Road Trip Discussion Topics

The open road lends itself to deep(er) conversation. Take advantage of it.

I have a buddy who schedules road trips with people mostly so he can have a genuine conversation with them. Of course, they could do so in a restaurant or coffee shop, but something about the open road seems to open people up.

Maybe it’s because everyone is facing forward — staring at the road. Or maybe it’s because a person isn’t home, in his or her routine, and that leads to a sense of freedom.

Before I went on a road trip last year, I made a list of discussion topics a friend and I could kick around. And we actually used a few of them. I thought it might be fun to share the list with you. If you end up using any of them to get closer to someone, I’d love to hear about it.

Road Trip Discussion Topics:

  • If you could do one thing differently, what would it be?

  • What’re you most proud of?

  • What is your biggest weakness?

  • Describe your perfect day.

  • What is your biggest regret?

  • What’s something you should have done but haven’t.

  • What is your biggest fear?

  • How much money is enough for you?

  • Describe your relationship with money.

  • How many times have you been in love?

  • If/when the time comes, do you want to live in a nursing home?

  • What is your biggest failure?

  • What is your thorn, and how is God using it?

  • What is your biggest struggle?

  • Is the glass half full or half empty?

  • What is your most significant life-changing moment?

  • Tell me something I should know about you but don’t.

  • When did the Bible last change your mind?

  • Are you growing spiritually? How can you tell?

  • Describe your spiritual legacy.

What would you add to the list?

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