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 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 one animal you’d love to see in the wild?

• 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 book do you read when you miss traveling?
• What’s your favorite podcast to listen to while driving?
• What song immediately sets the mood for a road trip?
• What’s your favorite no-skip album?
• Is there a travel movie you like to watch (and re-watch)?
• Which movie location(s) would you love to travel to?
• What is your favorite quote about travel?

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• What foods remind you of home while traveling?
• What’s a city you’d visit just for its food scene?
• If you could take a cooking class in any country, what class would you take (and where)?
• If you had a chance to go on a farm tour, what kind of farm would you visit (and where would you go)?
• Nutrition aside, what food could you eat daily for the rest of your life?
• What’s the most underrated dish you’ve tried?
• What’s the most unique food pairing you’ve tried? How did it taste?
• What’s the most unique latte (or tea or hot chocolate) flavor you’ve ever tried?
• What’s your favorite cocktail (or mocktail) memory?
• How much spice can you handle? What’s the spiciest dish you’ve ever eaten?

• Would you rather spend a weekend by 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?
• Would you rather spend a weekend off in a small town or big city?
• Would you rather fly to a destination or drive?
• Would you rather sit in the window seat or aisle seat of a plane?
• Would you rather dine at a street food stall or a prix fixe restaurant?
• Would you rather visit New York City or Los Angeles?
• Would you rather travel solo or with a friend?

• Would you ever go whitewater rafting? If yes, where?
• Would you ever go bungee jumping?
• Would you ever go rappelling? If yes, at what height would you say no?
• Would you ever go cage diving?
• Would you ever thru-hike? Where?
• Would you ever try the CN Tower Edge Walk?
• Would you ever mountain bike Bolivia’s Death Road?
• Would you ever go ice swimming?
• Would you ever go surfing?
• Would you ever 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 we help each other more?
• What are three things we can improve on?
• What does affection mean to you?
• Where do you see us in the future?
• Do we have any dreams in common?
• What do we need to do to chase our dreams?

• 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?
• Would you have majored in a different subject (if given the chance)?
• 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?
• What makes you feel loved?
• What makes you feel respected?
• Do you believe in soulmates?
• 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?