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The most important thing of any long road trip is the music selection. Think that through before you consider ANYTHING else.
The next thing is road food. There are two kinds: from home and from the side of the road. You'll need both. Take along a cooler and some bags packed with stuff you'll need when nothing else is in sight. Then, buy stuff along the way, too. While on the road, you are not allowed to buy anything that is remotely healthy. A road trip is fun. Junk food only.
When overnighting, then you can enjoy a nice eatery budget permitting.
The next thing you need to worry about is what is the policy concerning hitchhikers of the opposite gender. If you were to see two nubile (or semi-nubile, or even 1% nubile) young women hitching, would you pick them up? Once (if) you were to spot such a thing, you don't have time to decide. Make sure you know ahead of time.
Next up is sleeping. Hotels? Motels? Camping? The ditch? All of them are fine, but require different equipment and budgets. Also, do the hitchers (if you checked YES above) go over-night? Decide now!
Okay, now we're getting close to go. Start thinking about your car. When was the last time it broke down? If it rarely breaks down, then it will on the trip, but no amount of preparations can be taken. It won't be ANYTHING you can fix roadside. If your car breaks down all the time, why are you worried? You're used to it by now.
Next is the route. Interstates are BORING. Gas stations are frequent, and often have clean washrooms and lack colourful characters that eye the members of your group with that "oh, the things we could do" look. Years back I was in a very remote area in a western US state where we stopped for gas. In the service bay was brand new Volvo 850 (just introduced that year) and the "mechanics" were busy removing the front fenders. Road trip memories like that are not to be found on the Interstates.
Your AAA card is good for jail bonding in most places, and as an extra you could use it for getting a tow too. How's about that?
Have fun!
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