The 200+ Best Road Trip Questions To Keep Your Car Ride Boredom at Bay

We may have been compensated through an experience or products from the links and companies mentioned in this post. Thank you for supporting my small business. Please see my disclaimer for more info.

The 200+ Best Road Trip Questions To Keep Your Car Ride Boredom at Bay

Road trips are the perfect opportunity to catch up with friends or family, bond over shared interests, and learn more about one another.  But sometimes, keeping the conversation flowing while spending hours on the open road can be challenging.  To help spark some interesting discussions, I’ve compiled a list of fun car ride questions to ask on your next road trip.

Great Questions are a Great Way to Make Great Conversation

  1. What is your favorite road trip memory, and why?
  2. What are the top 5 songs you would want to listen to on a road trip (or create a custom playlist)?
  3. Who would be in your ideal road trip carpooling squad (name all the people)?
  4. If you could go anywhere in the world on a road trip, where would it be and why there specifically?
  5. If you could choose any vehicle for your next road trip, what would it be, and why that one in particular (think convertibles, RVs, motorcycles, etc.)?
  6. If money was no object, what kind of crazy road trip adventures would you go on (think bungee jumping off a bridge into a river or driving through multiple countries in 24 hours)?
  7. If you could choose any musician or band to be the soundtrack to your road trip, who would you choose and why?
  8. Who is your favorite character from a movie or TV show that takes place during a road trip, and why do you like them so much?
  9. What is the scariest movie you’ve ever seen?
  10. What are some of the best roadside attractions you’ve ever seen, and what made them so special?
  11. If you could take a road trip to any destination in the world, where would it be and why there specifically?
  12. What are some of your favorite funny or interesting stories about taking road trips with friends or family members over the years?
  13. What is one thing you could remove from your daily routine?
  14. What’s your favorite thing about road trips?
  15. Have you ever gone skinny dipping?

Use Some Funny Questions To Keep it Light On Your Long Car Ride

  1. If you could have a conversation with any famous person, living or dead, who would it be?
  2. What’s one item on your bucket list?
  3. Did you have a best friend as a child?  Are you still in touch?
  4. If you could live anywhere in the world, where would it be?
  5. What was your worst date ever?
  6. What is the best date you’ve ever been on?
  7. Do you remember your first date with your spouse?
  8. If you could eat one food for the rest of your life, what would it be?
  9. If every movie you ever watched for the rest of your life starred the same famous actor as the main character, what actor or actress would you choose?
  10. If you could only eat one food for the rest of your life, what would it be?
  11. What’s your favorite road trip memory?
  12. Are we there yet?
  13. What is your favorite thing about [insert place you’re visiting]?
  14. If you could have dinner with any famous person, alive or dead, who would it be?
  15. What’s one item that’s on your bucket list?
  16. Have you met anyone famous?  Who and how?
  17. If you could live in a new place tomorrow, describe where and why you would move there.
  18. What’s your favorite road trip memory?
  19. If you could only eat one food for the rest of your life, what would it be?
  20. What’s the best piece of advice you’ve ever received?
  21. If you won the lottery tomorrow, what would you do with the money?
  22. What is the first thing you would purchase if you won the lottery?

Fun Questions and Good Conversation are Road Trip Essentials

  1. If you had to give all the money, you won in the lottery to a charity, which charity would you choose and why?
  2. What would you like to change about yourself physically?
  3. What would you like to change about your personality?
  4. What is your favorite personality feature?
  5. When have you felt the most at peace in your life?
  6. If you could either be invisible or have the ability to fly, what would you choose?
  7. What is your favorite physical feature?
  8. Can money buy happiness?
  9. What’s one talent that you wish you had?
  10. What instrument speaks to your soul the most?
  11. Describe yourself in three words.
  12. If you could trade places with anyone in the world, who would it be?
  13. What’s the funniest thing that’s ever happened to you?
  14. Who is your hero?
  15. Have you ever broken the law?
  16. How have you changed in the last ten years?
  17. Where is the best place to vacation?
  18. What do you hope to accomplish in the next five years?
  19. Ten years from now, where do you see yourself?
  20. What was your childhood dream job?
  21. Are you more like your mom or your dad, and in what ways?
  22. What do you wish your parents would have done differently with you?
  23. Have you ever had a spiritual experience?
  24. What advice would you give to your younger self?
  25. Do you believe in ghosts?  Why or why not?
  26. UFOs: real or fake?
  27.  What do you think happens after we die?
  28. Have you ever broken a bone?  Which one?
  29. What is your favorite thing about the trip so far?

Embarrassing Moments, Scariest Movies, and Meaningful Conversations

  1. What is your favorite thing to eat on the road?
  2. When have you exhibited bravery?
  3. What is your favorite thing to do when you’re bored in the car?
  4. What’s your favorite song to sing on a road trip?
  5. What is your favorite place to go on a road trip?
  6. What is your favorite road trip memory?
  7. What’s the best book you’ve read on a road trip?
  8. What’s the most amazing animal you’ve seen on a road trip?
  9. Have you ever had a flat tire on a road trip?  How did it happen, and what did you do?
  10. What’s the longest road trip you’ve ever been on?
  11. If you could travel around any country with no time and financial restrictions, what country would you choose?
  12. Who is the most interesting person you’ve met on a road trip?
  13. Who are the three people who have influenced your life most dramatically?
  14. If you could live anywhere in the world, where would it be?
  15. If you could have any job in the world, what would it be?
  16. If you could have any superpower, what would it be?
  17. If you could meet any famous person, dead or alive, who would it be and why?
  18. Have you ever been drunk?  Did you enjoy it?  Do you remember it?
  19. What is something from your bucket list?
  20. What are three things you can’t live without?
  21. If you could only eat one food for the rest of your life, what would it be?
  22. If you could only drink one beverage for the rest of your life, what would it be?
  23. What’s the funniest thing that’s ever happened to you?
  24. What is the most embarrassing moment you’ve ever had?
  25. What is the most embarrassing thing you have seen?
Pink background with "Hip Grandma Merch" available on front

Random Road Trip Questions Make Fun Conversation Starters

  1. If you could trade places with anyone in the world for a day, who would it be and why?
  2. What is your guilty pleasure?
  3. Do you watch Reality TV?  What’s your favorite Reality TV show?
  4. What is your favorite theme park?
  5. What theme park would you go to anywhere in the world?
  6. What would your dream job be?
  7. What’s the best piece of advice you’ve ever received?
  8. What is the best book you’ve read in the past year?
  9. Who is your favorite author, and why?
  10. What is the strangest thing you’ve ever eaten?
  11. What is your favorite roller coaster?
  12. What three things would you bring from your house in the event of a zombie apocalypse?
  13. If you could be a leading expert in something immediately, what would it be?
  14. What talent do you wish you had, and would you like to have it instantly or have to work for it?
  15. What is your primary love language (gift-giving, quality time, acts of service, physical touch, words of affirmation)?  What is a fun way to receive love from a friend?
  16. Are you a morning person or a night owl?
  17. What time period would you go to if you had a time machine?
  18. What event would you most like to observe at any time throughout the history of the world?
  19. What was your first concert?  How old were you?
  20. What was one of the most romantic moments of your life?
  21. What things do you have that you cannot live without?
  22. Have you ever wished to be a celebrity?  For what would you like to be famous?
  23. Do you consider yourself an optimist or a pessimist?
  24. If you could move anywhere in the world, where would it be?
  25. Have you ever doubted your faith?

Questions About Road Trips and Great Memories Are a Great Way to Bond

  1. Have you ever written a poem or a story, and if so, do you still have it?
  2. Did you have a favorite teacher?  What made them great?
  3. Who is the funniest person in your life?
  4. What are the three words you would use to describe each person in the car?
  5. Do you believe in love at first site?
  6. What aspects of having children didn’t turn out how you expected?
  7. What’s your best party trick?
  8. Where is the most beautiful place you have been?
  9. What makes you sad?
  10. What fascinated you as a child?
  11. What was the neighborhood you grew up in like?
  12. Did you consider your childhood to have been a happy one?
  13. Did you get along with your siblings as a child?
  14. What things are most important to you in choosing a home?
  15. Did you work while you were in college?
  16. Where is the first place you went on a big vacation?
  17. Did you have nicknames as a child?  How did you feel about them?
  18. Describe your favorite place to spend the summer.
  19. Where did you go on your honeymoon?
  20. What was your wedding like, and what were your favorite parts?
  21. Did you have a job when you were in high school?
  22. Have you ever been camping?
  23. Do you have a dream you haven’t achieved yet?  Will you keep trying?
  24. What was something you were surprised to learn when you moved out of your parent’s house?
  25. What was your first job, and how did you get it?
  26. How did you get to school when you were a child?
  27. What were you like when you were 20?
  28. What is your favorite holiday?  Why?

Random Road Trips Questions are the Best Way to Make the Time Go Faster!

Are you enjoying this list of road trip questions?  Outfit yourself for your next trip with this Wander Woman t-shirt

  1. What is your favorite season?  Why?
  2. Was there something you believed all through childhood and were surprised to find out was false?
  3. Have you ever stayed up all night?  Why?
  4. What has made your faith stronger?
  5. Which people have had the most significant influence on your life?
  6. When in life have you felt most alone?  What gave you strength during those times?
  7. Which fads did you embrace while growing up?
  8. What things did your parents argue about when you were little?
  9. How do you decide when to change jobs?
  10. What is one of the stupidest things you’ve ever done?
  11. Have you ever had to make a tough moral decision?  How did it turn out?
  12. What was an unusual compliment you once received but appreciated?
  13. Do you like board games?  What are some of your favorite fun games?
  14. Do you participate in April Fools’ Day fun?
  15. What is your favorite April Fools’ Day joke or memory?
  16. How did you choose your children’s or pets’ names?
  17. How did you meet your spouse?
  18. When did you know you wanted to marry your spouse?
  19. What do you remember most about your marriage proposal?
  20. What is your favorite way to spend a Saturday?
  21. What do people assume about you that isn’t true?
  22. What commercial do you remember most from tv?
  23. Did you play sports in High School?  Which ones?
  24. Have you broken any habits over the years?
  25. How did you decide if you wanted children?
  26. How did you decide how many children to have?

Best Questions for Road Trip Entertainment

  1. What was your favorite tv program as a child?
  2. What did you want to be when you grew up?
  3. What is the worst thing that has happened to you at the doctor or dentist’s office?
  4. Do you have any ancestors who made history?
  5. What are some of your pet peeves?
  6. What is your biggest fear?
  7. Have you ever had a disaster in the kitchen?
  8. Have you ever sued someone or been sued by someone?
  9. What was it like learning to drive?
  10. What is your most memorable sports moment?  Were you playing?
  11. Did you ever think of joining the military?
  12. Have you ever volunteered for something that nobody else was willing to do?
  13. What is your favorite recipe?
  14. Can you remember a great opportunity you turned down?  Do you regret it, or was it the correct choice?
  15. What do you wish to be remembered for?
  16. Do you make New Years’ Resolutions?  Do you keep them?
  17. Did you enjoy sleepovers as a child?
  18. What food do you love that most people don’t?
  19. Have you ever been fired?
  20. What is your morning routine?
  21. Do you have a green thumb?  Tell about your most tremendous gardening success or failure.
  22. What is your best relationship advice?
  23. Were you ever teased about anything as a child?
  24. What is your favorite children’s story, and why?
  25. Have you ever tried any drugs?  Smoking?  Marijuana?
  26. What song brings back a specific memory for you?
  27. What’s a gift you always wished someone would give you?
  28. What is the best gift you’ve ever received?
  29. What is one of the worst trips you’ve ever taken?  What went wrong?
  30. Have you ever experienced a major storm?  Tornado?  Hurricane?  Monsoon?  Tidal Wave?  Drought?
multi-colored background with the words "let's be friends" printed on top with "click here to join the facebook group"

Deep Road Trip Questions for Reflection

  1. What is one of your favorite memories of your mother?
  2. What are you hard on yourself for?
  3. Did you ever move as a child?  What was that experience like?
  4. Have you ever gotten into trouble at work?  What for?
  5. What is your first memory of a major news story?  What was it?
  6. If you were trapped on a deserted island and could bring one item, what would it be?
  7. Did you ever get into trouble as a child in school?  What for?
  8. What food could you eat every day for the rest of your life and never get tired of it?
  9. What would you do if you had to spend a week with no internet?
  10. What deceased musician or singer would you most like to see in concert?
  11. Would you rather live in the mountains or the city?

Wrapping it All Up

Check out the six health benefits to taking a road trip from my friends at the Odyssey! The next time you hit the open road for a long drive, don’t forget to pack a few conversation starters and fun road trip questions.  You can print this list of questions off or pull them up on your phone!  What are some of your favorite questions or games to play while on a road trip?

If you liked this article, you’ll probably like these, too!

PIN image for Questions for Road Trips showing women in a car laughing