Canada it is, then.
Fucking awesome. I'll throw the kid (sawhney89) in the back seat, head up to NY, stop at my aunt's place for lunch, drive up to VT, grill up some burgers and go for a swim on the lake, crash there for the night, then hit Canada the next day.
And, if everything works out as I'm hoping it will, I'll be dating 23 by then, so she can come with us and split the driving time. That way, I'm only looking at 3-4 hours a day. She's been driving for some time, and has owned a big car before, so it shouldn't take long before she gets comfy handling the beast.
I'm slightly protective about letting other people drive my car. Sawhney89's driving skills are far too poor for me to even consider allowing him to drive. When we're in his Scoobaru, I get nervous if I take my eyes off the road. He is far too inexperienced to drive my car. He's not completely in control of his Scoobaru, and there are a lot more things that need to be paid attention to in my car compared to his.