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
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...
You Can Travel For Months Without Quitting Your Life
You don’t have to blow up your life to travel longer you just have to travel differently. We’re Jim and Rita, and we’ve learned that the real breakthrough isn’t a bigger bucket list. It’s choosing a travel style that fits your real-world respon...
Extended Getaway Travel
Your vacation shouldn’t leave you more tired than your job. We dig into why so many trips feel rushed even when you “did everything right,” and the answer isn’t hustling harder or planning tighter. It’s choosing a different travel style. We cal...
Wherever We May Roam: A Practical Guide To Longer Travel
Most travel advice starts with destinations, but that’s not what makes a trip work, especially when you’re traveling for weeks or months. We’re Jim and Rita Santos, and after 16 years of everything from short trips to living abroad and experime...
Episode 59: Season End, Slow Travel Sneak Peek
A medical detour changed our itinerary, but it sharpened our belief in slow travel and why roaming creates better stories than any checklist. We close out season two by sharing a vivid sneak peek of our upcoming book on how to plan, budget, and...
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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