Last summer, one Saturday morning when we first started talking about coming to Italy for a year, we were very keen on the idea of moving to a city. Esterina grew up in Brooklyn and Daren had lived in New York City and Boston for several years. We both have fond memories of city living—the energy, the walkability, the simplicity of not needing a car.
We were excited about it for a few days, until one rainy afternoon when we were stuck inside. Esterina asked, “What would we do in a city on a day like today in a small apartment?” That question planted the first seed of doubt.
Later in the fall, while looking for a place to live, we still explored the idea. Our first stop was Bologna—everyone we knew, in and outside of Italy, loved it. It felt like the perfect fit. But after just a few hours of walking around, doubts crept in.
Then came Rome. For a few days, we were convinced that was it. But not long after arriving, something shifted. We found ourselves paying a small fortune just to sit in a park for a bit of greenery. The loud clashing of church bells at noon and the constant sirens made it feel like there was no escape from the noise. Once again, the doubts surfaced—this time more clearly.
We don’t know why we don’t recognize the pattern sooner. We live in Connecticut and love going to New York City. Every time we go, we’re excited and start imagining what it would be like to live there. But after a day or two, something changes. It starts to feel like too much. And when we get home, the birds, the trees, the open space—it all feels exactly right.
Luckily, we gave ourselves enough time in these Italian cities to notice that same shift. It led us to choosing a home in the hills of Tuscany—just 10–15 minutes from town, with everything we need nearby, including a train that gets us to Florence in under half an hour.
This week, we had to go into Florence to swap out our car (a long story), and decided to stay a few days.
And just like that, the draw of the city pulled us in again.
Florence is stunning. Walkable, charming, full of life. We parked the car once and didn’t need it again. That alone felt like such a relief. We started imagining—what if we lived here long-term? Everything felt easy and beautiful.
And the options. After weeks of mostly Italian cuisine (which is incredible, no question), we were suddenly surrounded by variety again. Different foods, big grocery stores, clothing shops, markets, art—everything right there.
It felt exciting. Full.
And then…
The dog had nowhere to go. No grass. Nowhere to sniff. We walked and walked, searching for even a small patch, and came up empty. Eventually, he just went in the middle of the street.
And when we got tired—from all the walking—and wanted a break, the options were shops or our small hotel room. I had that same thought again: where do you go to actually relax?
On our last day, we planned to go to Mercato Centrale—the big open market—before everything closed for Easter. We left the dog at the hotel and headed out, ready to stock up.
We walked in and it was beautiful. The smells, the colors, the energy—it felt magical. The kind of place you imagine having at your fingertips all the time.
And within minutes, we were done.
Too many people. Too many options. Too much navigating, deciding, sampling. We looked at each other and walked out.
We headed back toward the hotel—and toward our poor dog—and realized we’d much rather just go to the local Coop and get what we needed.
We love cities. We really do.
But we love leaving them just as much.
And coming home—where it’s quiet, green, and enough.
And we will be back. Again & again & again. Here is why! (photos below)
Updates from Esterina https://esterinaanderson.com/2026/04/06/on-easter/
Updates from Daren https://esterinaanderson.com/2026/04/06/beauty-in-the-large-and-the-small/























