Traveling
Conversation Starters by JamSocial
Updated February 17, 2026
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Window seat or aisle seat, and why is your choice superior?
What’s the weirdest food you’ve ever tried while traveling?
If you could teleport to any city in the world for just one hour, where are you going?
What is the one item you always pack that others might think is unnecessary?
Are you a 'planned itinerary' traveler or a 'see where the wind blows' traveler?
What’s the best souvenir you’ve ever brought home?
If you could go on a trip with any fictional character, who are you taking?
What is your favorite 'hidden gem' spot in your own hometown?
What is the most beautiful sunset you’ve ever witnessed?
If you were a tour guide for a day, what specific niche topic would you show people?
What’s a travel 'disaster' you had that is now your favorite story to tell?
How does your personality change when you are in a place where no one knows you?
What is the most beautiful thing you’ve seen that a camera couldn't quite capture?
Who is the most interesting stranger you’ve ever met while on a journey?
What’s a lesson about a different culture that fundamentally changed your perspective?
If you had to move to a country where you didn't speak the language, how would you cope?
What does 'luxury' mean to you when you’re away from home?
Which trip in your life felt like a 'turning point' for you personally?
What is the one place you’ve visited that you never want to go back to?
What’s the most 'out of place' you’ve ever felt, and did you end up liking it?
What has traveling taught you about people that you couldn't have learned at home?
Where is the place you go (physical or mental) when you need to feel truly safe?
If you had to move tomorrow and could only take what fits in a backpack, what makes the cut?
When have you felt the most 'alive' while being far away from everything familiar?
What is a part of yourself that you only seem to find when you're exploring somewhere new?
What is a global problem you’ve seen firsthand that you wish you could solve?
If you knew you could never return to your home country, what would you miss the most?
How has your relationship with 'stuff' changed the more you see the world?
What is a fear you have about the world that travel has helped you overcome?
How do you define 'home'—is it a place, a person, or a feeling?