Road Trip Questions

Embarking on a road trip is an exciting adventure filled with opportunities for meaningful conversations and fun interactions. To make the journey more enjoyable and memorable, we’ve compiled a list of engaging questions perfect for any road trip.

Whether you’re traveling with family, friends, or new acquaintances, these questions will help spark interesting discussions, deepen connections, and keep everyone entertained along the way. From lighthearted and fun queries to more profound and thought-provoking ones, our carefully curated list of road trip questions ensures there’s something for everyone, making your travel experience truly unforgettable.

  1. What is the most trivial thing about which you have a strong opinion?
  2. What do you think would shock the younger you most about the older you?
  3. How PDA are you in a relationship on a scale of 1-10?
  4. If you could only keep three apps on your phone which would you keep? (Pre-loaded apps like Messages / FaceTime / calendars do not count towards your three).
  5. How much would someone have to pay you to be on the bachelor / the bachelorette?
  6. What rule did you argue over most with your parents?
  7. What is something you really resent having to pay for?
  8. Do you have an above or below average memory?
  9. You have $10m USD but you can only buy things that start with the first letter of your name. What do you buy?
  10. Would you rather have the ability to see ten minutes in the future or 150 years in the future?
  11. What is your best trivia category?
  12. What is one thing you’re good at that people don’t expect?
  13. What is the smallest thing for which you are grateful?
  14. What conspiracy theory is easiest for you to defend?
  15. If you could magically make one food or habit healthy, what would you choose?
  16. Which of your friends would you most want to be your manager? Which of your friends would you least want to be your manager?
  17. Who is your favorite of your exes?
  18. What is your favorite article of clothing that you own?
  19. What is your most controversial dating opinion?
  20. How has your opinion of your family changed over the years?
  21. At a party, where can someone find you?
  22. What is something that is not considered a luxury but you don’t think you could live without?
  23. What about life 100 years ago appeals most to you?
  24. What do you respect most about your best friend?
  25. What do you think you do better than 90% of people?
  26. Of everyone in the group with you right now, who would you choose to be your parent, sibling, child, and in-law?
  27. What do you get the most compliments about?
  28. What is your favorite chore?
  29. Ideally, how would you spend your birthday?
  30. If you lived in a colonial or Medieval village, what would your job be?
  31. What would be the worst way to die for you personally?
  32. If you could develop any one athletic skill overnight what would it be?
  33. What is something you’ve done / felt / seen / etc that you wish you could experience again for the first time?
  34. What is the luckiest thing that has happened to you? What is the unluckiest thing that has happened to you?
  35. What is your favorite free activity?
  36. In what way do you consider yourself unique? (You can’t opt out by saying you aren’t unique)
  37. What stereotype fits you best?
  38. What kind of shower-er are you?
  39. What is one thing that instantly makes your day better?
  40. Do you think you would perform better than average or worse than average in the Hunger Games?
  41. Which of your friends would you be most likely to follow if they started a cult?
  42. What is your least popular or most controversial opinion?
  43. What scientific or technological advance blows your mind? Is there any technology that seems so futuristic and advanced you’re surprised it actually exists?
  44. If you could change your name (first, last, middle, or any combination of the three), what would you change it to and why?
  45. What conspiracy theory if true would shock you the most?
  46. Which fictitious world would you most like to live in?
  47. What is the best Halloween costume you ever wore?
  48. What is your favorite household chore? What is your least favorite?
  49. What is your favorite purchase you have made in the last year?
  50. If you had to pick one friend to make all your decisions for you, who would it be?
  51. If you could have one mystery solved which would you choose?
  52. What is at the top of your bucket list?
  53. Have you ever been told that you have a doppelgänger? If so, who is it?
  54. What aspect of health is easiest to you? Most difficult?
  55. Which fictional character do you relate to most?
  56. What has changed the most about your beliefs in the last five years?
  57. In your opinion, what travel destination is most overrated?
  58. How important is the idea of “seeing the world” to you personally?
  59. What are you convinced people are pretending to enjoy?
  60. If you knew you had to present today, what would you feel most comfortable giving a TedTalk about?
  61. What is the strangest food combination you enjoy?
  62. If seasons never changed, which would you most like to live in eternally?
  63. Are you superstitious about anything?
  64. What is the most ordinary-seeming thing that you find fascinating?
  65. When stalking a potential love interest, what is your methodology?