100+ Fun, Silly and Thought-Provoking Road Trip Questions for Couples!


Heading on a long road trip and need some fun questions to ask each other to pass the time!? We got you! Here are 100+ fun road trip questions for couples, families or friends!

In a few weeks, we’re taking a family road trip to Florida and I am so excited! It’s been a little too long since we’ve taken a trip. Almost two years to be exact, so I am SO ready to start traveling again!

Not too excited that our final destination is 17 hours away.. I wish it was just a LITTLE closer, but it’s going to be a fun trip regardless! And although long, the car ride is always one of my favorite memories from our trips. When do you ever get to spend that much quality time with your family!?

road trip questions

Get to know each other a little more with these fun, silly and thought-provoking car ride questions. If you need help packing, check out our Ultimate Road Trip Packing List which includes over 50+ car ride essentials you can’t forget to pack.

100+ Fun Road Trip Questions for Couples, Families and Friends!

1. What would you do first if you won the lottery?

2. If you could have one superpower what would it be?

3. If you transformed into an animal, what would you be?

4. What is your dream job?

5. Do you have any regrets in life and if so what are they?

6. If you had to live somewhere else in the world, where would it be?

7. What was your most embarrassing moment?

8. If you got to star in one movie, what movie would it be?

9. If you could take a time machine back in time to a specific moment what would it be?

10. What is one thing you would ask your future self?

11. Would you rather have more time or more money?

12. What was the scariest moment in your life?

13. What are three things on your lifetime bucket list?

14. Would you rather work a corporate job or work for yourself? And why!?

15. If you had to live in a different decade, when would it be?

16. What are some of your biggest pet peeves?

17. If you got to meet one famous person in the world, who would it be?

18. What are some of your favorite games to play on long car rides?

19. What was the best meal of your life?

20. If you could only bring three things to a deserted island, what would they be?

21. What is an embarrassing thing you’ve done that you have never told anyone?

22. What is your idea of a perfect date? (Describe where you are, who you’re with, the food you’re eating or what you’re doing)

23. How many state capitals can you name?

List of Road Trip Questions

24. What is the most beautiful place you have ever been to?

25. What is your favorite song of all time?

26. If you could make money doing anything you wanted, what would you do?

27. What are some of your current goals? How about life goals?

28. What is your most used social media platform? And how many hours a day do you use it?

29. What is something you wish you would’ve learned or figured out earlier?

30. In your opinion, what is the best way to make someone happy?

31. What is one thing you would do if you knew you couldn’t fail?

32. When was the last time you did something for the first time?

33. What is the best thing you have done for someone?

34. What is something fun you did with your whole family?

35. Describe your dream home. Where is it? What does it look like?

36. What is a guilty pleasure of yours?

37. If you got to meet any TV character, who would it be?

38. What is the best book you’ve read?

39. Where do you want to go for your next trip?

40.What was the first country you visited or would like to visit?

41. Who or what motivates you in life?

42. What do you like best about family road trips?

43. List some of your worst habits.

44. What are your top three favorite bands?

45. How do you think someone else would describe you? 

46. What is your favorite thing to do in your free time?

47. What is the best piece of advice someone has told you?

48. If you had the opportunity, what is one thing you would change about your physical appearance and why?

Car Ride Questions for the entire family!

49. What is your favorite high school memory?

50. If you could bring one species back from extinction, what would it be?

51. What was your favorite TV show growing up?

52. Do you prefer warm or cold weather?

53. What is your biggest fear?

54. If you could only shop at one store for the rest of your life, what store would it be?

55. What do you think are your best qualities?

56. If you were in a natural disaster and only had time to take three things with you before you had to evacuate, what would they be?

57. What is one thing you would like to learn how to do?

58. Would you rather work at a job you don’t like, but pays you a lot of money, or work at a job you love that doesn’t pay you a lot?

59. Would you rather take a vacation to the beach or to the mountains?

fun road trip questions

60. What is your primary love language? (words of affirmation, quality time, physical touch, acts of service or receiving gifts)

61. What was the best purchase you have made in your life?

62. Who is your favorite social media influencer and why?

63. What are three things you want/wish your home had?

64. What is an achievement that you are most proud of?

65. Are you a morning person or night person?

66. What is the scariest movie you have ever seen?

67. What is the craziest thing you’ve ever done?

68. If you could ask your pet three questions, what would you ask him/her?

69. What are some of your favorite family traditions?

70. What is your favorite holiday and why?

100+ Road Trip Conversation Starters!

71. If you could invent anything in the world, what would it be?

72. What is one thing you cannot live without?

73. Do you like your job or is there something else you would rather do?

74. If you were to ask Siri to play a song right now, what song would it be?

75. What are three qualities you look for in a friend? What about a significant other?

76. Are there any conspiracy theories that you believe in?

77. What is your favorite fast food place?

78. How many pairs of shoes do you own?

79. What was the coolest field trip you went on in school?

80. Who do you want to see in concert next?

81. If you had the opportunity to go back in time and change anything about your past, would you do it? If yes, what would you change?

82. What was the happiest moment in your life?

83. If you were to go to the hairdresser right now, what would you get done?

84. Are you usually early or late to events?

85. List three of your favorite memories!

86. What was the best concert you’ve been to?

87. Do you think money can buy happiness?

100+ Random Road Trip Questions

88. If you could be known for one thing, what would it be?

89. What is your favorite theme park you have been to?

90. What is something you are glad you did, but would never do again?

91. Where is the farthest place you’ve traveled?

 92. What are you most excited for when you arrive at your destination?

93. What is your favorite board game?

94. Would you rather never brush your hair again or never brush your teeth again?

95. What was the first National Park you ever visited?

96. Have you ever had a broken heart?

97. What is something fun you have done that took little planning?

98. Do you prefer chocolate or candy?

99. What do you think is the most interesting historical event?

100. In your opinion, what is the worst thing that could happen to you?

101. Name three of your favorite movies of all time.

102. What is your favorite thing about a long drive?

This post shared over 100 fun road trip questions for couples, families or friends to pass time while traveling!


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