
The number of vacation destinations in Italy is unlimited. While iconic cities like Rome, Venice, and Florence often steal the spotlight, the true charm of Italy is in its smaller towns. These uniquely characterized and delightful hidden gems provide a more intimate and authentic Italian experience. They promise unforgettable vacations. Let’s take a trip through 15 of them.
Manarola

Right in the heart of the Cinque Terre, Manarola’s vibrant, various-colored houses make it a visually appealing place. The town has scenic hiking trails for visitors who love nature. Manarola’s allure is in its narrow streets, fishing harbor, and tranquil atmosphere, which make it a perfect escape from the hustle and bustle of larger tourist destinations.
Cortona

In the delightful region of Tuscany lies a walled hilltop town called Cortona. Its rich history dates beyond Etruscan League days, and its medieval and Renaissance architecture aids its charm. While there, you can check out the town’s well-preserved city walls and the Etruscan Academy Museum. You can also relish the local cuisine and wine.
Alberobello

The region of Puglia is blessed with this little town with unique trulli houses—whitewashed structures with conical roofs. These charming, fairy-tale-like buildings have earned Alberobello a place on the UNESCO World Heritage list. As you stroll through the thin streets lined with trulli, you will discover local crafts, traditional foods, and the rich cultural heritage of the area.
Positano

This cliffside village has steep, narrow streets lined with colorful houses and bougainvillea. Here, you can get breathtaking views of the Mediterranean Sea, luxurious beach clubs, and charming shops selling local crafts and fashion. The town’s beautiful beaches, such as Spiaggia Grande and Fornillo Beach, are perfect for relaxation and enjoying the sun.
San Gimignano

The “Medieval Manhattan” has impressive medieval towers that dominate the skyline. Its well-preserved architecture attracts guests from around the Earth. The winding streets and piazzas are there for you to admire. You can stop by the Collegiate Church with its stunning frescoes and savor local delicacies in cozy trattorias.
Matera

Many come to Matera of Basilicata for its cave dwellings known as Sassi. These dwellings have been inhabited for thousands of years and are today, a UNESCO World Heritage site. In the town, you will see labyrinthine alleyways, rock-hewn churches, and homes from the past that show a glimpse into Italy’s past.
Polignano a Mare

The town of Polignano a Mare perches on the Adriatic Sea. It’s in the Apulia Region and gives residents and visitors a view of its coastline and crystal-clear waters. The town’s historic center is a maze of thin streets and whitewashed homes leading to panoramic viewpoints. From the fresh seafood in local restaurants to the ancient Roman bridge, you can do a lot there. Among its delightful beaches is Lama Monachile.
Ravello

Somewhere above the Amalfi Coast is the resort town called Ravello. Stunning vistas and pretty gardens await visitors. You can plan to attend the annual Wagner Festival or stop by whenever you want to experience the Villa Cimbrone, with its breathtaking views and enchanting gardens.
Orvieto

One of Umbria’s biggest blessings, Orvieto, is a hilltop town that’s home to the Gothic cathedral, the Duomo di Orvieto, which features intricate facade decorations and beautiful frescoes. The town’s underworld gives you a fascinating glimpse into its history. As you savor the local wines and take in the views, you’ll wish you visited earlier.
Castelluccio

In the heart of the Sibillini Mountains lies Castelluccio. In its spectacular flowering season, the plains burst into a spectacle of colors, creating a breathtaking natural spectacle. This small village offers a peaceful retreat for nature lovers and hikers, with numerous trails and opportunities for outdoor activities. The quietness of the village is the icing on the cake.
Montepulciano

Another small town to enjoy in Tuscany is the hilltop Montepulciano. Their world-class vino mobile red wine is for your drinking pleasure. The town’s historic center has elegant palazzos, charming piazzas, and old churches.
Cefalù

The charming seaside town in Sicily has attractive beaches, narrow streets, and lovely shops and cafes. Cefalù’s seafront and picturesque old town perfectly blend relaxation and cultural exploration. When you’re not swimming in the clear waters of the Mediterranean, you can peek at the ancient architecture and enjoy excellent meals in local trattorias.
Assisi

As the birthplace of St. Francis, Assisi in Umbria is a spiritual hub. The town is home to the stunning Basilica of San Francesco, which contains magnificent frescoes by Giotto and other Renaissance artists. There are countless other things to do, including sightseeing and family-friendly activities.
Tropea

Tropea is a favorite small town for many in and out of Calabria and has a lot of places to go to, whether you want to relax on a white-sand beach or dip in crystal-clear waters. While there, revel in the historic center and charming streets, visit the Sanctuary of Santa Maria dell’Isola and the cliff it rests on, and savor the local cuisine, including the famous red onions of Tropea.
Spello

There is no end to the lovely places in Umbria, and Spello is another feather in its cap. History lies in its well-preserved Roman walls. The town’s flower-filled streets and annual Infiorate festival are priceless parts of its allure. At its lower end, you will find an ancient Roman gate. You can also visit beautiful churches like Santa Maria Maggiore and relish the panoramic sights of the surrounding countryside.