Wherever We May Roam - Travels With Jim and Rita
Not all travel is created equal. Some people take a two-week vacation and call it an adventure. Others disappear for months—or years—without ever really “coming home.” We discuss the challenges, rewards, and drawbacks of travel both domestically and overseas. Information for the would-be expat, digital nomad, roving retiree, or just plain traveler. We can help you find the travel style that is right for you. But this isn’t just theory. Drawing on over 16 years of real-world experience, Jim and Rita Santos share practical, honest advice on what it actually takes to travel longer, smarter, and with fewer surprises. Host Jim Santos is a published travel writer with over 200 articles and eight books (jimsantos.net). He and his wife Rita lived in Ecuador for 6 years, and have tried every style of travel - including selling their home at one point to travel full-time. They and are currently enjoying the roving retirement lifestyle, taking trips of 2-3 months and returning to their home base to visit family and friends.
Wherever We May Roam - Travels With Jim and Rita
Latest Episodes
Accommodations Can Make Or Break A Trip
Your lodging isn’t just where you sleep. It sets the tone for your entire trip, your daily schedule, and sometimes even your sense of safety. We’re Jim and Rita Santos, and we’ve learned the hard way that accommodations are one of the easiest p...
The Schengen Shuffle Without The Panic
The fastest way to ruin a great trip is to assume the border rules will “work themselves out.” Jim and Rita Santos unpack the unglamorous but essential side of longer travel: visas, passport validity requirements, and the Schengen Area time lim...
How Much Does Long-Term Travel Really Cost?
Most people don’t skip long-term travel because they hate adventure, they skip it because the money math feels impossible. We challenge that assumption by showing how travel costs aren’t fixed at all, they’re driven by decisions: where you go, ...
Full Time Roaming - How To Travel Without A Home Base
The fantasy of full-time travel is simple: sell the house, grab your bags, and go wherever you want. The reality is both better and messier. We talk through what “full-time roaming” actually means when there’s no reset button, no familiar place...
The Realities of the Digital Nomad Lifestyle
The digital nomad lifestyle looks effortless from the outside, but the moment you try to earn a living while crossing borders, you find out you are juggling two demanding worlds at once. We talk through the difference between “traveling” and “w...
Fan Mail
Good day! Thank you for the response. Hope you all are doing well. No worries! Happy to hear from you all and hope that the time off was good to you. Wow that's amazing you finished up a book on the downtime. Where are you all off to in the upcoming adventures? Since our message, we temporarily relocated from our home in St Pete, FL to Portland, Oregon (where I am from and have family & friends) for the birth of our son Elio. It's been quite the adventure entering into parenthood and loving every happy and difficult moment. Our plan is to return to FL this fall with a little traveling over the summer. Then hopefully some longer trips with the little one in 2027. Here are a few family pics we've taken on our local trips. 4 months old and he's already got his passport and ready to go! :)
Florida
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