50 Road Trip Conversation Starters for Couples

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Did someone say ROAD TRIP?!

Driving, especially if it’s a longer trip, is one of the best times to have a good conversation with your spouse. Going through these questions will help you make new memories while sharing some laughs. Who knows, you might even learn something new about your spouse!

  • What would be your ideal getaway for a long weekend?

  • What made you accept when I asked you out on our first date?

  • If you had to change your first name, what would you pick and why?

  • What is your favorite event in the Winter or Summer Olympics?

  • What is your favorite way to relax when things are hectic?

  • Would you rather always be 10 minutes late or always be 20 minutes early?

  • What do you wish you could spend more of your time doing?

  • What makes you really sleepy?

  • What is your favorite memory of our dating years?

  • If you inherited 10 million dollars, what would you buy first (after all the bills/debt were paid off)?

  • Would you rather be too hot or too cold?

  • What’s the worst piece of advice anyone has ever given you?

  • What talent do you really wish you had?

  • What negative thing has happened to you that actually turned out to be for the best?

  • Would you rather give up watching TV / movies for a year or give up playing games for a year?

  • What is something you did not want to do at all that turned out to be a terrific experience?

  • If a movie was being made about us, who would play you and me?

  • What do you love about your personality?

  • What TV sitcom best portrays our lives?

  • Would you rather have a rewind button or a pause button on your life?

  • In what ways has our relationship changed you?

  • What ideas do you have about how we could improve the ‘couple time’ we spend together?

  • What can I do to make you feel more confident in our future?

  • What are three things that I do that you couldn’t live without?

  • Would you rather have a horrible short term memory or a horrible long term memory?

  • What has required the most courage of you in your life so far?

  • Would you rather be an Olympic gold medalist or a Nobel Peace Prize winner?

  • What’s good about how we are living our life right now?

  • What compliment would you really like to hear from me?

  • What’s your secret sexual fantasy?

  • Would you rather be feared by all or loved by all?

  • What is the nicest thing I have done for you recently?

  • What book has had the most impact on your life?

  • Would you rather spend the night in a luxury hotel room or camping surrounded by beautiful scenery?

  • What food would you never eat, under any circumstances.

  • What would you refuse to do for 1 million dollars?

  • Would you rather have an unlimited international first class ticket or never have to pay for food at restaurants?

  • What profession have you always admired?

  • What scares you about aging?

  • Do you think we spend enough time together?

  • What is something you would like us to do to invest in our marriage this year?

  • Name 5 things you’re thankful for.

  • What does friendship mean to you?

  • Do you prefer sunsets or sunrises? Why?

  • How would you spend your time if the electricity went out for 24 hours?

  • Describe your idea of a perfect date!

  • Does change scare or excite you?

  • If we ever got stuck in our marriage, would you be willing to go to counseling?

  • Would you rather be able to eat as much as you want or sleep as much as you want?

  • Would you rather have the best house in a bad neighborhood or the worst house in a good neighborhood?

Print this or save it on your phone & make sure to have it ready for your next getaway. Let us know how your road trip went & drive safe! 🙂


Looking for more ways to connect with your spouse while on vacation? Grab a copy of our book, 365 Connecting Questions for Couples, now!


Written by Meygan Caston
Meygan Caston is the co-founder of Marriage365 and lives in sunny Southern California with her husband Casey, their two children and dog Hobie. She loves her family, the beach, writing, spa days and helping couples connect in their marriage. Her life long dream is to live with the Amish for a month, walk the Camino and have lunch with Brené Brown.


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6 thoughts on “50 Road Trip Conversation Starters for Couples”

  1. I will be doing this on our vacation trip to Europe. Great idea on long flight! Is going to be interesting! Thank you

  2. My husband and I did these questions on our drive back home from Vegas. After we were done we felt so connected to each other. Thank you for coming up with these!

  3. Jesika Smotherman

    Saved! Great list, with a few I might be able to already answer, but lots of fun new ideas and good subject pointers for deeper conversation ????

  4. Loved this! Had so much fun hearing the answers from my husband of 17 years. Summer of them even surprised me!! Thank you so much❤️

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