Alessandro Palombo Profile picture
Mar 11 27 tweets 16 min read Read on X
I'm Italian. I just got back from Rome.

Over dinner, old friends and I started arguing about the same thing we always argue about: which cities in Italy are genuinely incredible but nobody ever talks about?

We went back and forth for hours. By the end of the night, we had a list.

7 hidden cities that most people, including most Italians, will never think to visit, let alone move to.

No crowds. No tourist markup. Insane quality of life.

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Italy has 7,904 municipalities. Tourists visit maybe 15.

These aren't "cheap places to test it out." They're cities where wealthy Italians live their best lives, completely off the radar.

For each one, I broke down property prices, nearest airport, population, who it's actually for, and the honest downsides you should be aware of.

7 cities I'd personally relocate to. Data on every single one:Image
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1/ TRIESTE, The Central European Hybrid

This isn't a typical Italian city. It's Vienna by the sea.

Habsburg architecture, historic literary cafés (Joyce wrote Ulysses here), and a vibe that's half Austrian, half Mediterranean.

I have a close friend from the area. One thing that always struck me: people in Trieste are always impeccably dressed. There's an elegance there you don't find in other Italian cities. It's the Viennese influence.

Understated, refined.

Population: 198,000. This is a REAL city, not a village.

€2,558/sqm (+9.3% YoY). €200-300K buys 80-120 sqm.Image
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Trieste's edge:

Trieste Airport 30 min. But here's what matters: Ljubljana (Slovenia) is 1 hour. Zagreb (Croatia) 2.5 hours. Venice 2 hours. You're at the crossroads of three countries.

Cost of living: €1,600/mo for a single. Rent €900/mo for 80 sqm. Monthly transport pass €40.

Growing tech ecosystem. University of Trieste + SISSA (top physics/math research institute). International community without the tourist inflation.

Slovenia's Alps are a day trip. Croatian coast is a weekend trip.Image
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Trieste truth:

The Bora wind is REAL. Gusts up to 150 km/h in winter. Not a joke. Buildings have handrails bolted to walls for pedestrians.

The city faces east, not south. Cooler summers, colder winters than the rest of Italian coast.

Italian spoken with Slavic influence. Less English than Milan or Florence.

Best for: remote workers who want a real city (not a village), people who value intellectual culture over beach culture, anyone who wants three countries within 2.5 hours.Image
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2/ LUCCA, The Walled City That Time Forgot

4 km of perfectly intact Renaissance walls. You walk or bike on TOP of them. The evening passeggiata on the walls, panoramic views over rooftops and Tuscan countryside, is daily ritual, not tourist attraction.

Flat, bikeable, car-restricted centro storico.

I was in Rome last week and my cousin, who's eaten his way across Italy, told me he's never eaten as well as in Lucca. That says something.

€2,321/sqm (+6.4% YoY). Peripheral areas from €1,440/sqm → 85-130 sqm for €200-300K outside the walls.Image
Lucca's killer advantage:

Pisa Airport is 25 minutes away. Ryanair, easyJet, BA, Lufthansa, KLM. You're connected to all of Europe for €30 flights.

94,000 people. Full services. Strong expat community. Digital nomad retreats are a thing here now.

Florence 90 min by train. Cinque Terre 2 hrs. The sea (Viareggio) 20 min.

Bilingual School Lucca is IN the city (ages 1-18). International School of Florence 1 hr for full IB.

Cost of living: €1,500-1,800/mo for a couple.

Best for: families with kids, remote workers who need airport access, anyone who wants Tuscany without the Florence price tag.Image
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By the way, I write about this every week on Substack. Deep dives on where to live, relocate, and build a life in Europe and beyond.

I'm building the best intelligence resource on this topic on the internet.

Subscribe here:

Now, let's get into more cities.palombo.substack.comImage
3/ LECCE, The Florence of the South

If you've followed me for a while, you know I've talked about Lecce extensively. It's one of my absolute favorites. And the data keeps proving me right.

The Baroque architecture here isn't just "nice." It's carved from golden Leccia stone that glows at sunset like the city is on fire. Every church, every palazzo, every doorframe. Hand-carved.

Population: 93,000. University city. Year-round life.

€1,647/sqm (+6% YoY). Centro €1,852/sqm. Peripheral areas under €1,000/sqm.

€200-300K buys 120-180 sqm. In the centro storico.Image
Lecce's strategic play:

Brindisi Airport 40 min. Ryanair hub with direct flights across Europe.

Salento's best beaches, Gallipoli, Otranto, Porto Cesareo, are 30-45 min away. Adriatic AND Ionian coasts accessible.

Cost of living: €1,300/mo for a single. One-bedroom €500-700/mo. Full dinner with wine €15-20.

Everything is below the Italian national average: food, transport, healthcare.

Growing remote work scene. University of Salento brings 25,000+ students = cafés, nightlife, cultural events year-round.Image
Lecce truth:

Summer is HOT. 35-40°C in July-August. Not mild Mediterranean. Proper southern heat.

Infrastructure is improving but still behind the North. Train connections to Rome take 5-6 hours. You fly or you drive.

Lecce is in Puglia = qualifies for the 7% flat tax on foreign income IF you register in a municipality under 20K people nearby (San Cesario di Lecce, Lizzanello, 10 min away).

Best for: retirees who want culture + beach access + low cost. Remote workers who can handle slower internet. People who care more about beauty than efficiency.Image
4/ MANTOVA, Italy's Most Underrated Renaissance City

Once ruled by the Gonzaga dynasty for 400 years. Palazzo Ducale has 500 rooms. Palazzo Te is one of the greatest Mannerist buildings in existence. Surrounded by three artificial lakes.

And almost NOBODY outside Italy knows it exists.

Population: 50,000. UNESCO World Heritage.

€1,614/sqm (+2% YoY). Centro €1,853/sqm. Outer areas €1,097/sqm.

€200-300K buys 130-270 sqm depending on zone.Image
Mantova's edge:

Verona Airport 30 min. Ryanair, Wizz Air, Volotea. Full European network.

Milan 1.5 hours. Bologna 1.5 hours. Venice 2 hours. Lake Garda 30 min.

You're in the center of Northern Italy's economic powerhouse, Lombardy, at a fraction of Milan's prices.

Mantova was ranked among Italy's top cities for quality of life (Il Sole 24 Ore). Repeatedly.

Cost of living: €1,400-1,700/mo for a couple. Full meal €12-18.Image
Mantova truth:

Po Valley fog is REAL. November-February can feel gray and damp. Summers are humid (35°C+ with continental humidity, not sea breeze).

Not a beach town. Not even close. This is flatland, rice paddies, pumpkin fields.

English is limited outside tourist sites. You need Italian.

But: if you care about Renaissance art, world-class cuisine (tortelli di zucca, sbrisolona), and a city that functions beautifully without a single tourist bus, Mantova is unmatched.

Best for: culture-focused retirees, families (Verona's international schools 30 min), remote workers who want Northern Italy access at Southern Italy prices.Image
5/ ASCOLI PICENO, The Travertine City

Built almost entirely from pale travertine stone. Piazza del Popolo is considered one of the 10 most beautiful squares in Italy. Not by me. By Italians.

Population: 45,000. Medieval streets, olive ascolane (the best fried olives on Earth), and a Saturday market that's been running for centuries.

€1,345/sqm (+3% YoY). Province up 13% YoY. This is accelerating.
€200-300K buys 150-220 sqm.Image
Ascoli's strategic position:

Between mountains and sea. Adriatic coast 30 min east. Sibillini Mountains 30 min west. You get beach AND ski in the same day.

Pescara Airport 1 hr 20 min. Ancona Airport 1 hr 30 min. Rome 2.5 hrs by car.

Not the most connected. This is the honest weakness. You need a car.

Cost of living: among the lowest in Central Italy. €1,200-1,500/mo for a couple.

Marche region = one of Italy's safest. Earthquake-affected areas nearby have additional tax incentives and reconstruction investment.

Best for: retirees who want authentic Italian life without ANY tourist infrastructure. People who value food culture (Ascoli's gastronomic tradition is legendary). Anyone who doesn't need daily flights.Image
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6/ ORVIETO, The City on the Cliff

Perched on a volcanic tufa plateau. You take a funicular UP to the town. 1,200+ Etruscan underground tunnels beneath your feet. One of Italy's greatest Gothic cathedrals above.

Killer offering. Incredible cuisine. Umbrian food is one of Italy's best-kept secrets.

Population: ~21,500. Headquarters of the Slow City (Cittàslow) movement.
€1,578/sqm (+1% YoY).

€200-300K buys 130-190 sqm.Image
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Orvieto's killer advantage:

Rome is 1 HOUR by fast train. This is the single most Rome-accessible small city in Central Italy.

You get medieval hilltop life + Roman infrastructure when you need it.

Strongest American and British expat community in Central Italy. You won't be alone.

Perugia Airport 30 min for regional flights. Fiumicino (Rome) 1 hr 15 min for international.

Orvieto Classico wine. Umbrian truffles. Dinner with local wine: €35 for two.

Cost of living: €1,300-1,500/mo for a couple.

Best for: retirees who want peace + Rome access. Writers, artists, anyone seeking a creative retreat. Couples who want "deep Italy" without isolation.Image
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7/ BERGAMO, The City Everyone Flies Into and Nobody Explores

This is the ultimate hidden-in-plain-sight city.

Orio al Serio is one of Europe's busiest airports. 16 million passengers a year fly in and immediately leave for Milan or Lake Como. Almost nobody looks up.

Meanwhile, Città Alta (the upper town) is one of the most stunning medieval cities in Italy. Venetian walls. Funicular access. Cobblestone piazzas with views of the Alps.

Population: 120,000.

€2,860/sqm city center. Peripheral areas ~€1,773/sqm.Image
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Bergamo's edge:

Orio al Serio Airport is 7 KM from the city center. 15 minutes. Ryanair's biggest Italian hub with direct flights to 130+ destinations across Europe.

Milan is 45 min by train. Lake Como 1 hour. Lake Garda 1 hour. Venice 2.5 hours.

Città Bassa (lower town) is a proper modern city: shopping, restaurants, services. Città Alta (upper town) is your medieval escape. You get both.

Quality of life index: 181.96 (Numbeo). "Very High." Purchasing power rated "Very High." Traffic commute: among the lowest in Italy.

Cost of living: €830/mo for a single (excluding rent). Rent 48.6% LOWER than Lisbon.Image
Bergamo truth:

It's NOT cheap by Southern Italy standards. €2,860/sqm in centro is real money.

Winters are cold. Po Valley fog rolls in. November-February is gray.

Less "charming village" energy, more "functional Northern Italian city." If you want postcard Italy, this isn't it.

But: if you want one of Europe's best-connected airports at your doorstep, Milan-level infrastructure without Milan prices, and a city that consistently ranks among Italy's best for quality of life, Bergamo is the play nobody's making.

Best for: remote workers and founders who fly frequently. Families who want Northern Italian schools + airport access. Anyone who prioritizes connectivity over beach vibes.Image
The comparative picture:

- Most affordable: Ascoli Piceno (€1,345/sqm)
- Best airport access: Bergamo (Orio al Serio, 15 min, 130+ destinations)
- Biggest city/most services: Trieste (198,000)
- Best culture per euro: Mantova
- Best beach access: Lecce (30-45 min to Salento beaches)
- Best Rome access: Orvieto (1 hr fast train)
- Fastest appreciation: Ascoli Piceno province (+13% YoY)Image
Who should consider each:

RETIREES:
→ Orvieto (Rome access + expat community)
→ Lecce (beach + low cost + cuisine)
→ Ascoli Piceno (authentic + affordable)

REMOTE WORKERS / FOUNDERS:
→ Bergamo (130+ destinations from Orio al Serio)
→ Trieste (real city + three-country access)
→ Lucca (Pisa Airport + fiber + Tuscany)

FAMILIES:
→ Lucca (bilingual school in city)
→ Bergamo (Northern Italian schools + connectivity)
→ Mantova (Verona international schools 30 min)

BUDGET OPTIMIZERS:
→ Ascoli Piceno (€1,345/sqm + Marche value)
→ Lecce (€1,647/sqm + 7% flat tax nearby)Image
The honest reality:

These aren't Milan. They don't have English-speaking staff at every café. They don't have Michelin-star restaurants on every corner. Bureaucracy is EVERYWHERE.

What they have: genuine community, architecture that took centuries to build, food that hasn't been adapted for tourists, and a cost of living that lets you actually enjoy life instead of surviving it.

Italy's hidden cities are hidden because they don't market themselves. That's the feature, not the bug.Image
If you're considering a move, three rules:

Visit in WINTER first. Not summer. If you can handle January, you can handle the city.

Hire a local commercialista (tax advisor). Non-negotiable. Don't DIY Italian bureaucracy.

Learn Italian to A2 level BEFORE you go. In these cities, it's not optional.Image
For complete guides on Italy's tax regimes (7% flat tax, €300K non-dom, Digital Nomad Visa), property analysis by region, and cost-of-living breakdowns, plus conversations with expats actually living in these places, I cover it all on Substack.

Subscribe here:

palombo.substack.comImage
Thank you for reading!

For more posts and insights like this, follow @thealepalombo

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More from @thealepalombo

Feb 11
I analyzed every coastal town in Italy on a €1M budget.

Taxes. Airports. What €1M actually buys you in each location.

I cross-checked every detail with two friends on the ground for accuracy and hidden alphas.

10 towns. The definitive guide for FIRE and wealthy nomads eyeing Italy.

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First, why €1M changes the game.

At €200-300K, you optimize for value. Hidden gems. Undiscovered towns.

At €1M, the game changes completely: you unlock some of Italy's most iconic coastal locations.

And here's what nobody tells you: most of them STILL qualify for the 7% flat tax for retirees.

8 of my 10 picks do.Image
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Quick recap for new readers:

Italy offers a 7% flat tax for 10 years on ALL foreign income for retirees who move to a town under 20K people in southern Italy.

Qualifying regions: Sicily, Sardinia, Calabria, Campania, Puglia, Basilicata, Abruzzo, Molise.

On €200K/yr of foreign income → €14,000 total tax. For 10 years.

Plus: exemption from wealth taxes on foreign assets for the full duration.Image
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Read 28 tweets
Feb 8
I've analyzed every affordable, strategically located coastal town in Italy for a €200-300K budget.

Taxes, airports, cost of living, remote work infrastructure. I've called a couple of friends to confirm the data.

10 towns. The definitive guide for FIRE and Digital Nomads in Italy.

Thread 🧵Image
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First, why Italy in 2026?

Three reasons:

• 7% flat tax for 10 years on ALL foreign income for retirees in small towns (pensions, dividends, capital gains), 50% tax exemption for remote workers

• Property at half the price of Portugal and Croatia

• Ryanair is opening bases and routes across the South at record pace

Italy is becoming THE game.
The real tax advantage for FIRE, explained simply:

Italy: 7% flat tax for 10 yrs (town under 20K people, southern region)

Greece: 7% for 15 yrs, but pricier property

Spain: no special retiree regime (standard progressive tax rates apply)

Portugal: NHR closed. Now progressive taxation up to 48% for pensioners.

Croatia: no special retiree regime

On €100K/yr of foreign income, Italy = €7,000 total tax. That's it.
Read 22 tweets
Feb 6
This is Puglia, Italy.

7% flat tax for retirees (small towns only). 50% income exemption for workers. Flat-tax for HNW.

Magical region. Mediterranean coast. Authentic culture.

But most foreigners choose the wrong town and overpay by 30-40%.

I've lived across 5 continents and visited every corner of Puglia.

Here are the 7 best places - and the traps to avoid 🧵Image
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First, LECCE - "The Florence of the South"

The obvious choice (that's actually right).

Lecce is where serious expats land when they've done their homework.

It's a proper city (95k people) with everything functional - hospitals,
universities, year-round economy not dependent on tourists.

The baroque center is legitimately stunning, not Disney-fied.

Here's what nobody tells you about Lecce...Image
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It's become the digital nomad/remote worker hub of southern Italy.

Fast internet, coworking spaces, actually decent coffee culture.

The university (35k students) keeps it young and dynamic.

Real Italian life happens here because locals actually live and work downtown, not just serve Aperol Spritz to foreigners.

I've a personal story to share.Image
Read 21 tweets
Dec 16, 2025
This is Lugano:

- 0% capital gains tax
- 1 hour from Milan
- Swiss lifestyle with palm trees

This combination shouldn't exist. But it does.

Here’s why Switzerland's best-kept secret should be on your radar: Image
Lugano is a paradox. And most miss it completely.

It sits in Ticino, Switzerland's Italian-speaking canton.

Officially it’s Switzerland – but it doesn't feel like Switzerland. Mediterranean climate, palm trees by the lake, Italian spoken everywhere. Swiss quality underneath, but none of the coldness.

And here's what's interesting…
Swiss cantons are basically independent states with their own constitutions.

Ticino happens to be the one that speaks Italian and feels Mediterranean.

Milan is just an hour away by train. Lake Como is right next door.

You get access to Italian energy when you want it, and Swiss calm when you don't.

That setup creates something very unique.Image
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Read 18 tweets
Dec 5, 2025
Retiring in Italy with the 7% flat tax.

Here’s the full map: I had to build it manually because it simply didn’t exist anywhere online.

Green regions: automatically eligible. Any village under 20k residents qualifies (Abruzzo included). Plenty of great options.

Yellow regions (Lazio, Umbria, Marche): only specific villages in the official earthquake-area lists qualify. Very niche, almost unknown, harder to navigate, but absolutely possible.

For context: my grandfather’s village in Lazio hosted a Canadian family 50 years ago. They came every summer, built a villa, loved it, and everyone knew them. It was the only modern house in the whole valley. Nobody understood why they chose that place, but when you’re 15 minutes from a real town, have your own home, and want a quiet, culturally rich, food-driven lifestyle… it makes perfect sense. In retrospect, they were basically early adopters.

With that in mind, here’s a shortlist of the 5 most beautiful, American-friendly, high-amenity 7% towns in the yellow regions, close to real cities, fully on the eligible lists, and offering a charming, scenic, safe, year-round lifestyle.

*Important: this list ISN'T for everyone. In most cases, the lifestyle means owning a house there and spending plenty of time in the nearby larger city. Many of these villages are so small and niche that even most Italians haven’t heard of them.

The green regions include well-known, warmer, tourist destinations like Taormina.Image
1. Sarnano (Marche)
•Spa town + ski slopes nearby
•45 min to Macerata
•Excellent digital infrastructure
•Extremely charming and well kept Image
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2. Norcia (Umbria)

•45–50 min to Spoleto; 1h15 to Perugia
•Gourmet capital (truffles, salumi, Michelin culture)
•Completely rebuilt after 2016 → spotless, safe
•Outdoors heaven (Sibillini mountains)

Feels like: Jackson Hole meets Tuscany. Personally top-tier for culture + food.Image
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Read 7 tweets
Dec 1, 2025
I'm Italian.

Everyone asks me about moving to Italy. But Italy isn't for everyone.

I've isolated 4 specific profiles. For these, it might be the best decision you ever make.

Here's who should actually consider it (and who shouldn't): Image
First, let me be clear.

I left Italy a decade ago when it was considered a sinking ship. Brain drain, bureaucracy, stagnation.

But over the years, something has quietly shifted.

Italy is back. And it has built one of Europe's top arbitrage + lifestyle opportunities.

But not everyone…Image
The mistake most people make is thinking Italy is just "lifestyle."

It can be. But it's also strategic and requires diligence.

Italy has four distinct pathways – each designed for a different profile.

Most people might not realize they might/might not be an ideal fit.

Let me break down who actually benefits:Image
Read 18 tweets

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