Rene,
I have not personally done any point-to-point traveling along the coast, just messing about in the Aransas Bay and the Gulf of Mexico outside of Surfside, TX and Port Aransas, TX. There is a good community of Hobie Island people all along the Texas coast, so perhaps some of them have some more info to share or questions to answer.
For an idea of what it is like sailing a small boat along the Texas coast, look up the Texas 200.
This person completed the event in an AI in a few years ago.
From another person's account on the Texas 200 web site,
The course and calendar are chosen for a reason. In June, on the Texas gulf coast, the wind typically blows steady and strong from the south to southeast. The course lies generally northward, within the barrier islands that buffer the Texas coast. The result is mostly downwind sailing, in mostly “protected” water. June is after the season of spring thunderstorms and before hurricane season, eliminating those extreme scenarios. The downside is that June in south Texas is hot and humid.
Best of luck to you! I look forward to following your adventures.
-Chris