100 Questions to Ask on a Road Trip: Couples Edition (FREE Printable Inside!)


Ready to add some fun to all those hours in the car?! Here are 100 Road Trip Questions for Couples!

I love love love road trips for the adventures they bring, the slower pace of life, and the opportunity to bring my pup along on the adventure. With this being said, road trips can also get a bit long and boring on those flat freeways. This is an ULTIMATE list of fun questions to ask on a road trip for couples!

100 questions to ask on your next road trip for couples.

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Psssst: There’s a FREE printable copy of these 100 questions to ask on a road trip! It’s a super cute mini book to collect all your awesome memories! It’s at the end of the post!!


Childhood Questions to Ask on a Road Trip for Couples

  1. What is your favorite childhood memory?
  2. What was your favorite vacation as a child?
  3. What movie did you watch the most growing up?
  4. Who was your favorite teacher? Why?
  5. What memory do you have from elementary school?
  6. Where was your favorite place to spend time when you were a child?
  7. What was the most embarrassing thing that happened to you in school?
  8. How many different schools did you attend?
  9. What was your favorite thing about high school? Least favorite?
  10. What did you want to be when you “grew up” (as a kid)?
  11. What pets did you have as a child?
  12. What did you like about having siblings/being an only child?
  13. What was your favorite holiday as a kid? Why?
  14. Did you ever get in trouble in school? What did you do?
  15. Did you ever get in trouble at home? What did you do?
  16. Did you break any bones as a child?
  17. Did you have to get stitches as a child?
  18. Who was your celebrity crush as a teenager?
  19. What was your irrational fear when you were growing up?
  20. What is your favorite sport (or any team/club) memory?

Present-day Road Trip Questions

  1. What is your favorite vacation memory as an adult?
  2. Least favorite vacation memory?
  3. What is the scariest thing you have ever done?
  4. What are you the most scared of?
  5. Where are your top 5 bucket list locations?
  6. Top 5 bucket list experiences?
  7. What is your most stressful travel memory?
  8. What is your most embarrassing moment as an adult?
  9. What would you tell your younger self?
  10. What do you love most about yourself?
  11. What do you like most about your current job?
  12. What is something new you have learned in the last year?
  13. What is your favorite way to relax?
  14. What are your three favorite hobbies?
  15. What would your perfect Saturday look like?
  16. Do you have any hidden talents?
  17. What talent do you wish you had?

Tip::: Do you still need help planning your road trip?? Be sure to check out this ULTIMATE road trip planning guide first!


Future Questions to Ask on a Road Trip For Couples

  1. Where do you want to be in 5 years?
  2. What would be your perfect retirement life?
  3. What is your perfect job?
  4. How many kids do you want to have? Girls? Boys?
  5. What do you want to name your kids? Why?
  6. If you could live anywhere for the rest of your life, where would it be?
  7. What does your dream home look like?
  8. What does your dream yard look like?
  9. What scares you about the future?
  10. What are you most excited for about the future?

Couple in the car on a road trip.

Relationship Questions to ask on a Road Trip

  1. What did you notice about (your partner) first?
  2. What is your favorite thing about (your partner)?
  3. What is your favorite date that we have been on?
  4. What would be an ideal date?
  5. What is your biggest pet peeve about me?
  6. Where would be your perfect honeymoon?
  7. What kind of wedding do you want to have? Outdoors? Church? Destination?
  8. What three words would you use to describe me?
  9. What is your love language?
  10. When have you felt the most loved?
  11. What are you the most thankful for in our relationship?
  12. What are you looking forward to the most in our relationship?
  13. If you could live in one of the spots we have vacationed, where would it be?
  14. Why did you decide to initially ask me out? (or vice versa)
  15. What memories do you have of the first time we met?
  16. What song best describes our relationship?
  17. What movie/show best describes our relationship?
  18. What do you think has changed from when we first met/started dating?

Looking for more road trip fun? Check out this list of 201 TRIVIA QUESTIONS (all USA road trip related of course!)


Random Questions to ask on a Road Trip

  1. If you could be an animal, what would you be and why?
  2. What is your favorite color? Why?
  3. What is the significance behind your favorite number?
  4. If you had 1 million dollars, what would you buy?
  5. If you could live forever, would you?
  6. If you could meet any celebrity, who would it be?
  7. If someone were to make a movie about your life, who would play you?
  8. What three things would you bring with you to a deserted island?
  9. What time period would you most like to experience for a day?
  10. If you were invisible, what would be the 1st thing you would do?
  11. If you were given 100,000 dollars to help others, what would you do with it?
  12. If you could only eat one food for the rest of your life, what would it be?
  13. You have been gifted a cabin stay for one week. There is no internet, TV, or phones. How will you spend your time?
  14. What is your funniest drunk memory?
  15. If money wasn’t an issue, what new hobby would you try?
  16. What would your plan be in a zombie apocalypse?
  17. Have you ever met or seen a celebrity?
  18. Do you believe in ghosts?
  19. If you could switch places with anyone for a day, who would it be?

Road through the Blue Ridge Mountains.

Would you rather Questions to ask on a Road Trip

  1. Would you rather have no arms or no legs?
  2. Would you rather be Spiderman or Iron Man?
  3. Would you rather live in a castle or a small cabin in the woods?
  4. Would you rather be a lion or a bird?
  5. Would you rather be president or be a movie star?
  6. Would you rather give up your smartphone or all sweets?
  7. Would you rather have the power to turn invisible or to fly?
  8. Would you rather have super-strength or elastic arms?
  9. Would you rather have three legs or three arms?
  10. Would you rather have unlimited money or live forever?
  11. Would you rather time travel to that past or the future?
  12. Would you rather visit outer space or travel to the future?
  13. Would you rather live in the mountains or near the ocean?
  14. Would you rather be able to breathe underwater or fly will the birds?
  15. Would you rather have a live-in maid or a live-in chef?
  16. Would you rather be able to talk to animals or aliens?

Road Trip Inspiration

Are you looking for the next opportunity to ask your partner all these fun road trip questions?? Look no further… 🙂 Check out these awesome (and super affordable) itineraries and start planning your next epic road trip!

Texas to Colorado

On this road trip, you will visit a state park (with a lighthouse rock formation), marvel at the Garden of the Gods park, take a Gondola across the Royal Gorge, and slide down the massive dunes at Great Sand Dunes National Park.

New Mexico Tour

The highlight of this trip is of course White Sands National Park, buuuut New Mexico is full of hidden gems. You will take awesome hikes, stay in unique airbnbs, and explore the COOLEST interactive museum.

Minnesota North Shore

If you find yourself way up north, do not miss taking this scenic trip! Beginning in Duluth, MN you will pass lighthouses, hike to waterfalls, and have amazing views of Lake Superior the entire way!

Southeastern USA

Plan this trip in October and you will be met with magical fall colors. Throughout your drive, you will find the most beautiful state parks (with amazing waterfalls), a quaint German village, apple orchards, and so much more!


100 Questions to ask on a road trip for couples free printable.

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