How do I let this guy know I like him?

I rarely see him in person, and when I do, there's basically no chance to talk to him. I have his family email, but no idea if he sees it. He's hesitant to talk to me when his parents or friends are with him (in that case he'll just give me eye contact and a smile), so I don't want to embarrass him or anything.

The last time I saw him I didn't get to talk to him, because his dad was right behind me, but I couldn't make eye contact with him for some reason. I just want to make sure he knows that I like him so if he wants to hang out with me he knows I'd be up for it. There is an age gap of a couple of years, which might be why he doesn't want his parents to know. (I'm 100% positive he likes me)

SHOULD I contact this guy? And if so, how should I do it without overdoing it?
How do I let this guy know I like him?
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