Never said I was putting all my faith in my 4 foot, I just got the to get the hang of things while wheeling with a group but once I have some experience then I will upgrade to a 102'' whip, thought I said that earlier on this post. Would a signal booster for my CB work better than a repeater? I have heard story's ( my grandfather did it too) of people using boosters and can talk to someone in another state.
Signal boosters (a.k.a. linear amps, "kickers") are not legal for CB, but the use of one can increase it's effectiveness several-fold for skywave communication, and about doubles range locally. The odds of reaching someone on it still won't match that of a HF ham or something on which you can access a hilltop repeater though.
One good quality FRS/GMRS unit would be the Motorola
MS350R. It touts a 35-mile line-of-sight range (though is usually 2-5 miles under most "normal" circumstances) and can scan for activity and privacy (tone) codes so when you do find someone on it you will know what code (if any) they are using so you can reach them effectively. It is also one of the very few units of it's type that can access GMRS repeaters. Like ham, if you can reach a repeater your odds of contacting someone go way up, but you'll need to know what repeaters are in the area you're in ahead of time (I guess you could just sit there and keep trying different tone codes until you get a response from one, but of course there's no guarantee that you will find one).
Like ham, GMRS requires you be licensed, though obtaining the license is very different than for ham. Use of the MS350R's FRS channels (1-14) doesn't require a license.