You do not say where in TX you are living, that might affect potential choices you make for a boat
I'm in a similar situation, but in my case it is my kids
and not my dad that I'll be sailing with. I'm in the midwest with a goal of sailing the Bahamas
in 2016. I already have a boat that is pretty small but quite sturdy and capable of dealing with weather
and has the advantage of being trailerable. My plan is to trailer
then make the crossing from Ft Lauderdale.
If you would consider downsizing from a 30 footer it might be a better choice to get something trailerable. One huge advantage is you can park the boat in your back yard, saving slip and yard fees
and also be able to get 10 times the work
done when you can do the little one and two hour jobs. When your boat is seaworthy
you can trailer
it to a local lake (if not on a coast) and get much more sailing time than when having to plan for a weekend.
Anyway, I'd suggest looking at the classifieds in the "trailer sailor" forums
for a european built (preferably) boat, and research
how well that particular model does in moderately heavy weather
, and go from there.