Will something happen between us?

I have liked the same guy for months now and we have texted almost everyyyyyy single day. I will text him first and he will text me first. In school I will catch him looking at me and when I look back he will make a face and smile at me so I do the same. At prom he told my friend she looked nice and then looked at me and said, "And so do you." and then after prom I texted him telling him he looked handsome and he texted back saying I looked beautiful. He proceeded to tell me that my friends and I should go to the same bowling alley as him and his friends, but we had already made reservations at a different bowling alley. He will sit really close to me and I know he realizes it because the other day someone sat in between us and he texted me later about how awkward it was with that guy sitting in between us. When he wants my attention he will playfully hit my arm, but I noticed he will do that to other people as well. Sometimes when I look at him he will hold my gaze for awhile before smiling. He makes me laugh so much and we have a lot of insiders. I am somewhat close with his friends and apparently they tell him all the time to ask me out and his reply is just a laugh and a smile. He has told me over text that he doesn't want a relationship until after college because he wants to finish school and everything first, but he continues to lead me on. We made a list of stuff to do this summer and he has promised to take me to San Francisco with him. I am going to be a Senior and he has leaving for college in LA at the end of this summer. Do you think he will try to take some initiative this summer? Even if it's a fling? I am going crazy with all the mixed signals, but in the end I like him a lot. I have tried to tell him, but he will change the subject before I can say anything. Should I take a risk? Or wait a little for him to try something? And what do I say to him? "I know you don't want to date, but I get the feeling you like me and... I feel the same." ???