Send Yourself a Postcard
The last time I took a short trip on my own I brought a postcard and wrote to myself. I wanted to remember the details and found it was a way to harbor the calm solitude of the trip that I could re-visit when the trip was over.
— Chelsea Nicholson, CEO of Ceremony. Read our full interview with Chelsea.
Try Coffee Shops, Instead of Bars
For meeting people, recharging, and getting a good sense for the local vibe, I always research cool coffee shops in advance. I’ve never been any good at making friends in bars.
— Nicole Johnson, investor at Forerunner Ventures. Read our full interview with Nicole.
Get Some Exercise
Instead of taking cabs, walk or jog to places in new neighborhoods, after ensuring they’re well-lit and not dodgy of course. I find it’s the coolest way to explore a city when traveling. I’m often the crazy foreigner jogging around Tsim Tsa Tsui in Hong Kong or Piccadilly in London.
— Shrankhla Holecek, founder of Uma Oils. Read our full interview with Shrankhla.
Talk to People
Don’t let yourself fall into the loneliness that is fed by isolation. Be outgoing. Talk up the people on the bus, plane, or barstool next to you. Keep your itinerary full, and be open to the magic of even the most casual connection with fellow travelers or locals along the way.
— Molly Hayward, founder of Cora. Read our full interview with Molly.
Make friends! That’s the best part of traveling solo. Sit at the bar with a book or magazine. Put your phone away and start a conversation with someone.
— Allison Moss, founder of type:A Deodorant. Read our full interview with Allison.
Find the Local Food
Go to open air food markets in every city you go to. You will meet the most interesting people there and really experience the culture.
— Kat Schneider, founder of Ritual. Read our full interview with Kat.