Born To Be Wild by Steppenwolf

When is this song NOT appropriate? Seriously, this is the perfect road trip opener. Especially if you're on a motorcycle. We weren't, but Terry wished he was, so this kinda got Terry into the spirit of roadtripping in a cage (that means car). Also, everyone knows the words so it's awesome for singing along.

Carry On Wayward Son by Kansas

This is a good mid-trip song. Like, "Oh god we've been on this road FOREVER, when does it stop?!?!" It lets you know, "Carry on, you're eventually gonna get there. Chill." Also, awesome for singing along.

We're Not Gonna Take It by Twisted Sister

Reason 1: Sing-a-longs!
Reason 2: Bad ass old 80's metal!
Reason 3: Do we need another reason?