Re: Overwhelmed sailing novice seeks advice
Buy a Cataline 22 or similar boat for next to nothing and keep it on a trailer near the Gulf. When you come down, set her up and sail.
My club (Apalachee Bay Yacht Club) actually has a Hunter 23 for use by members and you get facilities. Other nearby clubs prob do too. You could come down, live aboard (get yourself a cheapo Wal Mart Air Conditioner) and sail. You can always find experience ppl locally who want to sail for an afternoon.
Eventually, you'd find a bigger boat you want.