroll both kids and see how it goes. If one or both of them is miserable, then we will probably homeschool again.
You have nothing to lose by exploring homeschooling further. My husband also was resistant to the initial idea, but once he started researching he was more gung ho than I was! So I'd say keep him registered, research homeschooling in your area, talk to some local parents, talk with your husband, share some resources with him, think about your child's personality and how he learns best, and then make the decision. And remember, you don't have to make the decision for the next 12 years. It's just for right now. I've always said that we were on the year by year plan.
