Always amazed at these kinds of threads!
And we wonder why GA isn't on the upswing.
Everybody either recommends an airplane that the OP has no chance of being proficient in or getting insured in as a new PPL holder, or they tell him he's being unrealistic.
To the OP:
Your mission is very doable! In fact, it mirrors my reasons for getting my PPL almost 4 years ago.
I wanted to fly my wife, kids and dogs anywhere and everywhere, but mainly to my ranch in the hill country.
Here's what u do: get your PPL then go straight into instrument training. U should be able to get your IR within 18 mos of starting on your PPL. Don't, I repeat, don't fly your wife or family until u have 100 hrs, minimum!
Once u have your IR, go buy a plane. I chose a T206 because they're dirt simple to fly and they'll haul everything u need to take.
U will not get insured in a pressurized aircraft nor a 210. (Why the guys on this board keep recommending them is a mystery to me)
A bonanza "might" work but useful load and cg issues concern me.
A Saratoga or a Cirrus would also be options.
Know that flying to Telluride with the family will probably not happen until yr 3 or 4 and when it does, it'll take a good 6 to 8 hrs. No big deal though right? You're fulfilling your dream and it's a great adventure!!
Once u get to 400 or 500 hrs u can then start looking at pressurized and or higher performance.
U can do this!! Just have your eyes open going into it, set your minimums, and fly, fly, fly!
Go sign up for lessons tomorrow.
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