I just turned 29 myself. I would have posted sooner, but I was out sailing on the Texas coast. I'm from the Austin area with a West Wight Potter 19 (it is the best trailerable boat that fit my desires, I have a Zuma for when I want to "go fast, get wet").
In my marina, I'm not the youngest! Whoohoo! There's a college (UT) guy who has a Venture 21 a couple boats down from me.
In the Texas 200 sailing event last week, there were a fair mix of ages, some young, some middle aged, some old...er... more life-experienced. I was towards the younger end of the boat captains. But, if you include crew, there were quite a few younger than me.
One thing I keep trying to tell people is that it's all about the journey and not the destination. Some people get it. Others are "We've got to get to Topwater Grill/Carlos n' Charlies at noon!" even though there's food and drinks in the boat.
I'd like to get into a bigger boat someday... perhaps liveaboard, or probably more ideally - have a small land anchor by water and a nice boat to sail around and cruise. I'd have to move towards the coast though