Travel Solo and Talk to Strangers for Authentic Connections


We are all raised not to talk to strangers. But, traveling solo and talking to strangers safely can deliver experiences and stories that last a lifetime.

At home, I’m not out there starting in-depth conversations with people I don’t know. I have friends and family with whom I discuss life, politics, and current events.

When I travel solo, however, sharing a chat with a stranger is important. These conversations are a source of practical advice, cultural insight, and political understanding. They can also go deep. With a stranger you will never meet again, life stories are often shared that are not shared at home.

We just need a few conversation starters to get things rolling.

Travel Solo and Talk to Strangers for Authentic Connections
The Vietnamese fellow I met on the way to Fushimi in Japan

Safety First When You Talk to Strangers

Letting people know that you are traveling alone is fine. But by sharing this information, you also reveal that you are somewhat vulnerable. There are two keys to safety here:

  1. Choose who you speak with carefully. Most people are safe, but look for the clues that tell you they are.
  2. Stay in public. When you don’t know the people you’re talking to it’s always safer to stay in a public space — a coffee shop or pub, for instance — rather than a private one.

Read Solo Travel Safety: The Fundamentals for Safe Travel.

How to Talk to Strangers as a Solo Traveler

When you want to share a chat with a stranger, it’s important to:

  • approach people who appear to have the time for a conversation
  • remember that they may be wary of your approach — after all, you are a stranger to them
  • let them decide how long your chat will last

Once you’ve chosen who to approach, an opening question will often start the conversation you want. Here are some openers for different situations when you want to travel solo and talk to strangers.

  1. Locals: Open with a question about your destination. Perhaps you want directions or to know whether there are any restaurants with communal tables nearby.
  2. Other solo travelers: You’ll notice who is traveling solo by the place settings at a table or a book as a companion. But just because they’re alone, don’t assume that they want company. Open with something easy like a comment about the weather or a question about where they’re from. You’ll find out quickly whether they welcome company or not.
  3. Other tourists: Chatting with a couple or a small group of tourists can be fun too. Look for the person in the group who is the organizer — they’ll be carrying a map or leading the pack. Open with a question for them but be sure to engage their gregarious companion (they usually come in pairs). They’ll be the one who really chats or even invites you along.
  4. In a hotel, restaurant, or club: Sit at the bar. This is more social than a table. Choose who you want to speak with carefully. Comment on the band and ask about the music scene in town. It will be obvious that you are a tourist, which makes you interesting. Here are some more tips: How to Enjoy Going to a Bar Alone When You Travel.
  5. Anywhere: If you are really, really curious about something, spot a person you’d like to speak with and ask your question. There is nothing better than genuine curiosity to engage people.

Keep the Conversation Going

To keep the conversation going, master the art of the follow-up question. Ask “why” and “how” questions. These are open-ended and allow the conversation to flow. People love talking about their city, themselves, their thoughts and knowledge. After a few follow-ups, hopefully they’ll ask you something and you’ll share a full conversation.

Every approach you make may not be a success, but does that really matter? The important thing is that most will, and, on occasion, you’ll meet up with an exceptional stranger and enjoy amazing conversations as you travel solo. Here’s an example of one conversation I’ll never forget.

Also read: Expert Tips for Shy Travelers and Solo Travel Introverts.

Last updated: 12th May, 2025

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