Artificial intelligence (A.I.) is all the rage these days. Everyone is talking about how it’s going to change the world. It’s making waves in design, art, graphics, and contracts. But will it change travel? I actually don’t think it will that much. At least, not in the near term. Here’s why: The internet is littered […]

Vancouver is my favorite city in Canada. Close to both the mountains and the ocean, it’s easy to see why this city is consistently ranked as one of the most livable destinations in the world. It’s got it all. I first visited in 2004 on a family trip and have returned a handful of times […]

When I first started traveling the world, I didn’t have a laptop. I didn’t have a smartphone either. Nobody did. Back then, when you needed to use a computer, you went to an internet café, sent a few emails, and then went back to traveling. Obviously, things have changed since that first big trip of […]

Mexico City is a vibrant metropolis filled with great food, fun nightlife, amazing art, sprawling parks, and cool neighborhoods. I was late to visit (I just went for the first time a few years ago), and I can’t believe I hadn’t made the trip sooner. It’s an amazing city. Colloquially known as CDMX (Ciudad de […]

As the country that sparked my wanderlust, Costa Rica will always have a special place in my heart. The lush jungles, the stunning waterfalls, the incredible wildlife, and the super friendly locals who have a love for love – it’s all just great. Costa Rica a beautiful, beautiful country. It’s also a perfect destination to […]

I spent a lot of my first trip around the world partying. I was twenty-five and ready to cut loose after a quarter century of living a fairly sheltered, middle-class life. In my mind, a lot of backpacking was about meeting fellow travelers, partying, and saying yes to anything that came your way. And that […]

I love Tokyo. I think it’s one of the most fascinating cities in the world. I love the organized crowds where you would expect chaos. I love how it is a fast-paced, contemporary city that still honors its traditions. It’s also a massive city with an endless array of incredible things to see and do. […]

After I graduated from college, my friends and I got really into poker. Every Sunday night, we would meet at our buddy Joe’s apartment and play for a couple hundred bucks total. It was our weekly ritual. With the HBO show Entourage in the background, we’d order food and, huddled around a small table, catch […]

Medellín is the second-largest city in Colombia and a favorite among the digital nomad crowd. Nestled in the Aburrá Valley, the city has great weather year-round, earning it the nickname: “the City of Eternal Spring.” I spent close to a total of three weeks in Medellín and loved my time there. While the city has […]

A few years ago, one night over dinner with some friends with whom I shared a love of gourmet food, sushi, great cocktails, politics, and movies, we realized that in all the years we’d known each other, we had never taken a trip together. As we all had lots of points and miles saved, we […]