Summer Time!

With only a week left of school we have been caught up in all the nice weather we have been having and just exploring our 11acre yard. Searching in the creeks in our front and back yard in search of newts, crawfish, frogs and anything else interesting. Dylan has always been fascinated with insects so every day he will go "exploring" and look for a new bug that he hasn't seen before. Most times he comes back with flies, ants, beetles and worms, but every now and then we get to see a pretty butterfly ;)
Well I have to cut this short because I have kids calling for me ... go figure lol.

What to do now ?

My husband and I have been discussing whether or not to let Dylan go into first grade or hold him back and have him repeat Kindergarten. I am close to tears anytime we discuss it because I never thought one of my kids would be in this situation, let alone have medical issues that holds them back. In a sense I wonder why am I putting so much effort into homeschooling him to only have him repeat K again? and then I am like well it could be good for him, he will have matured a lil more and may be more prepared and ready for school and he will have already done it all before so he shouldn't have any problems with stress since its all familiar. Then the topic of do I enroll him back in Public school or continue homeschooling next fall? Since I have been homeschooling Dylan we have not had one trip to the ER or even a trip to our pediatrician. He hasn't had any problems at all. So I am very worried about letting him go back to public schools and have the overwhelming stress take its toll on him again. I guess we will never know unless we try, but to add to our stress is the fact that my husbands job is stationing us in Florida in October. School starts early August here in Kentucky so they will have been in school a few months before transferring to another school which also really bothers me. I try to keep our life as simple and normal as possible for them because we do relocate a lot and my husband is gone a lot. The kids know that Daddy is in the military and its his job, but it doesn't make it any easier. So my fear is with all the changes happening Dylan may not adjust well and end up having more ER visits. There are days when I focus on this one problem and try to figure out ways to get around it. I even suggested staying here in Kentucky to keep a sense of normalcy until the summer when the kids get out of school them move so they aren't leaving after school has already started. I can go through multiple reasons why its best to stay, but I know we need to stay together as a family for as long as we can because with Mike's job we never know when we will have time with him.
I just hope that this summer I can make a decision that works best for all of us.

Activities outside of schools

Awhile back Dylan mentioned wanting to do Karate so we looked into a local class and didnt feel that it fit our needs for Dylan and he did not seem to be all that interested after seeing what they really do. Could have just been that particular class who knows?
I need help! What other types of activities can I get my son into for confidence building and socialization?
He spends literally all day and night with me and sometimes he gets to play with other kids when I babysit for friends but they are usually younger than him and he wants to do BOY things.
Suggestions?