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50 Creative Travel Conversation Starters: Pro Tips to Connect

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    Everyone likes to talk about traveling. Creative travel conversation offers engaging, exciting, sometimes mysterious story-telling. Conversation about travel can also be a great common ground for social engagement. After all, everyone possesses some stories about past travels or future travel plans.

    Looking to boost your travel conversation? Want to boost your social skills with other travelers? Check out these 50 creative conversation starters about travel.

    Feel free to print this list of 50 creative travel conversation starters out to take on your next road trip. Let’s get the travel discussions started!

    Creative Conversation Starters about Travel

    1. What’s the luckiest thing that ever happened in your travels?
    2. Where’s the most relaxing place you’ve ever been?
    3. During which travel experience did you learn the most?
    4. What new local customs have you adopted following traveling?
    5. How do you determine where you will travel to next?
    6. Which is better, solo or group travel?
    7. If you could only pick one more place to travel in your lifetime, where would you go?
    8. If you won the lottery, what one destination would you choose?
    9. Which area (state, province, country, region) has the best food?
    10. Where would you NEVER travel to again?
    11. What strategy do you use to pick the best travel and flight deals?
    12. Mountains or Beaches?
    13. If you could give a younger version of yourself some travel advice, it would be…?
    14. What’s the single best piece of travel advice you’d give to a less experienced traveler?
    15. Which is better, well-planned travel or spontaneous travel?
    16. If you could travel with a historical figure, who would you pick and why?
    17. Quick travel to hit the highlights or slow travel to immerse in the culture?
    18. What eco-travel tips could you share?
    19. What’s the most inspirational travel book you’ve ever read (e.g., Destinations of a Lifetime: 225 of the World’s Most Amazing Places)
    20. What can you not stand about travel?
    21. What is your most unexpected travel moment?
    22. What roadside attractions have you seen?
    23. Have you ever seen the World’s Largest _____?
    24. What’s your favorite area to look down on from a plane window?
    25. How do you think travel can help your mental health?
    26. Where are the tallest mountains you’ve ever seen?
    27. Where is the best place Fall destination?
    28. Where is the best Winter destination?
    29. Where is the best Spring destination?
    30. Where is the best Summer destination?
    31. How do you practice gratitude in your travels?
    32. Where would you go if you were younger?
    33. What should a person put in their mental health packing list?
    34. What’s the strangest wildlife you’ve seen during a vacation?
    35. What’s the most unusual trees or plant life you’ve seen during a vacation?
    36. How do you determine how long a trip should last?
    37. What websites do you visit before planning a trip?
    38. What’s the best travel website (besides PsychologyOfTravel.com)?
    39. Where do you find the best travel deals?
    40. Have you ever used a travel agent?
    41. How do you deal with the after-travel blues?
    42. Tell a story about an interaction with a “local”.
    43. Should you do the cruise line excursions or find your own local adventure?
    44. What do you think about sustainable travel?
    45. Do you have any advice for packing?
    46. What’s the overall best method of travel…road trips, flights, sailing/cruising, bus lines, RV’ing, etc…?
    47. What’s the very first thing that comes to your mind when I say the world “travel”?
    48. What’s the best online travel guide series you’ve found?
    49. How do you capture the moment but still be present to enjoy it?
    50. How often do you take time to look back through your travel photos?

    Comment below with more conversation starters for your fellow travelers. Plus, remember to sign up for the free Psychology of Travel Newsletter for all the latest updates.

    Also, we now have an ebook available, check out the Psychology of Travel ebook here!

    Happy Travels,

    Dr. L
    Founder, PsychologyOfTravel.com

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