Road Trip Conversation Starters

Keep the conversation going on your next family road trip with this list of silly and serious questions for all ages.

Lulls in conversation are normal, but when you and your family are on a road trip, you don’t want to sit in silence the entire time while the kiddos read, play games on their tablets or text.

Instead, prepare a list of questions to kick-start some conversation between you and your family. Here, you’ll find some silly and serious question to ask your children, plus some that are ideal for older kids and teens.

Once the conversation starts to flow, the only question you won’t hear on this road trip is, “are we there yet?”

Would you rather …?

  • Would you rather be able to run as fast as a cheetah or hold your breath as long as a whale?
  • Would you rather never get any more homework ever again or be paid $10 every time you do your homework?
  • Would you rather live near the beach or near the mountains?
  • Would you rather be able to teleport or fly everywhere?

If you …?

  • If you could have one superpower, what would it be?
  • If you could travel back in time, what period would you most like to visit?
  • If you could be any animal in the world, what would you be and why?
  • If you could only bring three things with you on a deserted island, what would you pick?
  • If you won the lottery, what would you do with the money?
  • If you had $10,000 to spend right now, what would you buy?
  • Aside from where you’re headed, if you could travel anywhere right now, where would you go?

Who is …?

  • Who is the person you most admire and why?
  • Who is the strongest person you know and why?
  • Who is the most overrated musical artist?
  • Who is your celebrity crush?

What is/are …

  • What is your biggest pet peeve?
  • What are some things on your bucket list?
  • What is the funniest joke you know?
  • What is your proudest accomplishment so far?
  • What three words would you use to describe yourself?
  • What was your favorite family vacation?
  • What was your least favorite family vacation?

Questions geared at older kids and teens

  • What are three things you like the most about your best friend?
  • Do you ever feel jealous of your friends? What makes you feel jealous?
  • What does the perfect day look like?
  • What does my generation not understand about your generation?
  • What was the happiest day of your life?
  • What is one thing you wish we knew about you?
  • What’s something that most people would be surprised to know about you?
  • If you had to switch lives with one person, who would it be and why?
  • What skill or hobby do you wish you were better at?


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