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Revised and Updated: 365 Connecting Questions for Couples

16 Road Trip Conversation Starters for Families

Family Road Trip!

Having an opportunity to blast some music, enjoy the beautiful scenery, and talk without interruptions are just some of the reasons we love road trips with our kids. Now, the older our kids are getting, the more challenge it is to get them to really open up (darn puberty!) and talk to us without hearing the same response: “I don’t know.”

These open-ended questions will get the entire family talking and laughing, but more importantly they’ll get your kids to open up about what’s going in their mind and who knows, you might even learn some new things about each other.

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Bookmark, screenshot or print this blog post and bring these questions along on your next road trip:

  • If you were given a $1,000, what is the first thing you’d buy and why?
  • Who is the funniest person you know? What makes them so funny?
  • What do you like best, breakfast, lunch, or dinner and why?
  • Think about a time when you felt happy. What was going on and who was with you?
  • Before cell phones, television and video games existed, what kinds of activities and things do you think people did during their free time?
  • Would you rather only be able to whisper or only be able to shout and why?
  • If you had friends all over the world, how would you keep in touch?
  • If you could make one rule that everyone in the world had to follow, what rule would you make and why?
  • What makes you really angry? What do you do when you’re really angry?
  • What does it mean to be a good person? What habits and values does a good person have?
  • Should you give money to a homeless person on the street? Why or why not?
  • Why do you think so many children and adults have a fear of going to the dentist?
  • Which friend of yours is the most funny? What makes them so funny?
  • If you were to start a nonprofit, what need would it solve in our community or in the world?
  • Would you rather win an Olympic gold medal or win a million dollar in the lottery?
  • If you could change one rule that our family has, what would you change and why?

Are you looking for more ways to get your kids talking about their feelings, friends, fears and future? Pick up a copy of our book 365 Connecting Questions for Families!


Written by Meygan Caston 

Meygan Caston is the co-founder of Marriage365 and lives in sunny Southern California with her husband Casey, their two children, and dog Hobie. She loves her family, the beach, writing, spa days, and helping couples connect in their marriage. Her life long dream is to live with the Amish for a month, walk the Camino, and have lunch with Brené Brown.

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