Archive for the “Random Musings” Category

Post-Trip Depression: It’s Often Emotionally Harder to Come Home than Go Away

Before my first trip around the world, I was driving through Boston with my friend Mike. One of the things I was talking about was how different life would be when I returned home. Where would my friends be in life? How would they have changed? What jobs would they have? New hobbies? New relationships? I imagined a world of possibility. “Everything will be exactly how you left it,” he said. “When I studied abroad, I thought the same thing. […]

15 Highlights from 8 Years on the Road

Three weeks ago, I celebrated my eight-year anniversary of being on the road. On the warm morning of July 26, 2006, I left home for a year-long trip around the world. I didn’t return until 18 months later. I thought I’d be happy going back to cubicle life when I returned. I’d put my MBA to good use, promote renewable energy, and head down the path towards the American dream (job, wife, house, retirement, etc.). But the moment I sat […]

A Reminder to Roll with the Punches

Bonjour from Paris! Today I start my next European group tour. For two weeks, I’ll be taking twelve readers to some of my favorite bars, restaurants, and locations around Western Europe. We start in Paris, a city I can’t get enough of. My countless visits here never get boring. Walking down its cobblestone streets, gazing at the Eiffel Tower, lounging in one of its parks, and smelling fresh bread and cheese at the markets fills me with joy. It’s like […]

Why You Should Skip School to Travel the World

With the cost of higher education rising dramatically each year, should you forgo college* and instead use that money to travel the world? It’s one of the questions I receive a lot from graduating high school students and disenchanted college freshmen or sophomores. In their e-mails, they express a desire to pursue higher education but, at the moment, they aren’t sure what they want to do and would rather travel and “figure life out.” School doesn’t seem to be a good […]

A Birthday Promise to Myself

Today is my birthday. I am thirty-three years old. I’m not a fan of birthdays. It’s not like today is any different than yesterday. My thoughts, feelings, successes, and failures are still the same. It’s the time in between the birthdays that changes us, not the day itself. And, anyways, why celebrate just one day of your life? Let’s celebrate life everyday. I like to treat every day as my birthday. However, as I look back on another year, I […]

Big Site Updates (and Something Awesome for Other Bloggers!)

I’m not giving up traveling. A few weeks ago, I wrote a post about how I no longer wanted to travel long term. Many of you thought I was going to give up traveling. That’s not the case! I’m just going to be traveling in shorter bursts. In some ways, that is the essence of a nomad – you stay in one place until the seasons change and you move on.  That’s what I’m doing. I’m still a backpacker, still focused […]

The Evolution of a Long Term Traveler

There are downsides to long-term travel: the five-hour friends, the quick relationships, the solitude that leads to loneliness. It’s not all rainbows and unicorns. But then nothing ever is. Despite those occasional downsides, I think long-term solo travel is something people should try at least once in their life. Even if you don’t like it, try it—it will teach you a lot about yourself. It’s made me a far better and more awesome person, and I’ll go to the grave […]

How I Finally Came to Terms with the Homebody Inside Me

After a few exhausting months on the road, I’m finally back in New York City. I’ve spent the last three months on the move, leading tours, attending conferences, and giving talks. It was draining, and I’m happy to finally be back home with no plans other than to enjoy spring’s return to the city. A few weeks ago, while checking my email somewhere over America (I love in-flight Wi-Fi), I opened a question about my article, “Home: The Death of […]

That Place Called Home

“Ladies and gentlemen, welcome to Bangkok’s Suvarnabhumi Airport.” These were words I hadn’t heard spoken in two years. And they’d been sorely missed. After landing in Bangkok, I glided effortlessly through an airport where I’ve been countless times and made my way to the train into the city. It was a routine I followed without thinking, and I easily made my way to my hotel (I used points to stay for free at the new W hotel. It’s one of […]

Come Watch My Free Online Travel Course!

Two months ago, I was asked to do an online travel course with Creative Live. Creative Live is an organization that runs free online classes on everything from photography to video production to marketing to (now) travel. It was a big, big honor to be asked. So next week, on January 29th and 30th, from 9 to 4pm PST, I’ll be teaching everyone the secrets of travel…and it’s all free. This is going to be a live version of my […]