A v-tail (or any Bonanza, really) would be a great airplane for your stated mission.
Get the instrument rating in the plane. It will help you with flying cross countries, and it will help you with insurance going forward.
Join ABS. Get transition training from an experienced Bonanza instructor. V-tails are a joy to fly and not difficult at all, but like with any airplane, there are a few things you need to know to be confident and safe.
The only thing I didn't see in your posts is how many people you need to carry. V-tails are fantastic for two people and some luggage. If you want to routinely carry four adults and luggage, then I'd point you at the A36 (which has a higher price tag, though).
- Martin