Stories from Digital Nomads

Tokyo is one of those cities that feels endlessly deep. You can visit a dozen times and still discover new food stalls, hidden shrines, late-night bars, quirky subcultures, and neighborhoods that feel like completely different worlds. (I know because I’ve visited about 10 times already!) One of my favorite ways to explore Tokyo is by taking an Airbnb Experience. Led by locals and long-term residents, these tours give you a front-row seat to Tokyo’s food culture, nightlife, history, and crafts in a way you rarely get when wandering on your own. I’ve done a lot of Airbnb Experiences in Tokyo over the years and think they are often even better than traditional tours you fin…

There’s a lot of tours in New York City (I’ve highlighted my favorites here) but I think one thing people don’t do enough of is Airbnb experience. Most of us know Airbnb through their stay features but they also have a lot of experiences where you can get a local to show you around. I actually like these experiences more than traditional tours because they have locals who share something they are passionate about, they are small groups, and they are usually a bit more off the beaten path. I don’t think people take these tours enough and they are always one of my favorite things to look for whenever I travel anywhere in the world. New York City has a ton of options you ca…

There’s a lot of walking tour companies in Paris. I’ve taken hundreds (I’ve reviewed my favorite tour companies in this post). Besides formal tours, there’s another thing I love to do in Paris: Airbnb Experiences. Airbnb Experiences are like the holy grail of tours: they are unique, off-the-beaten path, and run by locals who just want to share something they love. They aren’t cookie cutter walking tours or activities lead by a guide holding an umbrella. I absolutely love Airbnb Experiences. They are one of my favorite things to do in any city and, frankly, I don’t think nearly enough travelers do them. Whenever I run polls about them, half usually say they have never he…

Ruin bars are all the rage in Budapest and have been around since the founding of Szimpla Kert, the mecca of all ruin bars, in 2002. These bars are built in Budapest’s old District VII neighborhood (the old Jewish quarter) in the ruins of abandoned buildings, stores, or lots. This neighborhood was left to decay after World War II, so it was a perfect place to develop an underground bar scene. These places were very off the beaten path, rough around the edges, and catered to artists, students, and alternative people. But they became very popular and well known by 2010 and have nice gone mainstream, though their setting has not changed. From the outside, these bars look …

Advertiser Disclosure Terms apply to American Express benefits and offers. Enrollment may be required for select American Express benefits and offers. Visit americanexpress.com to learn more. Over the past nineteen years as a business owner, I’ve used countless business cards. Some have been amazing and elevated both my travel and my business. Others have been…well, lackluster. One of the best? The Business Platinum Card® from American Express. It comes with a lot of world-class perks and benefits, quality customer care, and a solid rewards structure (especially on large purchases). While the annual fee is pretty high ($695, pay over time available. See Rates and Fees…

Advertiser Disclosure Terms apply to American Express benefits and offers. Enrollment may be required for select American Express benefits and offers. Visit americanexpress.com to learn more. The Platinum Card® from American Express is the OG of premium travel cards. Since its launch in the 1980s, it’s always been known for its exclusivity, suite of perks, and stellar customer service. While it does have the highest fee in the game ($695, See Rates and Fees), it offers a ton of bang for your buck. You’ll more than come out on top if you take advantage of all that this premium card has to offer. It unlocks the most comprehensive lounge access of any card, includes elite …

Serendipitous adventure, carefree nights with newfound friends in foreign lands, delicious foods for bargain prices, and the luxury of time to enjoy it all. Welcome to the world of long-term travel. When it comes to this kind of travel, I get a lot of emails asking for my “secret.” How do you travel so often and for so long? How did you quit your job and escape the grind? You must have a trust fund to afford all that, right? Wrong. I’ve written about how I manage to travel in the past (over and over again), but people still wonder if I am holding something back. What am I leaving out? What, they ask, is my secret to escaping the cubicle and being a nomad? Did I …

When I was growing up, I wanted to be an archeologist. I loved history (and still do), and the thought of uncovering temples and tombs in jungles excited me. I used to read books on Greek and Roman history and have discussions with my history teacher, even as young as 13. In short, I was a huge geek from the get-go. Being such a huge history geek, visiting Pompeii, the city destroyed by Mount Vesuvius in 79 CE, has always been high on my list of things to do. When the volcano erupted, the falling ash came so quickly that it preserved the city just as it was, burying Pompeii in 4–6 meters (13–20 feet) of ash. It’s a city frozen in time. The earliest settlements in the…

When people tell me they hate Bangkok and don’t find a lot of things to do there, I totally understand. It’s a love/hate city that most people aren’t a fan of on arrival. In fact, when I first visited Bangkok in 2006, I despised the city and couldn’t wait to leave. It wasn’t until I lived in Bangkok that I really fell in love with it. Almost twenty years later, Bangkok is still one of my favorite cities in the world. It just takes a little time to get to know and love. Bangkok is not a city that opens itself up easily, and most people spend just a day or two here before leaving to go to the islands or the jungle. That said, there are a lot of things to do and see …

Who am I besides just a guy who loves to travel? What do I do when I’m not on the road? What are my interests? Do I have hobbies? Since I’m more than just a writer and travel fanatic, I wanted to share a bit about who I am and what I do when I’m not on the road (indulge me for one article). While I do post a lot of my day-to-day life on Instagram, here is a little bit about me and my life! 1. I hate flying. I love airports, lounges, and elite status, but the act of flying makes me sick. I don’t like heights and any turbulence makes me think the plane is about to crash. I’m not a good flier and I take Xanax to calm me on most flights. (Ironic considering how often I f…

What I carry in my bag has changed a lot over the years. Most of that change has to do with the fact that I now carry a lot of gear related to blogging, but it also reflects that I’ve learned a lot about packing since I first hit the road in 2006. I’ve learned different packing techniques through the years. I’ve traveled with big duffel bags, 60L packs, 30L packs, carry-ons, and everything in between. I’ve done it all and in all seasons. And, today, I want to share that knowledge with you so you can be a better packer because a lot of people always want to know what they should pack for their trip. The answer? As little as possible. Packing light is a cliché, yet …

Finding the best travel deals is a matter of timing. A lot of people think travel is just expensive, but in reality, there are incredible deals happening all the time. They often don’t last too long, and you have to act quickly. That can sometimes be a problem when a deal requires jumping on a plane tomorrow (how many people can do that?). Fortunately, most deals are for months in the future, giving you ample time to plan your schedule. Often I will book a flight and then figure out my plans. Since you can usually cancel a flight within 24 hours without incurring a fee, I lock in the deal and then figure out if I can make it work. Sometimes I can (like the $1,200 USD…

Most travel is extractive and passive. You show up somewhere, take photos of the same landmarks everyone else takes photos of, eat at a restaurant the guidebook recommended, and hit up some bars. You take some tours to learn about the place and, if you’re lucky, get to meet some locals on your trip. You don’t really go deep. Even long-term travelers who talk about how they “aren’t tourists” do the same – just at a slower pace and while trying to spend less money. And there’s nothing wrong with that. That’s just the nature of travel. While we all imagine dropping into a place, befriending locals, and having this crazy time like we’re in some movies. But that doesn’t ha…

I’ve been traveling for close to twenty years. In that time, the airline industry has changed a lot. The use of points and miles has become widespread, round-the-world tickets have gone the way of the dodo, airlines have consolidated, and there has been an explosion of budget airlines. Over the last few years, the cost of airline tickets has steadily risen. They get more and more expensive while their prices often seem illogical. Since ticket pricing is an arcane and misunderstood subject, I want to take some time to explain why your airplane ticket costs what it does. A Look at the Airline Industry Ticket prices have increased over the decade for several reasons. For …