Roaming About

A Life Less Ordinary

Tag: rental car

Three Months of Rentals in Southwestern Europe – Thoughts and Conclusions

If you’ve followed our blog for a while, you know that Mark and I (and our respective dogs) have always lived and traveled in campers and sailboats, with a three-year hiatus of house and pet sitting. We’ve been doing this worldwide as “digital nomads” for 23 years.

After selling our last truck camper in Chile, South America, we were homeless again. Or better, “in between” travel chapters. We wound down our three-year adventure on that continent with a few weeks in an Airbnb apartment in Santiago de Chile, before visiting Mark’s friends and family – and celebrating his mom’s 90th birthday – in icy Massachusetts, USA. That’s where and how we started 2026.

Without a home on wheels or any prospects, and not being fans of the cold, we came up with a plan, which was a twist on our usual lifestyle since we had few belongings left and no moving home. We booked a rental car in Portugal for two months, arranged two-week rentals throughout the southern Iberian Peninsula, fitted in a couple of city trips, traveled by train with our dog to get to Southern France, and rented three lodgings in that country as well. For the last stretch to Belgium, my cousins gave us a ride.

(As always, click on or hover over the photos in the galleries to read their captions.)

How did we fare? Did we like this kind of traveling? Was it costly? What were our favorite parts? Would we do it again? How about missing our own home on wheels?

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Valparaiso in Chile – A Colorful Day Trip from Santiago

I had it all figured out: I’d walk to the closest metro station from our wonderful free camping spot in Santiago, ride the line to the bus station, take a two-hour bus trip west to Valparaiso, explore the town during the day, and return home the same way.

Then, our friends Abigail, Richie, and Zoe from Meat Around The World were interested in joining me. Great! Last minute, we realized that if we rented a car for the day, Mark and Maya would be able to come as well, plus this would give everyone more freedom and comfort than a return journey by public transportation.

Part of our group in Valparaiso
(Photo courtesy of Richie Gubler)

The reason we didn’t want to take our own campers was the bad reputation Valparaiso has regarding petty crime, car beak-ins, and tire slashings of foreign-plated vehicles. All of us had just installed new tires in Santiago, so now was definitely not a good time to take extra risks. There certainly is a grimy side to this port city.

Screenshot of Valparaiso in iOverlander – all the red and white warning signs mark robberies, break-ins, or tire slashings!

After a late start, a two-hour drive on fantastic toll roads, and finding a safe and covered parking spot for the rental car, the six of us set off on foot to discover the colors, murals, and old ascensores (elevators) of Valparaiso during the afternoon. Here is a photo gallery of our day as full-blown tourists.

(As always, hover over or click on photos in galleries to read their captions.)

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