A Two-Week Tour of Southern Italy

By Daren & Esterina Anderson

We’ve just returned from a two-week swing through southern Italy and have plenty of reflections to share. Our itinerary included some of the country’s most iconic destinations—Sorrento and the Amalfi Coast—as well as lesser-known areas in Calabria, including Tropea and the region around Crotone.

We knew there was a North/South divide in Italy before this trip—but only because we had started looking into it when we were planning our move. Before that, it really wasn’t something we understood or thought much about, despite having been here, watching movies about Italy, and knowing plenty of people with Italian roots. What we didn’t realize is that it’s not exactly something people talk about openly here.

It seems to fall into that category of topics that carry some weight. Not necessarily hidden, but not casually discussed either. And that makes sense, given how much history—and reality—is tied up in it. At the same time, if we didn’t really understand it until recently, we’re guessing a lot of our family and friends don’t either. So we’re going to share what we’re learning!

Part of the reason this divide isn’t widely understood—especially from an American perspective—is because, from the outside, Italy is presented as one cohesive, romantic place. And if you’re just visiting, that’s how it feels. Most trips hit the same highlights—Rome, Florence, Venice, the Amalfi Coast. They’re all beautiful, welcoming, and very used to tourists. It ends up feeling like one seamless experience rather than a collection of very different regions. The deeper differences—economic, cultural, even linguistic—aren’t obvious on a short trip.

Then there’s the version of “Italian culture” many of us grew up with in the U.S., which was largely shaped by Southern Italian immigrants. Over time, that became its own blended identity—food, language, energy, traditions—and it’s easy to assume that’s what all of Italy feels like.

But it’s not that simple. The divide here isn’t dramatic or immediately visible. You can be in both the north and the south and still see stunning towns, have incredible food, and enjoy everyday Italian life. The differences show up more subtly—in how things function, in opportunities, in infrastructure, and in the pace and tone of daily life.

A lot of this traces back to history that most of us were never really taught. Italy only became a unified country in 1861. Before that, it was a collection of separate regions, and they didn’t all develop in the same way. The north industrialized more quickly, while the south faced longer-term economic challenges.

We also tend to generalize countries a bit. We’re used to thinking in big terms. But Italy is incredibly regional—it’s almost like visiting very different parts of the U.S. and calling it all the same experience.

Before we made the move to Italy, we watched a documentary on Italian immigration patterns. It wasn’t until then that we realized that almost all the Italians we knew in the U.S. just happened to have roots from the Naples area, Sicily, and Calabria. It always felt like a coincidence—one of those things you hardly notice so never question. But it’s not a coincidence at all.

We learned the earliest large waves of Italian emigration began in the late 1800s—roughly the 1870s through the early 1900s. At that time, many of the immigrants leaving Italy were from the northern regions, like Piedmont, Veneto, and Lombardy. Many went to South America, particularly Argentina and Brazil, where there was a strong demand for labor and a culture that, in many ways, felt more familiar. But over time the trend changed.

Northern Italy started to industrialize and become more economically stable, while the southern regions—areas like Campania (Naples), Calabria, and Sicily—faced deeper, more systemic poverty and fewer opportunities.

By the late 1800s into the early 1900s, it was southern Italians who began leaving in large numbers. Many still went to South America—again to places like Argentina, Brazil, and Uruguay—but by then those regions were becoming saturated with immigrants. Again the migration patterns changed.

This is when large numbers of Italians began immigrating to North America, particularly between about 1880 and 1920. They came to cities like New York, Boston, Philadelphia, and Chicago, settling into tight-knit communities that many of us still recognize today.

However, unlike earlier migrations, they weren’t always welcomed. Southern Italians, in particular, faced significant discrimination and had to work incredibly hard, often in difficult conditions, to build a life here. Over time, though, they did what immigrants always do—built communities, held onto their traditions, adapted where they needed to, and slowly became part of the fabric of the country.

And so, somewhere along the way, that became the version of “Italian” that many of us grew up with. The food, the energy, the family dynamics—the pizza, the pasta, the loud kitchens and big tables. It’s such a strong and beautiful culture. But it’s also just one part of a much bigger, more complex story.

When you step back and look at Italy overall, you can start to see how all of this may have shaped the divide that still exists today. Entire generations left the south in search of opportunity, while the north continued to industrialize and build wealth. Over time, that created two very different realities within the same country—something that doesn’t just disappear, even after more than a century.

This divide is rooted in history, geography, and economics. Exploring it could easily fill its own blog post, but it’s worth noting that southern Italy is generally less affluent, less developed, and less urbanized than the north, with distinct cultural differences.

What it may lack in infrastructure, however, it more than makes up for—with dramatic scenery, stunning coastlines, rugged mountains, exceptional food, and deep historical roots… most of which we’re only just beginning to explore.

An artistic arrangement featuring a wooden map of Italy, surrounded by traditional Italian dishes such as pasta, risotto, pesto, and fresh tomatoes, set against a backdrop of red, white, and green wooden planks, symbolizing the Italian flag.

So enough on this history lesson & let us tell you about our trip!

Southern Italy

Sorrento and the Amalfi Coast

Our trip began in Sorrento, often considered the gateway to the Amalfi Coast. Perched on a peninsula just south of Naples, Sorrento sits in the shadow of Mount Vesuvius, whose looming presence feels especially ominous if you’re familiar with the story of Pompeii.

Reaching Sorrento involves driving through Naples and then through a series of long tunnels cut through the mountains. Our first impression wasn’t especially favorable: heavy traffic, tight roads, and a seemingly endless swarm of scooters operating by their own unwritten rules. They zipped past us on both sides—even crossing into oncoming traffic on narrow two-lane roads—creating a constant, buzzing chaos that made the drive more stressful than scenic.

After one night in a disappointing rental, we relocated to a comfortable hotel just outside of town. Over the next few days, our impressions improved. We found spots to take in the stunning clifftop views over the Bay of Naples and toward the island of Ischia, enjoyed a few excellent meals, and spent time relaxing by the pool.

Sorrento itself is undeniably touristy. Even in mid-April, the streets were crowded with tour groups, and the narrow shopping lanes were often packed.

One unmistakable theme of the region is lemons. They are everywhere—growing in groves tucked into backyards and terraced along steep hillsides. Many trees are covered with wooden frames and green netting to protect them from the elements. In town, lemon motifs appear on everything from clothing to ceramics to linens. And Esterina just had to buy a pair of lemon pants that she is wearing every few days now.

We took two successive day trips to the Amalfi coast starting with Positano, the first major town on the Amalfi Coast when traveling west to east. The drive alone was unforgettable: narrow, winding roads climbing over mountains before descending toward the sea, with breathtaking views at every turn.

Positano itself is a nearly vertical town cascading down toward the water. It’s undeniably beautiful, though heavily touristed. Still, it charmed us. We had one of the best meals of the trip there—gnocchi and fresh local fish—while Koji rested contentedly under the table. Linen clothing is practically a uniform in the Amalfi towns, and I (Daren) couldn’t resist adding a few pieces to my summer wardrobe.

The beaches here are dark and rocky, shaped by the region’s volcanic origins. Even in April, people were sunbathing and swimming. Koji braved a quick dip; we, lacking swimsuits, did not.

On a second day we came back to see the town of Amalfi itself. While undeniably picturesque from a distance, we found the town smaller, more crowded, and less appealing than Positano. Its narrow spaces felt more congested and shaded, and the density of tourists diminished its charm. In contrast, the journey along the coast—with its dramatic cliffs and buildings perched impossibly above the sea—was the true highlight.

On the way back, we stopped in Maiori, just a few miles away but worlds apart in atmosphere. With a long beach, a relaxed promenade, and far fewer tourists, it felt more authentic. After a leisurely seafood lunch, we spent an hour simply lying on the beach, listening to the waves.

Overall, we left the Amalfi region with mixed feelings. The scenery is undeniably spectacular, but even in shoulder season, the crowds, traffic, and overtourism detract from the experience. It’s hard to imagine what peak summer must be like.

A highlight of our trip was a guided visit to Pompeii which sits between Naples and Sorrento and was easily reached by a ½ hour ride on the regional commuter rail line. With an archaeologist as our guide, the ancient city came vividly to life. Though roofs have largely collapsed under volcanic debris, the layout of streets, buildings, and public spaces remains remarkably intact. We were especially fascinated by the bathhouses, with their distinct hot, warm, and cold rooms, as well as the preserved mosaics and roadways. Our guide’s insights into language—particularly the connection between Latin and modern languages—added an extra layer of interest.

Calabria: Tropea and Beyond

After five days in Sorrento, we headed south to Calabria. The drive itself was a highlight, passing through rolling farmland, green hills, and fields dotted with wildflowers. As we moved farther south, the landscape became more rugged and developed.

Our destination was Tropea, often called the “jewel of Calabria.” Perched atop cliffs overlooking a striking white sand beach, it’s easy to see why. There, we met Esterina’s brother Frank and his girlfriend Mary, who joined us after spending several days in Rome.

Tropea is small but charming, with lots of nice restaurants and a relaxed pace. While still a tourist destination, it felt far more local, with relatively few international visitors. It was beautiful, but a bit rough around the edges. We spent our time enjoying seafood, relaxing on the beach, staying active, and learning about the region’s famous red onions—renowned across Italy for their sweetness and featured prominently in local cuisine.

Family in Crotone

Our final stop was with family in and around Rocca di Neto, near Crotone. As on previous visits, we were welcomed warmly and treated to incredible food and conversation. It was also our best opportunity yet to practice Italian, as few family members speak English.

This visit held special significance: Esterina and Frank brought their father’s remains to be placed in the family mausoleum alongside previous generations.

We spent a day exploring Crotone’s old town and its quiet seaside promenade before gathering for one last family dinner. Crotone, like Tropea, was a mix of historic charm and grittiness. The next morning, we began the long drive back north to Tuscany.

Esterina wrote a lot more about this section of the trip a few days back. You can read about it here: https://esterinaanderson.com/2026/04/26/home-can-be-more-than-a-place/

Final Reflections
Each place we visited had something to offer—and something that didn’t quite land. Sorrento and the Amalfi Coast are undeniably stunning, but also incredibly crowded. Tropea’s beaches are beautiful, but the town itself felt a bit worn, with visible garbage and public spaces that seem overlooked.

But what stayed with us most was the time we spent with family. It was a simple reminder that keeps coming back to us—where you are matters, but who you’re with matters more. And in the end, that’s the part we’ll remember.

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

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Not Everything Is a Postcard

I can’t believe it, but today marks 7 weeks in Italy. It feels longer than that, but also shorter than that!

There’s something that has been building for a long time, but being here has finally brought it into focus.

When choosing destinations or lodging, we’ve been fooled by photos more times than I can count. Places that look beautiful online—carefully staged, thoughtfully cropped, filtered just right—often don’t match the experience of being there. Once you’re at a location, you can picture where the photographer stood and what was intentionally left out, and even why.

The reviews have been just as confusing. I’ve struggled to understand how so many places end up with five stars when my experience would be nowhere near that. It’s made travel harder than I expected. At least one in every three places has been a real disappointment, and it’s not just accommodations—it’s entire locations. People we know and trust say a place is beautiful, blogs rave about it, and then we arrive and it just doesn’t land the same way.

Daren and I have been traveling together as a couple for 16 years now, since crowd-sourced reviews first became popular. We were early adopters, but over time it’s become clear that something doesn’t quite translate.


A winding path through a lush garden lined with trees bearing yellow fruit, leading to a green wooden gate in the background.

Italy has brought this into even sharper focus for me. Before we started looking seriously for a place to live here, my experience of Italy was limited to places like Milan, Venice, Lake Como, and Siena. In my mind, everything was beautiful, everyone spoke English, and the food was always incredible.

Last fall, when we came back to explore more deeply, that image started to shift. Italy isn’t a postcard. It’s where people live. It’s normal in the way any place is normal. There are stores, trash, things that are broken. Some people take care of their surroundings beautifully, others don’t. There are pockets that are stunning, and long stretches that are just average. It felt surprisingly familiar.


A train station platform with tracks, featuring a sign for 'Pompei Scavi Villa Misteri', surrounding greenery, and a tall tree under a clear blue sky.

We chose Tuscany for practical reasons, mainly access to Florence and Rome if we needed to get home quickly. And it has been wonderful. When we visit places like San Gimignano, Lucca, Portofino, Chianti, or Pienza, they are every bit as beautiful as the photos suggest.

But they are also just one version of reality.

Right now, we’re staying outside of Sorrento, and it’s been a very different experience. Sorrento itself is a step up, but only slightly. Pompeii felt chaotic and overwhelming. Even parts of the Amalfi Coast, which people rave about, felt more worn than I expected.

And yet, I can still take a beautiful photo almost anywhere. I might be able to find the right angle, the right light, the right frame. I can create something that looks magical, even when the broader surroundings aren’t.

Someone commented on Facebook recently that they never thought Italy was beautiful until they saw my pictures, and that really stayed with me.


A scenic view of Positano, Italy, showcasing colorful hillside buildings, a beach area, and the Mediterranean Sea under a blue sky.

It made me realize that beauty isn’t just about what’s there—it’s also about what we notice and how we frame it. That’s where crowd-sourcing starts to fall apart. We all have different baselines. Where we live, what we’re used to, and what we value shape how we experience a place.

Back home, we live in a shoreline town with both beautiful and less appealing areas. Our neighborhood happens to be one of the nicer ones, and we take pride in keeping our home clean and comfortable. So when I see a five-star rating, that’s what I’m expecting. But I can see now that not everyone is measuring against the same standard.


Historic red brick church with a tall white steeple and clock, surrounded by bare trees and greenery.

Lately, I’ve started taking different kinds of photos. Not just the beautiful ones, but the honest ones too—the train stations, the trash, the lemon groves covered in worn green mesh along the highway. Not to be negative, but to capture a fuller picture of what we’re actually seeing.



Where I’ve landed with all of this is pretty simple. The world is beautiful, but not always in the way we expect. It isn’t constant, and it isn’t evenly distributed, but it is there. Sometimes it’s obvious, and sometimes you have to look a little harder for it.

This experience hasn’t made me appreciate Italy any less. If anything, it’s made me appreciate it more. Seeing it as a real place—not just an ideal—has made it feel more honest and more human.

And maybe that’s the point. Not to chase perfect beauty, but to learn how to recognize it wherever you are.

There is beauty everywhere in Italy. But the truth is, there is beauty everywhere when you look for it—even in a flowering weed growing up through the rubble.

A close-up view of an ancient stone wall with a large archway, featuring vibrant yellow wildflowers growing from the top.
A large crowd of tourists gathered at the entrance of ancient stone ruins under a clear blue sky.