Do you see yourself high on a hill top combing into the narrow streets of a quiet fishing port? Or maybe you are overlooking a lake in the north. Or lounging at the beach on an island. Which Italian scenario you’re looking for, the most beautiful small towns in Italy sport storybook allure. Balance your luxury vacations to Italy’s big cities – Rome, Florence, Venice, Milan – with a small-town treat, getting in on the great regional food, amazing history and heritage, and beautiful views.
Bosa, Saridnia
Equal parts modern and historic, this gorgeous small village in the province of Oristano is half-way up the west coast of Sardinia. Here at the mouth of the Temo River, visitors drink in the scenery, awash in rocky hills, palm trees and age-old architecture. The pretty, pastel-colored houses are as beautiful as those associated with private travel to the Amalfi coast. An ancient castle anchors the scene. The marina is also the spot to catch a boat tour, and the beach there is one of the most popular on the whole island.
Brisighella, Emilia-Romagna
Southeast of Bologna in the Lamone River valley, this well-preserved medieval hidden gem was originally just a few, small farmhouses built around a castle, with some buildings that date back to the 7th century. It’s well-versed at welcoming tourists, a great place to hit on all the pillars of the Italian high life – food and wine, history and art, heritage events and festivals. Visitors find a labyrinth of small laneways, tranquil squares, plenty of architectural oddities and its “big three”– the fortress, clock tower and church. Autumn is particularly beautiful here.
Castelmezzano, Basilicata
In-between Naples and Bari, this tiny mountainside town in the southern region of Basilicata in the province of Potenza is built right into the sandstone rock between the peaks of the Dolomiti Lucane Mountains. “Beautiful” barely scratches the surface on Castelmezzano’s good looks, particularly at sunset when the surrounding hills appear to turn pink. Town history goes back to the 5th century BC with the arrival of the Greeks, the heritage quite similar to the nearby hilltop town of Pietrapertosa, Castelmezzano’s “twin.”
Civita di Bagnoregio, Lazio
Very few people live in this hillitop town in central Italy north of Rome – and that’s just the way you like it. Much of this pre-Roman Etruscan town has fallen into the canyon below, but what is left is truly spectacular, with its cobblestone alleyways, terra cotta flowerpots, dizzying views and a couple of amazing restaurants. Here’s the best part: The town is reachable only by a foot bridge from the nearby town of Bagnoregio across the canyon.
Cortina d'Ampezzo, Veneto
The site of the 2026 Winter Games, Cortina is a chic resort in the Dolomiti Superski area. The wee town itself is largely unspoiled, thanks to residents intent on reining in development. That said, there are some beautiful hotels here, incredible views, of course, and wonderful dining options. Visitors also take time to visit the small destination restaurants outside of town for a real taste of the local cuisine.
Otranto, Puglia
At the eastern tip of the Salento Peninsula, Italy’s “heel,” in the province of Lecce, this charming town sports a centuries-old castle and cathedral, plus a harbor tower with magnificent views of the sea. Prepare yourself for the dolce vita here – spilling out of the charming terraces, great restaurants, all fashionable and fun. Make time for the famous lighthouse about three miles south.
Mantua, Lombardy
This Renaissance town surrounded by three lakes in northern Italy, between Milan and Bologna, is a great alternative to the busier lakes of Como and Maggiore, and a cultural and gastronomic hub. You’ll find ancient towers, serene squares, loads of amazing art, fascinating museums and great food. Architecture buffs will spend hours wandering the palazzos and basilicas, while watersports enthusiasts will never run out of things to do.
Pitigliano, Tuscany
A true Tuscan highlight midway between Rome and Florence, the pretty town of Pitigliano in the province of Grosseto looks down on the green valleys below – it is one of the most treasured small towns in Tuscany. Thanks to its rich Eturscan heritage, Pitigliano is a magnet for visitors who marvel at the stone streets and historic, medieval walls, wander among the brown and red stone houses, and sequester in the romantic restaurants. Make sure you add this stop to the itinerary of a luxury trip to Florence.
Porto Venere, Liguria
A colorful alternative to Cinque Terre, Porto Venere has all the magnificent vistas and quaint charm, but fewer tourists. In fact, there are more Italian visitors than international guests. The alleys are filled with shops and cafés, while the seaside is a rainbow of color and gelato stops. The town is noted for its clifftop fortress, for its proximity to the trailways of Porto Venere Nature Park and for the islands, beaches and caves.
The Tully Luxury Travel Designers have exceptional insight when it comes to creating sparkling itineraries across Italy. Set your sights on any one of these dreamy Italian countryside towns and etch a little bit of la dolce vita onto your mind.
