101 road trip questions for couples

A few winters ago, my partner and I made a New Year pact to explore a city (or small town) every weekend. We both had (and still have) full-time day jobs, so this meant frantically packing a carry-on on Thursday evenings, clocking out at 5 PM on Fridays, and just driving (and driving and driving).

Once February slipped in, the rhythm of our creaky car on empty highways began to lull us to sleep, and we (desperately) needed to stay awake. So, we shifted gears and switched from road trip playlists to audiobooks. Eventually, our book club-style chats turned into unfiltered discussions about anything and everything.

These are a few (okay, maybe more than a few) of the questions my partner and I have asked each other over the years. Use this list of couples’ road trip questions as conversation starters so long drives feel shorter (feel free to skip around and choose whatever prompt catches your eye)!

• If you could only visit one destination, where would you go?
• What is one place you’re afraid of visiting but have always dreamt of going?
• Where would you live if you could live anywhere in the world right now?
• What is one travel memory you’d love to recreate?
• What’s the farthest place you’d want to travel to?
• What’s the most romantic language you’d like to learn?
• Where would you travel to if you won a lottery (and how long would you travel)?
• Do you have a bucket list? If yes, what are the top ten things on your bucket list?
• If you could travel around the world for a year, what would be your theme (UNESCO World Heritage locations, National Parks, Beautiful Libraries, etc)?
• What is the top bucket list event you’d like to attend (Oktoberfest, Holi, Mardi Gras, etc)?
• What is the craziest travel experience you’ve dreamt about?

• What would you do if you could do any job in the world right now?
• What makes you feel alive every day?
• What makes your eyes light up?
• What does your ideal day look like?
• What are you most excited about in the next 1,5 and 10 years?
• Where do you see us after retirement?
• Who are your biggest inspirations in life?
• What could you do for 24 hours a day?
• What were you interested in as a child that faded as an adult?
• Do you believe in chasing dreams?

• Which fictional destination would you love to travel to?
• Which fictional world would you like to live in?
• If you could go back in time, what time period would you love to explore?
• What’s your favorite travel book?
• Is there a travel movie you like to watch (and re-watch)?
• What show speaks to your travel style?
• What book do you read when you miss traveling?
• Which show or movie set would you love to step foot in?
• What is your favorite quote about travel?
• What fictional destination do you wish was real?

• What is one food you don’t want to try while traveling? Why?
• Would you go vegan for a week (or more)?
• How much spice can you handle? What’s the spiciest dish you’ve ever eaten?
• What’s the most underrated dish you’ve tried?
• What is the most overrated dish you’ve tried?
• What’s a hyped meal you want to try?
• Where would you go if you could take a cooking class in one country?
• Have you ever been to a Michelin Star restaurant?
• What’s one meal (from home) you miss whilst traveling?
• Nutrition aside, what food could you eat daily for the rest of your life?

• Would you rather spend a weekend on the beach or by the mountains?
• Would you rather drink coffee for the rest of your life or tea?
• Would you rather go glamping or camping?
• Would you rather plan a trip down to the last detail or be completely spontaneous?
• Do you prefer small-town or city life?
• Would you rather fly to a destination or drive (if possible)?
• Monetary considerations aside, would you rather travel budget or luxury?
• Do you prefer street food or dining in?
• Would you rather visit Eastern or Western Europe?
• Would you rather travel solo or with a friend?

• Would you ever go whitewater rafting? If yes, where?
• Have you ever been bungee jumping? What was the best, worst, and scariest part?
• Would you ever go rappelling? If yes, at what height would you say no?
• Would you go cage diving?
• Would you ever skydive from the Burj Khalifa?
• Would you do the CN Tower Edge Walk?
• Would you ever mountain bike Bolivia’s Death Road?
• Would you try ice swimming?
• Have you ever been surfing? If yes, what’s the biggest wave you’ve ridden?
• Would you dine at Dinner In The Sky (any location)?

• Do you believe in the idea of life purposes? If yes, what do you think your calling is?
• What do you find overwhelming at work?
• What’s one thing you tend to procrastinate on?
• How can I encourage you?
• How can I help you more?
• What are three things I can improve on?
• What do you need to do to chase your dreams?
• What does affection mean to you?
• Where do you see us in the future?
• Do we have any dreams in common?

• Do you have any regrets in life?
• When do you feel most vulnerable?
• What is your biggest fear in life?
• What’s your biggest stress right now?
• If given a chance, would you change your major?
• What are you passionate about?
• How would you describe yourself in three words?
• What do you consider your biggest failure?
• What’s the biggest risk you’re willing to take?

• Share what you first noticed about each other when you first met.
• Share your favorite date during your relationship.
• Share three things about each other that make you smile.
• Share little quirks you find cute and endearing about each other.
• Share what you love most about each other.
• Share what you miss the most about your partner when you’re away from each other.
• Share how you balance each other.
• Share what parts of your relationship make you happiest.
• If you each wrote a post-it-sized love letter right now, what would the letter say?

• What’s your love language? (if you don’t know, you can take the quiz here)
• How would we describe our relationship in three words?
• Do you believe in soulmates?
• What makes you feel loved?
• What makes you feel respected?
• What does romance mean to you?
• What makes us excited to be around each other?
• What songs would make up a playlist of our relationship?
• Do you love yourself?
• Do you trust yourself?
• Do you trust me?

Did you enjoy this list of road trip questions for couples? What road trip questions for couples would you add to this list?