When most travelers think of ancient Italy, their minds jump straight to Rome. But the truth is, the country’s past goes much deeper. Some of the 10 oldest cities in Italy were already thriving long before the Roman Empire rose to power, with traces of Greek colonies, Etruscan cities, and even cave dwellings still visible today.
In this guide, I’ll walk you through not just names and dates but also the ruins you can actually explore. You’ll see how criteria like continuous habitation, archaeological depth, and accessibility shaped this list. Whether you’re plotting a grand road trip or just adding a side stop, these cities offer both timeless ruins and authentic present-day life.
Defining “oldest” isn’t as simple as picking the city with the earliest mention in Greek myths or inscriptions. We used four main criteria:
This model helps balance academic precision with real travel value. For example, places like Pompeii score high on ruins but low on continuity—it’s a site, not a living city.
By contrast, the historic cities in this list blend age claims with modern culture, giving you both a walk through history and a functioning Italian city to enjoy today.
Matera is often described as the oldest city in Italy, and for good reason. Its Paleolithic era origins, carved into limestone ravines, make it one of Europe’s most extraordinary places of continuous habitation. The urban structure here feels otherworldly—houses, churches, and entire neighborhoods tunneled into rock.
Matera’s unique cave systems, known as the Sassi districts, represent one of the earliest examples of organized inhabited cities. Archaeological evidence suggests the area was home to settlements long before the rise of the Mycenaean civilization.
For accommodations, check out Palazzo Gattini for luxury or Masseria Fontana Di Vite for countryside charm. Many travelers split their time between old Matera and rural stays just outside the ravine.
You can see highlights in a day, but two days allow you to explore more deeply, especially guided tours that combine history with panoramic hikes.
Founded by Greek city-states from Corinth in the 8th century BCE, Syracuse was once one of the most powerful Greek colonies in the Mediterranean. It later came under Roman control, but its roots in Greek culture still shine through its ruins.
Syracuse flourished during the Byzantine era, surviving conquests and changes while keeping its historic fabric intact. It’s also famously connected to the Greek mathematician Archimedes, who lived and worked here during the city’s peak.
Allow at least a full day. Two days give time to enjoy Ortigia’s sunsets, markets, and modern culture alongside its ruins.
Cumae is often overshadowed by Naples, but it holds a special place as one of the earliest Greek colonies on the Italian mainland. Founded in the 8th century BCE, it was the first stepping stone for magna graecia and played a role in spreading Greek myths and rituals to Italy.
This city’s ruins include the legendary Cave of the Sibyl, linked to prophecy, and temple remains overlooking the sea. Cumae shows a clear time period shift as it moved from Greek to Roman control, offering visitors a layered story.
Cumae works well as a half-day trip from Naples. Go with guided tours if you want the myths and archaeology explained in detail.
Naples isn’t just pizza and chaos — it’s one of the most fascinating present-day cities layered over ancient wonders. Founded as Neapolis, it was a vital hub of Latin cities before becoming part of the Roman Empire. The result? A vibrant mix of ruins beneath modern streets.
Naples is one of the rare historic cities where you can walk over a Roman theater in the morning, then sip espresso in a bustling piazza above it. Its continuous habitation and preserved sites make it one of the most authentic urban time capsules in Europe.
Naples deserves at least two days. Beyond history, it’s also your launchpad to the Amalfi Coast and Mount Vesuvius.
Founded by Spartans in the 8th century BCE, Taranto (ancient Taras) was one of the wealthiest inhabited cities of Magna Graecia. The city prospered thanks to its coastal trade networks, and even today, its layered history is visible in ruins scattered around the old town.
Taranto was a naval power and left behind both Greek and Roman layers. The highlight is the pair of Doric columns standing proudly by the seafront — all that remains of a once-grand temple.
Spend at least one night here, ideally combining Taranto with Matera or Lecce for a broader southern Italy itinerary.
Crotone is less visited but deeply tied to Greek culture and Magna Graecia. Founded by Achaeans around 710 BCE, it was renowned for philosophers like Pythagoras and Olympic athletes who trained here.
Crotone’s coastal position made it a strategic hub, and though much of the ancient city lies in ruins, its sanctuary areas preserve tangible connections to Greece.
It’s best visited with a car, since sites are spread out. Travelers often combine it with Reggio Calabria for a “deep south” cultural circuit.
Reggio Calabria, once called Rhegion, was another powerful port city connected to Phoenician maritime legacies and later caught between Byzantine rule and Ottoman rule. Today, it’s both a lively Italian city and a gateway to Sicily.
The city’s treasures include the famous Riace bronzes, two Greek warrior statues considered masterpieces of classical art. Its strategic location also shaped centuries of conflict and resilience.
Reggio Calabria is a rewarding base for exploring southern Calabria, with ferries connecting you directly to Messina in Sicily.
Agrigento, founded as Akragas, was once one of the wealthiest Greek colonies in Sicily. Today, its Valley of the Temples is recognized as a UNESCO World Heritage Site, making it a must-see for travelers curious about ancient grandeur.
The sheer number of ruins here is staggering. Among them is the Temple of Poseidon, one of several massive structures dedicated to the gods. These ruins reveal how strongly the city tied into both Greek myths and religious traditions.
Spend a full day here. Many visitors book guided tours to better understand the temples’ context within the wider story of Sicily.
No list of the top 10 oldest cities in Italy is complete without Rome, the capital of the Roman Empire and a place of nearly unmatched influence. Though not the absolute oldest, Rome’s role in shaping Europe and its claim of continuous habitation across centuries makes it essential.
Rome is layered with historic cities beneath its streets — from ancient Roman cities in Italy map fragments to medieval churches, Renaissance palaces, and Neoclassical styles of later rulers.
Rome deserves at least three days. Pair must-sees with hidden sites like underground basilicas and lesser-known ruins in Trastevere.
Mantua may surprise some, but archaeological finds show traces of settlements as far back as the Bronze Age. It later flourished under the Gonzaga family, who transformed it into a Renaissance jewel. Today, it’s part of Italy’s network of Historic Cities protected by UNESCO.
While Rome and Agrigento impress with scale, Mantua offers intimacy and artistry. Its Renaissance heritage connects to Claudio Monteverdi, the composer who worked here. The city also endured siege and destruction under German forces, yet it remains beautifully preserved.
Mantua is best enjoyed at a relaxed pace, ideally overnight, to soak in sunsets by the lakes.
Not every ancient settlement in Italy made the list. Some places, while rich in ruins, lack continuous habitation or don’t function as present-day cities anymore. Still, they’re worth considering if you’re nearby.
If you have more time, slot these into your route — especially Paestum, where the Greek temples rival anything in Greece itself.
Italy’s geography makes it tempting to zigzag, but smarter routes save time and energy. Here are two efficient options:
Southern Magna Graecia Loop (7–10 days):
Central/Northern Arc (5–7 days):
Both loops are flexible. Add side trips like Polignano a Mare, where the Grotta Palazzese restaurant inside a seaside cave feels like a bonus time capsule.
Traveling Italy’s ancient sites can get expensive, but a few tricks help:
And don’t forget Italy’s festivals. Some Historic Cities, like Florence and Venice, mix ruin visits with cultural events — from concerts in Santa Croce to late-night openings at Santa Maria Novella.
Italy’s rail system connects many of the historic cities, but not all. For major hubs like Rome, Naples, and Florence, trains are fast and reliable. Getting to Agrigento, Crotone, or Matera usually requires either long connections or renting a car.
Parking can be tricky. In Pisa, spaces near the Leaning Tower fill early. In Taranto, head toward the Mar Piccolo side, where lots are cheaper.
If you’re short on time, here’s how to structure visits:
These blocks help maximize what you see without burning out.
At first glance, ruins can blur together. Here’s a quick cheat sheet to recognize styles:
For comparison, Italy’s ruins often evoke the scale of Angkor Wat or Egypt’s Luxor Temple Complex. But they’re woven into daily life — meaning you can step from an ancient square into a café serving espresso today.
Photography tip: in Pisa’s Campo dei Miracoli, shoot the Leaning Tower at dawn for fewer crowds. In Venice, frame the Basillica di San Marco at sunset to capture its golden mosaics.
Exploring the 10 Oldest Cities in Italy isn’t just about ticking names off a list — it’s about stepping into living timelines. From Matera’s caves to Rome’s forums, from Taranto’s seafront temples to Mantua’s Renaissance courts, these journeys combine ruins with daily life.
What makes this list stand out is the criteria: not just age claims, but archaeological excavations, urban layers, and accessibility. Italy’s ruins belong to a global story — like Angkor Wat, Hagia Sophia, or Egypt’s monumental temples — yet they remain uniquely tied to Italian city life, where cafés and piazzas pulse around ancient stones.
As travelers, our role is to enjoy responsibly: respect preservation rules, support local businesses, and embrace the blend of ancient wonders with modern culture. Whether your route takes you south through Magna Graecia or north into Renaissance heartlands, Italy’s history will meet you at every corner.
It’s a mix of founding date, continuous habitation, and visible ruins. For example, Matera’s caves show life since the Paleolithic era, while Rome built continuously from its legendary founding in 753 BCE.
Matera is widely considered among the oldest, with strong historical evidence and cave settlements. In 2019, it was named a European Capital of Culture, spotlighting how ancient and modern layers coexist.
Agrigento’s Valley of the Temples is the standout. It’s a UNESCO World Heritage and often compared with Cambodia’s Angkor Wat for scale. Syracuse also boasts temples and an Ancient Roman Theatre.
Mostly. Trains connect Rome, Naples, Pisa, and Florence. To reach Taranto or Crotone, though, you’ll need a car. That said, routes are improving with recent changes in infrastructure.
Some, yes — like parts of the Campo dei Miracoli in Pisa or Rome’s Forum (with ramps). But rugged sites like Matera’s cave paths and Cumae’s acropolis require careful steps.
Definitely book the Vatican Museums, the Colosseum, and Florence’s Uffizi Gallery online. In Venice, entrance to the Basillica di San Marco and sites around it also benefit from pre-booking.
Try Taranto, where ruins sit near the Mar Piccolo and Ionian beaches. Or pair Agrigento’s temples with seaside stays on Sicily. Travelers often consult guides like the Positano Travel Guide for add-ons along the Amalfi Coast.
Italy’s ancient towns double as food havens. Mantua is famous for pumpkin tortelli, while Parma (not on the list but nearby) is tied to parmesan cheese. Local markets also reflect trade legacies going back to Phoenician maritime legacies.
Yes — Matera’s MUSMA Contemporary Art Museum inside caves, and Mantua’s Ducal Palace galleries. Bologna, home to the university of Bologna, adds another layer: medieval academic culture alongside Roman roots.
Gaia Mieren is a travel writer often referenced in Italian tourism circles for her research on Historic Cities and cultural storytelling. Her work emphasizes connecting ruins with modern culture experiences.