Updated: October 2019 Before I started traveling full time, I had no idea what a VPN was, what it did, or how to use it. But now, I use a VPN when traveling all the time—while on the road and even at home. To explain very simply, a VPN creates a virtual tunnel between you […]

Last Updated: 7/10/23 | July 10th, 2023 One of the most common questions I get asked about my ability to travel long-term is how I can afford to travel so much. Am I rich? Did mom and dad pay? Do I have a rich uncle? Did I win the lottery? Before I was able to […]

Posted: 7/9/23 | July 9th, 2023 Home to the Grand Ole Opry, the Country Music Hall of Fame, and the famed “the Honky Tonk Highway” of downtown bars, Nashville is the center of country music (and, these days, weekend bachelor and bachelorette parties that take over the city). I’ve visited Nashville a handful of times. […]

Posted: 7/9/23 | July 9th, 2023 It’s never been easier to find a cheap flight. From deal finding websites like Going to travel hacking tools like Point.me, travelers have plenty of options for finding cheap tickets. There’s a lot of options for searching fares. I mean you have Google Flights, Expedia, Orbitz, Momondo, and so […]

Posted: 7/2/23 | July 2nd, 2023 Planning a trip can be tedious. And I say that as someone who loves trip planning. Hunting for cheap flights, looking for things to see and do, creating an itinerary, getting visas, buying gear. The list goes on. It takes a lot of time and energy to plan a […]

Posted: 6/26/2003 | June 23rd, 2023 Lisbon is one of my favorite cities in the world. It’s home to impressive museums, historic buildings, picturesque plazas, chilled-out cafes, and a lively mix of clubs and candlelit music venues where people go to listen to traditional fado music. I fell in love with the city as soon […]

Posted: 6/23/23 | June 23rd, 2023 Oaxaca is one of my favorite cities. From the moment I first visited, I knew this was a place I would return to again and again and again. I’ve been half a dozen times now, even leading tours around the city. Located in southwestern Mexico in a valley surrounded […]

Posted: 6/23/23 | June 23rd, 2023 One of the biggest barriers to entry when it comes to travel is airfare. It can be prohibitively expensive — especially in this post-COVID travel boom. As anyone who’s spent time searching for flights knows, finding a cheap one can be an arduous and time-consuming task. Unlike other aspects […]