The Medina house, it's like they can't get to the part of a pool and bar on the side of their house. There's nothing in the way, but they can't/won't go there. They don't route fail, they just walk to some random part of the yard and do the "mix a drink" animation. And then pull out a remote and watch TV. From the yard. The TV that's inside the house facing the other direction. XD
The Amigos get stuck when they are trying to boat somewhere, but most of the time pop loose or reset back to shore. Their big problem is that, being active, loves the outdoors types, they want to swim and play catch (over and over and over) and act like they can't do either from their lot. I observed this when they were inactive and I couldn't figure out what they were freaking out about (I was using Master Controller to open and observe houses that were most likely to have problems). When I made them active they still wouldn't stop. They wanna swim. They wanna play catch. Until the end of time. But there's no room for catch and I guess the terrain is too steep for them to get in the ocean (which might be why they get stuck with the boat)? Ironically, I move them onto a houseboat with even less room than their original lot and they never try to swim or play ball anymore. Now they spend most of their time in bed. It all worked out just fine.
Anyways, these aren't huge problems and might have never caused any issues. I only noticed because when I'm making a "starter" save I am on the lookout for anything that could potentially be a problem in the future. I hope it doesn't sound like I'm complaining because I certainly didn't mean it that way. I'm super grateful that you did all this and made it available to everyone. So many people want to play IP and think it's not possible. I always send them your way. :D