Couples Questions for Road Trips: 220+ Great Conversation Starters

We love a good road trip. Driving to our destination means we can pack as much as we want and never have to deal with the lines at airport security. Plus, we can set our own pace and have fun exploring all the sites along the way. The real fun is that we get to enjoy uninterrupted time together.

To help keep the conversation going on those long drives, we’ve put together a list of over 220 couples questions for road trips that will keep you chatting the whole way. From lighthearted topics like celebrity crushes to more thoughtful ones about bucket list dreams, you’ll find plenty of starters for meaningful talks and shared laughter. There are even a few spicy ones if you’re feeling flirty!  

So, bust out the snacks, cue up the playlist, and hit the road with your favorite human. Our list will have you laughing at childhood memories, bonding over embarrassing moments, and embracing all the quirks that make you both who you are. You might even uncover a hidden talent or two. 

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Deep Road Trip Questions for Couples

Road trips are a great time to solve the world’s complex moral questions and dilemmas. I mean – all you have is time, right? This list of moral dilemma road trip questions is designed to challenge you and to get you talking. Embrace the friendly debates and let the deep discussions roll on as many miles as you can manage!

1. What’s the line for something to be considered cheating?
2. If your friend was cheating on their partner, would you tell their partner?
3. What is the worst thing you’ve ever done? Why did you do it and would you do it again?
4. Is there anything you want to happen so badly that you’d willingly commit a crime to make it happen?
5. What’s the worst piece of advice anyone has ever given you?
6. What do you believe your calling is?
7. Is there anything in your past that you would change?
8. How is your life different today from a year ago? 
9. What does friendship mean to you?
10. What would you do if you had one day left to live?
11. What crime would you commit if you knew someone else would take the blame?
12. What’s your biggest regret in life?
13. What’s your biggest fear about getting older?
14. If you could apologize to one person from your past, who would it be and why?
15. What negative thing has happened to you that actually turned out to be for the best?
16. In what ways are you most different from the person you were in high school?
17. Is it about the journey or the destination?

Road Trip Questions for Couples About Your Relationship

Use this fun list to spark intimate conversations about your relationship dreams, fears, and goals. Discussing relationships isn’t always easy, but a long car trip is a perfect opportunity to really focus on each other.

1. What made you say yes when I asked you out on our first date? Or what made you ask?
2. What was the first thing you thought when you met me?
3. Which is your favorite date night that we enjoyed together?
4. What is a date night you would like to try?
5. Is there anything about the start of our relationship you wish you could go back and change?
6. What are the first two adjectives that come to mind when you think about our relationship?
7. What’s good about how we are living our life right now?
8. When did you know you loved me?
9. In what ways has our relationship changed you?
10. What is something that you’re proud of that we’ve accomplished together?
11. What’s the hardest lesson you’ve learned in our relationship?
12. What’s your fondest memory of us as a couple?
13. What feature did you first notice about me?
14. What is your favorite thing about our relationship?
15. What’s an event or activity you’ve attended with me that you would have preferred not to have participated in?
16. What is your favorite thing we have done together as a couple?
17. What do you remember about our first date?
18. Where do you see us after retirement?
19. What’s been your favorite date during our relationship?
20. What TV show comedy best portrays our lives?
21. What was the most difficult obstacle that we’ve overcome as a couple?
22. What is one thing that you think sets our relationship apart from others?

Roadtrip Questions for Couples About Childhood

Take a trip down memory lane on your next road trip with these questions about childhood experiences. No matter how long you have been together, these questions can reveal a lot about how you each became who you are today. They are a fun way to spark conversations about growing up, family, school, and your formative years.

1. What was your favorite ‘center’ (art, music, and so on) in elementary school?
2. What’s your happiest childhood memory?
3. How would you describe yourself as a child?
4. Did you have a childhood hero or someone you looked up to when you were young?
5. What’s your favorite childhood vacation memory?
6. What was your favorite family vacation as a kid?
7. What’s the most embarrassing thing your parents ever caught you doing? 
8. Which parent are you most like and why?
9. When you were a kid, what name did you give your favorite toy or stuffed animal?
10. Which was your first magazine subscription?
11. What’s your favorite song from high school?
12. What book had the most impact on you in childhood?
13. What one piece of advice would you give your younger self?
14. What did you want to be when you were a kid?
15. What was your biggest fear as a child, and do you still have it?
16. Who was the worst teacher you’ve ever had? Why?
17. Who was the best teacher you’ve ever had? Why?

Road Trip Questions for Couples About Food

Long drives with lots of pit stops are perfect for discussing your favorite snacks and watering holes. You’ll learn who craves salty over sweet, which restaurants you need to experience together, and where you might discover the next great culinary delight. Debate pizza toppings, classic cocktail recipes, and the ideal road trip snack. 

1. What is your absolute favorite meal?
2. What food would you never eat under any circumstances?
3. What is your worst cooking attempt that was a disaster?
4. What is your favorite restaurant in our hometown?
5. What restaurant are you dying to try in our hometown?
6. What is your favorite cocktail?
7. What cocktail can you never drink again?
8. If you could only eat one or the other for the rest of you life would you choose Mexican or Italian food?
9. What’s the strangest food you’ve ever eaten?
10. What is your favorite doughnut?
11. If you could make the ultimate sandwich, what would be on it?
12. What is your must have snack food for road trips?
13. ​Salty or Sweet?
14. ​How do you eat string cheese? Peel apart or bite right in?
15. Which food do you hate but most people love?
16. What weird food rituals do you have? Pulling apart Oreos? Food not allowed to touch?

Road Trip Questions for Couples About Travel

These questions are all about travel – the good, the bad, and the ugly sides of it. Use these travel questions to remember past trips, get new ideas for this one, and plan for some future adventures.

1. What is the most useful travel advice you have ever received?
2. What is always in your travel bag, no matter where you are going?
3. If we were going to drive from East Coast to West Coast, where would you want to stop?
4. What is the most relaxing destination you have ever been to?
5. What is your least favorite destination you have visited?
6. What songs are on your travel playlist?
7. Of all the places we have visited together, which one would you want us to move to?
8. What overseas location would you most like for us to visit together?
9. What would be your ideal getaway for a long weekend?
10. Do you prefer music or podcasts for car rides?
11. What is your favorite part of travel?
12. What is your least favorite part about traveling?
13. What theme park would you most like to visit?
14. Which of our friends would you like to travel with?
15. What is your favorite travel memory from our trips together?
16. What was the first national park you ever visited? If not your favorite, which one is at the top of your list to explore?
17. Where would you like to go camping?
18. What’s your idea of a perfect vacation?
19. What is the country you want to visit most?
20. Name 5 places on your travel bucket list
21. What is the scariest travel experience you’ve ever had?
22. What experience would you most want us to enjoy together if money were no object?
23. What’s the most amazing place you’ve ever visited?
24. If you could travel in time, where and when your first destination would be?
25. Is there a place you’ve seen in a movie that you want to visit?
26. What’s the weirdest or most out-of-the-box road trip destination you would want to go to?
27. What’s one National Park you’ve always wanted to visit but haven’t yet?
28. What famous landmarks do you want to see?
29. What is one place you’re afraid of visiting but really want to see?
30. What is the top event you’d like to attend in your life (Mardi Gras, European Christmas Markets, Kentucky Derby, etc)?
31. What popular destination do you think is over-rated?
32. Which place have you traveled to and felt like home?
33. If you could take a road trip with anyone, living or dead, who would it be and why?
34. What would be your idea of a perfect 25th-anniversary trip?

Irreverent and Fun Road Trip Questions for Couples To Get You Laughing 

Roadtrips are the perfect time to break out of the daily grind and get a little goofy with your special someone. Don’t take yourselves too seriously with these fun and silly roadtrip questions. Go ahead – get creative, be ridiculous, and revel in the hilarious conversations that unfold. This list is guaranteed to generate lots of smiles, make you think, and bring you closer through laughter!

1. Is there anyone you would secretly love to punch in the face?
2. What embarrassing skill do you have?
3. If you had a cloak of invisibility, what would you do with it?
4. What’s the most cringeworthy thing you’ve ever said to someone you were attracted to?
5. Which of your friends would help you dispose of a dead body if you needed them to?
6. What are your best pick-up lines?
7. If we had a family band, what would the name be?
8. Which friend in our group would be the best to be stuck on a deserted island with, and why?
9. If we could get away with something illegal, what would we try and do together (without getting caught)? 
10. What silly law would you make if you became president?
11. If you had a pet parrot, what would you teach it to say?
12. What two common activities would be really weird if you did them back to back?
13. What’s an Olympic sport that doesn’t exist, but should?
14. What’s your best excuse to get out of plans?
15. If you could invent a holiday, what would it be and what traditions would it have? Think Seinfeld’s Festivus

What If Road Trip Questions for Couples

These are the “what if” questions – the questions that encourage you to imagine a life well lived. From the whimsical to the profound, this list of road trip questions for couples are designed to spark conversations about the hopes, dreams, and desires that drive you both. 

1. If you could travel in time, where and when your first destination would be?
2. What talent do you really wish you had?
3. What do you wish you could spend more of your time doing?
4. If you could choose one new talent to have, what would that be?
5. What new language would you most like to learn?
6. Describe the dream home you would build if money were no object.
7. Which skill would you most like to learn in the future?
8. How far would you be willing to relocate for a career opportunity?
9. If you could meet anyone, living or dead, who would it be?
10. What is something you want to learn more about?
11.  If you could go back in time, what year would you travel to? 
12. If you could retire anywhere in the world, where would it be?
13. Is there a habit you’d like to break?
14. What’s one thing you’ve always wanted to do but haven’t yet?
15. If you could live anywhere in the world, where would it be?
16. What’s one thing you want to accomplish in the next 5 years?
17. What do you think our lives will look like when we retire?
18. If you could live anywhere in the world, what would be your first choice and why?
19. If you could work your perfect job, what would it be?
20. If you were going to transport us into any era (either forward or back), where would we go and why?
21. If you were to go on Shark Tank, what idea would you pitch?
22. If you could live in any TV home, which one would it be
23. If we could only be neighbors with one other person, who would it be and why?
24. If we had an unlimited budget for this trip, what’s the first thing you would upgrade or add?
25. If you inherited 10 million dollars, what would you buy first (after all your bills/debt were paid off)?

Road Trip Conversation Starters

A long road trip is perfect for quality time and meaningful conversations with your travel crew. This list of questions is designed to ignite engaging discussions, storytelling, and captivating conversations with your fellow road warriors. The lighthearted, thoughtful, and imaginative prompts will uncover new perspectives, hilarious anecdotes, and illuminating insights. 

1. What is the nicest thing someone have done for you recently?
2. What is your worst guilty pleasure?
3. Can you think of a daring experience you’ve had?
4. What actions in a relationship would be a deal-breaker for you?
5. What red flag characteristics would make you want to have nothing to do with someone?
6. What is the best Wi-Fi name you’ve ever seen?
7. What is your favorite event in the Winter or Summer Olympics?
8.  If you had to change your first name, what would you pick and why?
9. What’s the most random fact you know?
10. What is your love language?
11. What is your favorite line from any movie?
12. What was the last thing that made you laugh out loud?
13. Describe your perfect weekend at home.

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Road Trip Questions for Couples to Dig a Little Deeper

A strong relationship is built on a foundation of trust, openness, and honesty. While lighthearted questions can break the ice, don’t be afraid to dive deeper by asking more personal questions. These couples road trip questions are an opportunity to create intimacy by being vulnerable and learning more about each other’s histories, values, dreams, and goals. 

1. What are you most proud of accomplishing in your life?
2. What advice would you give your 20-year-old self?
3. What’s your favorite family tradition?
4. Have you learned any important lessons from previous relationships?
5. What activities zap your energy the most?
6. Do you have any strange phobias?
7. What’s something you’re really good at that no one else knows?
8. Who is your most trusted friend in life and why?
9. What profession have you always admired?
10. What 5 things are you most thankful for?
11. Who would you say is your biggest role model?
12. What are your three favorite movies of all time and why?
13. If given a chance, would you go back and change your major?
14. What qualities or characteristics in a person would cause you to want to have nothing to do with them?
15. Have you got a scar with a cool story behind it?
16. Which holiday do you love the most? 
17. What sound irritates you the most?
18. What’s your weirdest irrational fear?
19. Who is your celebrity crush?
20. What was the high-point and low-point of your day so far?

Road Trip Questions for Couples About The Past

Take advantage of the long drive by asking some thoughtful questions about your past experiences and memories. Thinking back on past events, funny mishaps, and former relationships can stir up some pretty amusing conversations. Buckle up and get ready for a ride down memory lane! Just promise not to judge (too much). 

1. Can you think of a time you have ever been impulsive? What were the consequences?
2. What is the bravest thing you have ever had to do in your life?
3. What is the most terrifying experience you can recall?
4. What’s the most spontaneous thing you’ve ever done?
5. What’s the best piece of advice you received from your parents?
6. What accomplishment are you most proud of?
7. What was the first concert you attended?
8. Who is one person who has influenced the way that you live your life, and how have they done so?
9. What has required the most courage in your life so far?
10. What accomplishment in life are you most satisfied with?
11. Have you ever broken the law?
12. What happened on your worst date ever?
13. What’s the best gift anyone has ever given you?
14. Have you ever made a prank phone call?
15. What’s the worst job you’ve ever had?

Would You Rather Road Trip Questions

The ultimate diversion for a long drive is a great list of “Would You Rather” questions. We’ve gathered an assortment of challenging, quirky, and downright entertaining options that’ll have you questioning all your life choices.

1. Would you rather have a rewind button or a pause button for your life?
2. Would you rather have a horrible short-term memory or a horrible long-term memory?
3. Would you rather be feared by all or loved by all?
4. Would you rather have a house cleaner or a personal chef who cooks all your meals for you?
5. Would you rather have an unlimited international first-class ticket or never have to pay for food at restaurants?
6. Would you rather live in a boring city with an amazing job or an awesome city with a boring job?
7. Would you rather be able to time travel or teleport?
8. Would you rather swim with sharks or go camping with a bear?
9. Would you rather be able to only see ghosts but never hear them, or only hear ghosts and never see them?
10. Would you rather like to be able to breathe underwater or see clearly in the dark?
11. Would you rather be able to change one thing about the past, or control one thing about the future?
12. Would you rather always have one side of your sinuses clogged, or have one ear constantly ringing?
13. Would you rather be good-looking and dumb or ugly and extremely intelligent?
14. Would you rather have a house cleaner or a personal chef that cooks all your meals for you?
15. Would you rather be a genius that people don’t trust or an idiot that everyone listens to?
16. Would you rather live in a boring city with an amazing job or an awesome city with a boring job?
17. Would you rather be able to speak and understand every language in the world or have the power to communicate with animals?
18. ​Would you rather always have to speak in rhymes or only be able to communicate in song lyrics?
19. ​Would you rather always have to dance whenever you hear music or burst into spontaneous applause every time you see someone you know?
20. Would you rather fight one horse-sized duck or 100 duck-sized horses?

Never Have I Ever Road Trip Questions

One of the most fun road trip games we play is “Never Have I Ever”. Promise to tell the truth if you are guilty of one or more and let the laughs begin!

1. Never have I ever tried to impress someone by pretending to know a skill I had no clue about.
2. Never have I ever accidentally sent a text to the wrong person and had to do some major damage control.
3. Never have I ever eaten something from the fridge and realized it was way past its expiration date.
4. Never have I ever laughed so hard that I snorted in public.
5. Never have I ever tried to take a cute selfie and ended up with the most unflattering angle imaginable.
6. Never have I ever had a wardrobe malfunction in a public place.
7. Never have I ever fallen asleep during a movie at the movie theater.
8. Never have I ever gotten stuck in a chair while trying to gracefully stand up.
9. Never have I ever mistaken someone else’s car for my own and tried to open it.
10. Never have I ever pretended to be busy on my phone to avoid a social situation.
11. Never have I ever gotten lost in my own neighborhood.
12. ​Never have I ever gotten caught talking to myself when I thought no one was around.
13. ​Never have I ever accidentally laughed at an inappropriate moment, like during a serious conversation or at a funeral.
14. ​Never have I ever secretly enjoyed a guilty pleasure movie or TV show that I would never admit to liking in public.
15. Never have I ever danced like no one was watching, only to discover that everyone was indeed watching.