Wherever We May Roam - Travels With Jim and Rita cover art

Wherever We May Roam - Travels With Jim and Rita

Wherever We May Roam - Travels With Jim and Rita

By: Jim Santos travel writer and his wife Rita
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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.

© 2026 Wherever We May Roam - Travels With Jim and Rita
Social Sciences Travel Writing & Commentary
Episodes
  • Accommodations Can Make Or Break A Trip
    Jun 24 2026

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    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 parts of travel to get wrong, even when the listing looks perfect and the reviews seem solid. From sweltering nights in a gorgeous Krakow apartment with no air conditioning to walking away from a “stinker” in Glasgow, we break down what actually happens when reality doesn’t match the photos.

    We share practical travel tips for booking hotels and Airbnbs with fewer surprises: how to read reviews for patterns, why “trusted hosts” can matter, and why sticking with one booking platform can help you get better support, discounts, and smoother problem resolution. We also dig into location research using Google Maps, Google Earth, and Street View, especially when short-term rental apps only show an approximate address. That small step can save you from booking a beautiful place that’s miles from groceries, transit, or anything you need without a car.

    We also cover the questions we now ask before we book: elevators, heating and cooling, refund policies, and the hidden fees that can blow up your travel budget. Plus, we talk about cash-only check-ins in places like the Galapagos, ATM limits, and why documenting issues with photos and screenshots right when you arrive can protect you later. Above all, we come back to the travel mindset that keeps trips fun: stay calm, stay flexible, and be willing to pivot when the best move is simply finding a better place.

    If you like real-world travel advice that helps you travel longer and travel better, follow the podcast, share this with a friend, and leave a quick review so more people can find us.

    And if you want to go deeper, you can check out my book, Wherever We May Roam: Finding Your Travel Style, where I walk through all of this in more detail. You can search for it on Amazon in Kindle, Paperback, and Audiobook, or just use the link on our podcast page.
    If you have any questions, a topic you would like discussed, or would like to be on our show, email us at jim@jimsantosbooks.com.

    "Wherever We May Roam: Finding Your Travel Style" is available on audiobook on Amazon, Audible, and other audiobook outlets!

    Subscribe to our Mailing List

    https://www.buzzsprout.com/2292506/supporters/new
    http://jimsantos.net
    https://www.instagram.com/jimsantosblog
    https://www.youtube.com/@jimsantos508
    jim@jimsantosbooks.com

    "Wherever We May Roam: Finding Your Travel Style" - On Amazon



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    23 mins
  • The Schengen Shuffle Without The Panic
    Jun 17 2026

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    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 limits that surprise even experienced travelers.

    We start with the basics for US passport holders, including a detail that regularly derails departures: many countries require at least six months of validity left on your passport at entry. From there, we zoom out to the bigger question long-term travelers ask again and again: how long can I actually stay? We share examples of countries with longer stays, renewal options, and paid extensions, plus why you should always confirm the latest requirements right before you go since policies change often.

    Then we tackle the “Schengen shuffle.” We explain what the Schengen Zone is, why it gets confused with the European Union, and how the 90 days in any rolling 180-day period rule really works. The sliding window is the part that trips people up, so we talk through a clear mental model, why tracking by hand is risky, and how Schengen calculator apps can keep your itinerary honest. We also make the case for building buffer days, because a delayed flight or train can turn a tight plan into an overstay with real penalties.

    Finally, we demystify ETIAS (the European Travel Information and Authorization System): what it is, how it connects to your passport, what it costs, and why it does not extend your time in the Schengen Area. If you’re planning extended travel in Europe, slow travel, or a flexible multi-country itinerary, this is your roadmap to staying compliant without losing the joy of the journey. Subscribe for more practical travel strategy, share this with a friend planning Europe, and leave a quick review so more travelers can find us.

    And if you want to go deeper, you can check out my book, Wherever We May Roam: Finding Your Travel Style, where I walk through all of this in more detail. You can search for it on Amazon in Kindle, Paperback, and Audiobook, or just use the link on our podcast page.
    If you have any questions, a topic you would like discussed, or would like to be on our show, email us at jim@jimsantosbooks.com.

    ETIAS Website: https://etias.com/

    "Wherever We May Roam: Finding Your Travel Style" is available on audiobook on Amazon, Audible, and other audiobook outlets!

    Subscribe to our Mailing List

    https://www.buzzsprout.com/2292506/supporters/new
    http://jimsantos.net
    https://www.instagram.com/jimsantosblog
    https://www.youtube.com/@jimsantos508
    jim@jimsantosbooks.com

    "Wherever We May Roam: Finding Your Travel Style" - On Amazon



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    17 mins
  • How Much Does Long-Term Travel Really Cost?
    Jun 10 2026

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    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, how you move, how long you stay, and whether you travel like a rushed vacation or like a real life on the road.

    We walk through the simple budgeting framework we use after 16+ years of travel: list your fixed monthly expenses, focus on reliable net income, and build a buffer by spending only about 80% of your available number. Then we get specific about what actually moves the needle. Slow travel often lowers your cost per day with shoulder season pricing and length-of-stay discounts, while constant hopping between cities can quietly raise your spend. We compare real destinations and real outcomes, including months where we stayed near our $3,000 target in places like Mexico and Spain, and the kind of high-cost month you can create when you add frequent moves and a rental car.

    We also cover the unglamorous stuff that protects your budget: choosing lodging locations that don’t force expensive transport, using buses and public transit, shopping at local markets, and tracking early spending so “small” purchases don’t snowball. We share why we won’t travel without full-trip travel insurance, plus how we use credit card points and airport lounge access to cut airfare and food costs. Finally, we talk booking strategies, how loyalty with platforms can earn discounts, and why documenting an Airbnb problem properly can make all the difference.

    If you’re planning extended travel, part-time roaming, or even a full-time travel lifestyle, hit play, take notes, and build a plan you can actually sustain. Subscribe, share this with a friend who’s stuck on the budget question, and leave a quick review so more travelers can find us.

    And if you want to go deeper, you can check out my book, Wherever We May Roam: Finding Your Travel Style, where I walk through all of this in more detail. You can search for it on Amazon in Kindle, Paperback, and Audiobook, or just use the link on our podcast page. If you have any questions, a topic you would like discussed, or would like to be on our show, email us at jim@jimsantosbooks.com.

    "Wherever We May Roam: Finding Your Travel Style" is available on audiobook on Amazon, Audible, and other audiobook outlets!

    Subscribe to our Mailing List

    https://www.buzzsprout.com/2292506/supporters/new
    http://jimsantos.net
    https://www.instagram.com/jimsantosblog
    https://www.youtube.com/@jimsantos508
    jim@jimsantosbooks.com

    "Wherever We May Roam: Finding Your Travel Style" - On Amazon



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    25 mins
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