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Are We There Yet? 115+ Boredom-Busting Road Trip Questions

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by Deirdre KayeUpdated: April 25, Originally Published: Feb. 6, Maskot/Getty Images

Ah, road trips — what an adventure! Yet, as thrilling as the idea of rolling windows-down into the great wide open seems, not all road trips are the stuff summer dreams are made of. When you’re a kid, vacations typically mean you’re going somewhere you didn’t choose. At the end of the day, parents call the holiday shots since they’re the ones paying for them. They might choose a family-friendly vacation full of fun… but the big trip of the year might also be a pilgrimage to visit Great Aunt Martha, who lives 600 miles away with her seven cats. Even if parents do choose a dream kid’s destination, driving Griswold-style 18 hours from Ohio to Orlando isn’t exactly how kids would opt to get to Disney World. As for parents (especially those of us over the age of 30-ish), driving might be the cheapest, safest, or most practical option, but we know it’s going to do a number on our sciatica. Plus, 18 hours of “are we there yet?” just doesn’t seem like fun. So, what can you do to pass the time on your next family road trip? Road trip questions might keep everyone in the car entertained (read: distracted enough not to drive each other up the wall).

These questions will keep the conversation going for at least a couple of hours. Just spread them out between epic audiobooks, road trip games, kid-friendly podcasts, and screen time. We recommend printing several copies of these so that the fam can take turns reading them out loud (except for the driver, of course). It might save you at least one argument.

Fun, Silly, & Thought-Provoking Road Trip Questions

What’s the best meal you’ve ever had?

What food could you eat every day for the rest of your life?

What food do you wish you never had to eat again?

What song could you listen to over and over that never gets old?

What do you want to be when you grow up?

Do you think you want to be a mom/dad someday?

If you could change your name, what would your new name be?

If you could be the leading expert in something, what would it be?

If you could switch places for a week with anyone in the world, whose place would you take?

What is one talent or skill that you wish you had?

If you opened your own restaurant, what would you call it, and what would you serve?

What time period would you like to take a time machine to?

If you could be famous for anything, what would you choose?

Which instrument do you wish you could play?

What would you buy if you won the lottery?

What would you buy with an extra $50?

What celebrity would you like to meet?

If you could combine two animals into one, what would you make, and what would you call it?

If you could have a conversation with one non-living person, who would you talk to?

What musician or band do you most want to see perform?

What’s the first thing you’d do if you were president?

Which of the Deathly Hallows would you most like to have: invisibility cloak, philosopher’s stone, or elder wand?

If you could be invisible for one day, what would you do?

What are three things you’d try to save in a fire?

What is your most prized possession?

What would you do if you had to spend a week with no internet?

What three things would you bring to a desert island?

Who would you pick as your sidekick for the zombie apocalypse?

What’s your funniest memory?

What memory makes you sad?

What are you most proud of?

Which friend are you most proud of?

What do you wish we did more of as a family?

What do you love about yourself?

What do you wish you could change about yourself?

What is one thing you’ve learned in the last year?

What’s your favorite thing about me?

Where is the perfect hiding spot?

What’s the best dream you’ve ever had?

What animal do you most want to see?

Which animal would you most like to communicate with?

What two languages would you like to speak?

What does your dream house look like?

Which parent do you think you’re most like?

What’s your favorite sound?

What’s your favorite smell?

What’s your favorite season?

What’s your favorite book?

What’s your favorite holiday? Why?

What’s your least favorite holiday? Why?

What book do you wish they’d turn into a movie?

What is the best gift you’ve ever given?

What’s the best gift you’ve ever received?

How strict do you think we are on a scale of 1 to 10?

What’s your favorite family tradition?

If you could live with any TV family, which would you choose?

If they made a TV show about our family, what would they call it?

What’s your least favorite chore?

Is there a chore you really like doing?

Using one word, how would you describe our family?

If you could redecorate your bedroom, how would you make it look?

If you could do anything to your hair, what would you do?

Would you rather go to Disney World or Universal Studios?

Would you rather swim with dolphins or sharks?

Would you rather go to the beach or the mountains?

Would you rather walk or drive?

Would you rather go to the Winter Olympics or Summer Olympics?

Would you rather explore space or explore the ocean?

Would you rather live on the moon or Mars?

Would you rather be Batman or Superman?

Would you rather see live dinosaurs or be able to breathe underwater?

Would you rather fight one horse-sized duck or 10 duck-sized horses?

Would you rather be a police officer or a firefighter?

Would you rather meet a famous person or be a famous person?

Would you rather be a wizard or a superhero?

Would you rather have a cat or a dog?

Would you rather eat a lemon or a raw onion?

Would you rather be a dancer or a gymnast?

Would you rather be a ninja or a knight?

Would you rather control fire or water?

Would you rather never have homework or be paid to do homework?

Would you rather be a famous singer or a famous actor?

Who would win: Captain America or Captain Planet?

Who would win: Iron Man or Batman?

Who would win: Hawkeye or Katniss Everdeen?

Who would win: A shark or a bear?

Who would win: A honey badger or a wolverine?

Who would win: Andre the Giant or Yeti?

Who would win: Vision or The Invisible Man?

Who would win: Wolverine… or a wolverine?

What is the absolute best food you’ve ever eaten?

Who’s your favorite cartoon character?

If someone walked up and handed you $500 right now, what would you spend it on?

Who is your favorite teacher, and why?

What’s your biggest fear?

Sun or moon?

Sweet or spicy?

Silly or serious?

Fire or ice?

What are your biggest pet peeves?

What would happen on your perfect day?

Who are the three greatest living musicians?

What was your worst date? Tell a play-by-play.

What’s the most beautiful place you’ve ever been?

If you could live in any TV home, what would it be?

If we had to live in one of the places you’ve visited on vacation, which one would be your first choice?

What would you name your boat if you had one?

Which fictional character would be the most boring to meet in real life?

What do you think is the closest thing to real magic?

Who is the messiest person you know?

Where is the worst smelling place you’ve been?

What celebrity would you rate as a perfect 10?

What’s the worst movie you’ve recently seen? Why was it so bad?

What three things would you bring from your house in the event of a zombie apocalypse?

Which instrument speaks to your soul the most?

What is your most magical childhood memory?

What one piece of advice would you give your younger self?

How many bones have you broken?

If you could be more disciplined and wake up early, what would you add to you morning routine?

This article was originally published on Feb. 6,

During a road trip, there is no place you spend more time than in your car. I especially experienced it this summer during my road trip through Europe. As my boyfriend has the tendency to fall asleep while I’m driving, it was about time to learn how to pose entertaining questions!

In this post, I’d like to share with you some of the most fun, deep and absolutely random questions you can ask your travel companions on the road! These are meant to start the conversation, keep it going and strengthen the bond between you and your fellow travelers!

Let the time fly by with these questions below!

Questions to ask on a road trip

1. What are your favourite road trip destinations?

2. Are you an early bird or a night owl?

3. What superpower would you like to have?

4. Who is your celebrity crush?

5. If you could do anything you like all day, what would that be?

6. What is your favourite food?

7. What is your all-time favourite book or movie?

8. How would your dream house look like?

9. What would you do if you had just won the lottery?

10. Does pineapple belong on a pizza?

11. What makes you happy?

12. What did you want to be as a kid?

13. Which animal would you like to be?

14. Which person in this world do you love most?

15. What is your favourite childhood memory?

16. What is your favourite way to relax?

17. What achievement are you most proud of?

18. If every object in your life could only have 1 colour, what colour would it be?

19. What is your biggest fear?

20. What is the dish you know how to cook best?

21. What is your weirdest fear?

22. What is the longest time you’ve been without a shower or bath?

23. If you could choose 1 thing you cannot live without, what would it be?

24. What is the farthest place you’ve ever traveled to?

25. What is your morning routine?

26. If your house would be on fire and you could only take 1 object with you, what would you take?

27. What is your secret addiction?

28. What one thing do you love most about yourself?

29. What are your top 3 bucket list items?

30. Have you ever done anything illegal?

31. If you could change the past, would you do something differently?

32. If you would be granted 3 wishes, what would you wish for?

33. What is your biggest pet peeve?

34. What is a skill you’ve always wanted to learn?

35. What is your best pick-up line?

36. Who was your first crush?

37. Is there a person you’re jealous of?

38. Do you believe in luck or in hard work?

39. Is your glass half full or half empty?

40. Where in the world are you happiest?

41. What is your most embarrassing memory?

42. What was your favourite class in high school?

43. How do you want your life to look like in 10 years?

44. If you would ever go to jail, what would likely be the cause?

45. What is the weirdest food you’ve ever eaten?

46. What is your worst travel experience?

47. If you could change lives with someone else, who would you choose?

48. Who would you want to be stuck with on an island?

49. What are your personal goals for this year?

50. What is the longest period that you have been away from home?

51. Would you stand in a box full of spiders if they gave you $10.000 for it?

52. What is the most inspiring book you’ve read so far?

53. What is your favourite moment of the week?

54. What was the first purchase you ever made with your own money?

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55. Which movies make you cry?

56. Who do you call first when you’re in trouble?

57. Do you believe in a kind of god?

58. What was your most recent good deed?

59. Where is home for you?

60. What is your real-life superpower?

61. What were you doing at this exact moment 1 year ago?

62. What is your most useless talent?

63. If you had the chance to take a look into the future, would you do it?

64. What would you do if you had only one week left to live?

65. If your life was a book, what would be the title?

66. What is the worst travel advice you’ve ever heard?

67. Are you a cat or a dog person?

68. What is your best joke?

69. How often do you visit your family?

70. What is the most important animal in your life?

Road trip questions for couples

1. Say 3 things you love about each other.

2. What goal do you want to achieve together in the next 6 months?

3. How does your favourite date night look like?

4. What was your first impression of each other?

5. Which celebrity would be okay to cheat with?

6. What is the most attractive body part of each other?

7. When did you first want to kiss me?

8. Would you rather be kissing or hugging?

9. What is your definition of cheating?

10. How would you describe each other in 3 words?

11. What are you proud of in your partner?

12. What is your favourite memory of us?

13. How do you like to express love to another person?

14. How many pets would you like to adopt together?

15. What would be your favourite honeymoon destination?

“Would you rather” road trip questions

1. Would you rather be in a heatwave or a snowstorm?

2. Would you rather be blind or deaf?

3. Would you rather be poor and live a long, healthy life or rich and live a short life?

4. Would you rather be completely like your mom or like your dad?

5. Would you rather climb a mountain or go scuba diving?

6. Would you rather have a life without a or a life without internet?

7. Would you rather travel back in time or be invisible?

8. Would you rather watch a horror movie or a romantic comedy?

9. Would you rather be smart and ugly or dumb and pretty?

10. Would you rather have a house cleaner or a personal chef?

11. Would you rather want to be allergic to pizza or sushi?

12. Would you rather sing every word that comes out of your mouth or only be able to whisper?

13. Would you rather never be able to travel or never be able to have a home?

14. Would you rather find true love or win the lottery?

15. Would you rather want to be able to talk to all animals or speak every human language in the world?

Family road trip questions

1. What is something you should be doing more often as a family?

2. What is your most precious family memory?

3. What is a question you’ve always wanted to ask your parents?

4. Is there something that one of your family members has done recently that you admire?

5. Which family tradition do you like the most?

6. What is a funny situation that you experienced with one of your family members?

7. Which excuses did/do you always use to get out of household chores?

8. Which trait of someone in your family would you like to have?

9. What is something new that you’d like to do with the entire family?

10. What would a total stranger find extraordinary about your family?

11. What do you appreciate about your parents?

12. What was your favourite family trip?

Keep on going!

I hope you enjoyed all these questions and that you had some amazing conversations with your road trip buddies! I’m sure that by now you have enough inspiration to keep the conversation going and get to know each other even more!

I’m curious, what’s your favourite road trip question? Let me know in the comments below!

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