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"If I’m Going, They’re Going" How I Moved Two Dogs from Kentucky to Portugal
Moving Two Dogs from Kentucky to Portugal In their crates at O'Hare Airport in Chicago, awaiting the flight! So, you want to move to another country, and you want to take your pet with you. You're going to need patience, meticulous planning, and a thick wad of cash. I just flew my two dogs from Kentucky to Porto, Portugal, while applying for a D2 visa. Administrative delays in Porto over the summer left my leased apartment sitting empty for months, so I finally decided to jus
theresaannstephens
Oct 145 min read


Why Women Over 50 Are Traveling Solo More Than Ever
50 is the new Solo Traveler When you picture a solo traveler, what comes to mind? Probably an 18-year-old backpacker fresh out of high school, hopping between hostels on a gap year. But the reality looks very different. One of the fastest-growing groups of solo travelers in the world today is women over 50 — women who spent decades raising families, building careers, and supporting their partners, and who are finally asking themselves: What if I stop waiting? What if I just w
theresaannstephens
Aug 186 min read


The Porto Test
The Porto Test I went to Porto in June 2026 for a long weekend. I wanted to get a feel for the city and the country of Portugal as a whole before actually picking up and moving my entire life there. It did not go as planned. So why Porto? Shortly after deciding in February of 2026 that Portugal was the country I wanted to emigrate to, the next step was deciding…where in Portugal?? I turned to ChatGPT for some help. I put in the criteria that was most important to me: walkab
theresaannstephens
Aug 125 min read


Choosing Portugal
The Breaking Point "Something has to change." Those were the words I said to my 19-year-old son on a cold February evening in 2026. Within a few hours, we had decided to sell our house, erase years of debt, help him build a life of his own... ...and I would move to Portugal. For three years, I had worked four jobs – one full-time and three part-time – trying to make ends meet. Trying to find a balance between providing for me and my son – two cars, the occasional vacation - a
theresaannstephens
Jul 315 min read
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