Not New Anymore, Not Quite Routine – Week 4

Posted on by Esterina Anderson

By Esterina & Daren Anderson

Another week under our belt. This was another week about settling into a routine. We had some online work to do. We had a few calls. We did some shopping. Our house is now fully set up, and we can find our way around town pretty well. Nothing especially blog-worthy.

We did take time to adopt one of the rituals of Italian life: Market Day. Most towns in Italy have one, and Italian markets are much more than the typical “farmers market” we see in the U.S. To visualize an Italian market day, picture a good-sized farmers market combined with some food trucks and Walmart spreading all its goods out on tables and trucks in the town square. Market day is as much about shopping for cheap clothes, linens, and kitchenware as it is about artisanal cheese and organic broccoli rabe. You can even buy dog beds. Our town’s market day is Tuesday from 8:30 to 1:00. We took Koji, who now loves markets, and did a good amount of shopping for things we needed around the house. But we made the mistake of then heading to the main grocery store in town, Coop, and doing our weekly shop. This was simply too much shopping and stimulation for one of us (EA). We came home tired and a bit cranky—but well stocked for the week.

A man in a beige jacket explores a market stall filled with assorted colorful items, accompanied by a black dog, with vendors and shoppers visible in the background.
A sunny urban landscape featuring rooftops, tall cypress trees, and a pedestrian crossing sign against a clear blue sky.
A street view showing parked cars along a road, with bare trees on the left side and a stone wall in the background under a clear blue sky.
A bustling outdoor market scene with people shopping for fresh produce under white tents, featuring colorful fruits and vegetables, set against a sunny blue sky and a church in the background.
A bustling outdoor market scene with vendors selling clothing and shoes under large tents. Shoppers walk through the aisles, exploring the merchandise. Bright sunlight illuminates the colorful displays and surrounding buildings.
A vibrant outdoor market scene bustling with shoppers browsing various stalls, with a woman smiling in the foreground wearing a purple jacket and holding a black bag.

This was also a week for exploring our immediate surroundings. We live on a hill, surrounded by more hills. There are farms all around. A flock of sheep grazes in the valley below. There are horses, donkeys, and chickens nearby, as well as the ever-present olive groves and vineyards. Every road is either straight up or straight down. The road leading up to our house is so steep that cars, bikes, and even walking dogs all struggle to make it up. But despite the hills, exploring the area on foot has been fun. There are multiple little streets—paved and dirt—leading to hilltop clusters of farms and houses in all directions.

Esterina explored the area by taking really long runs—one was 90 minutes this week. While she doesn’t intend to be out so long, once she gets out there she keeps seeing roads—either on the map or en route—she wants to explore. She’s always beat when she gets back home, but always has new vistas to describe and a rich collection of sights and sounds to process.

A scenic rural pathway lined with vibrant flowers and greenery, leading towards snow-capped mountains under a partly cloudy sky.
Scenic view of a rural landscape featuring blooming trees, a wooden shed, and a distant house, with mountains in the background under cloudy skies.
Abandoned stone building surrounded by overgrown greenery, with a bright blue sky and fluffy clouds in the background, overlooking a scenic landscape.
A field filled with small white daisies blooming among green grass and scattered leaves.
Snow-covered mountains under a cloudy sky.

New running shoes help. Somehow, she left her running shoes at home and had to buy multiple pairs—cost escalating with each new purchase—before landing on one that felt cushioned and supportive. Sometimes you do get what you pay for. Daren started exploring the surroundings more seriously on his bike. The hills and narrow roads pose a challenge, but it’s also a great way to explore the immediate area more closely.

We had our first major storm this week: two days of heavy, cold wind and rain. The house shook. The doors and windows were drafty. It was so loud that Koji—previously unwilling to hike up the stairs to the second floor—ended up at our bedside in the middle of the night. He was so scared by the noise that he decided to relocate to our bedroom for safety and security.

We’ve decided to work in a mix of day trips, long weekends, and more substantial trips over the next year, with a goal of exploring every corner of Italy. This week we took a day trip on Saturday. Val d’Orcia is in the southern part of Tuscany, and it is home to some of the most iconic scenery in the region. If you’ve seen movies or photos featuring stately rows of cypress trees, hilltop walled cities, rolling hills, fields of green, and ancient stone farmhouses, they were probably filmed in Val d’Orcia.

This region is about 90 minutes from our home, so we headed out on a road trip with a rough route mapped out to take us through the most beautiful scenery and to some of the most picturesque towns. Our first stop was San Quirico d’Orcia, a small town with ancient walls, a beautiful piazza, and a church built in the 11th century. We spent an hour sitting outside at a café, having a light lunch, chatting, and drinking coffee in the main square. Next stop was Bagno Vignoni, an ancient hot springs/thermal bath used since Etruscan times for soaking and healing. Last stop was Pienza, described as the “Jewel of the Val d’Orcia.” It was indeed a jewel.

It’s always a worry that overblown descriptions of beautiful places will leave us disappointed, but that wasn’t the case with Pienza. The beauty exceeded our expectations. Perched high on a hilltop overlooking green fields and rolling hills that extended to the horizon, Pienza was stunning: ancient stone walls and buildings, a Renaissance cathedral, lovely shops and cafés, and some outstanding local products like Pecorino di Val d’Orcia (cheese). We spent several hours strolling the walls, exploring the shops, and taking in the breathtaking views over the valley below. It helped that the weather was perfect—about 60 degrees and bright blue skies.

A vintage blue bicycle decorated with flowers leans against a stone wall next to a window, with potted plants nearby.
Charming street view featuring a stone wall adorned with potted tulips, set against buildings with green shutters and a clear blue sky.
A picturesque street scene in a quaint village, with people walking, sitting at outdoor cafes, and enjoying a sunny day under a clear blue sky. Charming rustic buildings line the street, adorned with greenery and colorful flowers.
A man standing with a black dog in a narrow Italian street, surrounded by greenery and historic buildings. A wooden sign reading 'Camere La Carbonia' hangs on the wall.
A man walking a black dog along a rocky path with a small stream and trees in the background on a sunny day.
A scenic view of a calm body of water surrounded by historic stone buildings with green shutters on a sunny day.
A black dog on a leash, standing by a stone wall, looking out at water. A person in blue jeans and brown shoes can be seen nearby.
A stone well with a metal arch and pulley system, situated in a narrow alley bordered by historic buildings under a clear blue sky.
Scenic view of rolling green hills with a distant farmhouse, surrounded by trees and under a blue sky.
A person in a blue sweater standing on a gravel path beside a black dog, with olive trees and rolling hills in the background.
A rural landscape featuring a red brick farmhouse on a hillside, surrounded by green fields and a few trees, with additional farm buildings in the foreground.
Vast green landscape with rolling hills, a clear blue sky, rows of tall cypress trees, and olive trees in the foreground.
A panoramic view of lush green fields and hills under a clear blue sky, with a small stone house in the foreground and trees scattered throughout the landscape.
A smiling couple wearing sunglasses, standing together in front of a scenic landscape with hills, trees, and a castle in the background under a blue sky with clouds.
A white car parked on the side of a road, with a person and a dog inside. The person is waving, and there are olive trees in the background.

We’d like to say that the day ended on a high note with a great meal and a relaxing evening. But reality needed to reassert itself after a magical day. This isn’t a storybook—it’s real life. Things can’t be too perfect. After taking in all the sights in Pienza, we decided to head home, order takeout, and watch a movie. This had been a standard ritual back home, usually on Friday or Saturday night. And takeout meant Indian food.

We were very excited to find that Italy has its own version of Uber Eats (called Deliveroo), and on Deliveroo there was Indian food: Tandoori and Curry House in nearby San Giovanni. We placed our standard order: samosas, garlic naan, chicken tikka masala, and saag paneer, with kheer (rice pudding) for dessert. We laid out a tablecloth on our coffee table for some meal-in-front-of-the-TV dining and waited. And waited. And waited. It took well over an hour for the order to arrive. By then it was nearly 8:30 p.m. “Hangry” summarizes the mood.

When it finally arrived, we discovered that Indian food—at least in Italy—doesn’t come with rice unless you order it (we didn’t). So add 20 minutes to whip up some rice. Finally, time to eat… the most disgusting food we’ve ever tasted. It looked vaguely like Indian food, but there the similarities ended. Imagine chicken cubes with some onions and a bottle of Ragu tomato sauce. And a handful of frozen spinach thawed in the microwave and mixed with cubes of paneer cheese.

Esterina bailed and had popcorn. Daren suffered through the horror. And then the movie was terrible. We chose Mary Supreme, and after a dog burst into flame halfway through, we looked at each other and said, “Why are we watching this?”

How silly. None of this matters in the least, but when you change up your life and make a big move, there is a learning curve. Some things don’t translate well. And if you expect to replicate routines and comforts of home, you may be disappointed. But who could complain even slightly after a day exploring one of the most beautiful places on earth? Even we couldn’t really manage it—other than to laugh and go to bed with a smirk and a reminder that nothing is perfect.

Update from Esterina this week: https://esterinaanderson.com/2026/03/29/beef-stew/

Update on musings from Daren this week: https://esterinaanderson.com/2026/03/29/learning-the-rhythm-of-italy/

Thanks for taking the time to read. We’d love to hear your thoughts!

Please feel free to leave a comment or subscribe for future updates.

Daren’s Perspective: Manifesting a Dream

Posted on by Esterina Anderson

Our Life in Italy

A shared dream, lived through two perspectives

I’ve had a lot of time recently to reflect on dreams. Not the kind you have while sleeping, but the things we wish for, hope for, and sometimes, if we are lucky, plan for. I’ve been struck by how many people, when they hear about our plans to move to Italy, say that we’re living their dream. It seems that lots of people—including us—have imagined living abroad, and particularly in Italy. And with good reason.

Italy is the land of La Dolce Vita. It’s a place of great food, famous landmarks, incomparable art, and fascinating history. Everyone has seen images of its stunning hillside towns and seaside villages perched on cliffs overlooking the Mediterranean. These images seem to live in our collective consciousness.

Over the past two weeks our own dream became manifest as Esterina and I packed up our home, our dog, my bicycle, five boxes, and six suitcases and moved to Tuscany. We were excited to the point of giddiness as our plane lifted off. But as we arrived and drove into town toward our new home, I have to confess that I felt more than a little trepidation.

As I thought about where this feeling was coming from, I realized that when you act to realize a dream you are taking a big chance and putting yourself at risk. Now the dream has to deliver. What if it doesn’t? What if it’s not everything you imagined? Honestly, how could it be?

In the contemplative stage of creating and sustaining a dream, we build images in our mind’s eye of what that dream will be like. Often those images come from photographs, movies, and social media. Dreams contain the best vision of what we expect to see and experience, but they leave out the more mundane aspects of daily life.

So as we drove up the steep cobblestone street, turned into the driveway and began unpacking boxes, I experienced an odd blending of dream and reality. There was a gorgeous Tuscan vista from our pool, looking out over the hills. From our window we could see small hilltop towns and farms. Roosters crowed, sheep bleated, and everything was in bloom.

Superimposed on this, however, were the practical realities of daily life: learning about recycling and garbage collection; navigating a somewhat gritty town to find the grocery store; figuring out cell phone plans; and simply establishing a routine of sleeping, eating, and dog walking in a new—and very hilly—place.

None of this is to say that dreams don’t live up to their promise. They certainly can. So far, this one is doing pretty well.

A few days ago we took a day trip to San Gimignano, a truly spectacular medieval hilltop walled city. As we walked up the main street toward the piazza, I felt as if I were experiencing exactly the visions I’d imagined from my armchair back in Branford—almost to the point of déjà vu. The city was storybook beautiful and gave the strong impression of transporting us back in time.

This morning we took Koji for a walk down a hill and along a babbling stream in the woods. The air was fresh and the early morning was filled with birdsong.

But I do think that when we dream about something, we exclude the mundane in favor of the sublime. Part of making a dream real involves blending the best of what we’d hoped for with the humdrum elements of everyday life. So far, it’s a heady mix.

So what have we seen and done that has matched—or even exceeded—expectations?

First, Tuscany is truly spectacular in a way that photographs simply can’t capture. The hills are dotted with towns and farms and covered with olive groves and vineyards. The sun and clouds of early spring create an ever-changing play of light and color that transforms the landscape from moment to moment.

Tuscan buildings are colorful—hues of yellow, orange, and brown—highlighted by dark green or brown shutters and brick arches.

The towns themselves are gorgeous. Perched on hilltops and often enclosed by ancient stone walls, each one centers around a piazza with a church and a bell tower that rings out the hours. Everything feels ancient, but beautiful. There is even a slight shabbiness that adds character to the scene. Laundry hanging from windows reminds you that these are not tourist theme parks but real towns where real people live their lives.

And the food really is better.

Whether from the local farmers’ market or the grocery store, everything tastes fresher. I had assumed this might prove to be a cliché, but it’s absolutely true. Yesterday we shopped at a local market and bought fresh onions, artichokes, and tomatoes, along with cheese from a small cheese shop. Even the meat and produce from the grocery store are noticeably more flavorful than what we typically find back in the United States.

We’ve done a lot in two weeks. We are approaching each new day with excitement, grateful for the chance to watch this chapter unfold. We’ll walk the dog, exercise, and cook oatmeal. And we’ll take in the vistas, admire Renaissance art, and enjoy fresh pasta.  Perhaps that’s what it really means to live a dream—not escaping ordinary life but discovering that even the ordinary moments are part of it.