I have purchased every car except my current 200 at a dealership greater than 200 miles away, most over 1000 miles away. It just means I can be very very specific in what I want. I think it comes down to what level of risk you’re willing to accept. Buy a certified 200 from a Toyota dealership is the least “risky”, then a 200 from a non-Toyota dealer that is still under warranty, then no warranty, then a mom/pop dealer, then a private seller, etc etc. Just depends on what you’re willing to deal with. There’s also a limited number of places I believe could do a REALLY good private inspection of the car. I’d trust the folks on this forum more than I would some random Toyota dealer.
I also think you need to be ok with the possibility of buying a ticket to come straight back home. Never was an issue for me because I’d just go back to the airport, list for the jumpseat and go, but I do realize dropping $500 for a one-way ticket back when you got nothing could be painful. It’s a lot less painful than getting a vehicle you don’t want.
I didn’t have to fly back, but I once almost had to drive back in my trade from a dealer that tried to play games in the finance office. The guy started messing around with the numbers and kept “accidentally putting the wrong numbers on the paperwork”. I told him to stop immediately what he was doing, get the keys to my trade, and I’m leaving. The sales manager came out and asked what was wrong and after a discussion with him we got the finance manager to run things the right way and off I went. But I was fully willing to walk from a heck of a deal if there was nonsense.