The Most Underrated Cities in Italy

Portofino, a small yet remarkably enchanting town in Liguria offers a plethora of activities and sights that cater to every traveler's desires. This picturesque location, once a humble fishing village, has transformed into a sought-after destination for the international jet set while maintaining its charming seafaring spirit. From exploring the vibrant marine life by diving into the blue waters to strolling through the historic Piazza Martiri dell'Olivetta, Portofino immerses visitors in the Italian Dolce Vita. The town's colored buildings, set against a backdrop of lush greenery and the shimmering sea, create a dreamlike atmosphere that captivates all who visit.

For those seeking adventure, the Castello Brown offers breathtaking views and a glimpse into the past with its 15th-century architecture. Nature enthusiasts will find solace in the Portofino Natural Park, which boasts over 80 km of trails amidst Mediterranean scrub. A visit to Portofino is incomplete without experiencing its culinary delights, including the traditional Ligurian pesto, at the bustling harbor area. Despite its popularity, Portofino has retained the essence of its maritime heritage, making it a timeless escape into Italy's unparalleled beauty.

Lucca, nestled in the heart of Tuscany, is a city that captivates with its well-preserved medieval architecture and picturesque streets. Known as one of the most beautiful cities in Tuscany, Lucca's charm lies in its oval-shaped Piazza dell’Anfiteatro, inspired by the ancient Roman amphitheater that once stood in its place, and its vibrant pastel-colored houses. The city's historic towers, Torre Guinigi and Torre delle Ore, offer breathtaking panoramic views, making them must-visit landmarks. Lucca is also celebrated for its intact Renaissance-era walls, which now serve as a unique promenade encircling the old town, providing both locals and visitors a serene escape amidst the shade of towering trees.

For those seeking a blend of cultural and active experiences, Lucca does not disappoint. The San Martino Cathedral and the quaint yet impressive Church of San Michele in Foro highlight Lucca’s rich religious history. Active visitors can enjoy cycling along the city's walls or exploring the surrounding countryside. Culinary enthusiasts will delight in Lucca's traditional Tuscan cuisine, found in the old town's numerous cafes and restaurants. With its combination of historical sights, natural beauty, and gastronomic delights, Lucca offers a comprehensive Italian experience away from the bustle of more crowded tourist destinations.

Matera, a city in the Basilicata region of Italy, is renowned for its ancient cave dwellings, the Sassi di Matera, which have been continuously inhabited since the Paleolithic era. This UNESCO World Heritage Site offers a unique glimpse into human history, with its complex of caves, stone buildings, and churches carved into the rolling hillsides. Visitors can explore the picturesque streets, stay in a cave hotel, savor traditional foods, and immerse themselves in the rich history of one of Italy's most photogenic cities. Despite its growing popularity, highlighted by its appearances in films such as "No Time to Die*" and "The Passion of the Christ*", Matera retains an unspoiled charm, making it a favorite among those seeking an authentic Italian experience.

The heart of Matera, the Sassi, is a must-visit, where you can wander through its hilly streets, visit the iconic Church of Saint Mary of Idris, and enjoy breathtaking views from various vantage points across the city. For a more active adventure, the Gravina di Matera and the adjacent Parco della Murgia Materana offer hiking opportunities, cave exploration, and stunning panoramas of Matera itself. Whether interested in history, culture, or simply the beauty of an ancient town, Matera presents a compelling blend of activities for every traveler.

Nestled in the northeast corner of Italy, Trieste is a city where cultures converge, history speaks through its architecture, and the Adriatic Sea's blue waters add to its charm. This city, often bypassed in favor of Italy's more famous destinations, is a hidden gem that deserves attention. Trieste's past as the chief seaport of the Austro-Hungarian Empire has left it with a legacy of splendid Neoclassical buildings, echoing the grandeur of Vienna, Budapest, and Prague. Its position at the crossroads of Italian, Slavic, and Habsburg influences has imbued Trieste with a unique character that sets it apart from other Italian cities. From the majestic Miramare Castle to the grand Piazza dell’Unità d’Italia facing the sea, Trieste is a city that combines the beauty of its historical sites with the allure of its cultural diversity.

Exploring Trieste offers an experience unlike any other in Italy. The city’s historic center, with its pedestrian-friendly streets and a blend of architectural styles, invites leisurely walks. Visitors can marvel at the ornate details of buildings and discover cozy cafés and boutique shops. The Serbian Orthodox Saint Spyridon Church and the Roman Theater are just a few of the landmarks that tell the story of Trieste's rich past. Moreover, the Revoltella Museum houses an impressive collection of modern art, showcasing the city's artistic side. Trieste’s unique blend of cultures is also reflected in its cuisine, making it a delightful destination for food lovers. Whether you're interested in history, art, or simply enjoying the serene views of the Adriatic, Trieste provides a captivating escape.

Lecce, often dubbed the Florence of the South, unveils itself as a Baroque masterpiece within Puglia's enchanting landscape. This city, constructed from the unique Lecce Stone, radiates a warm honey glow under the sun, embodying the richness of its history and culture. While Lecce's maze of narrow streets and grand piazzas captivate the curious traveler, its historical depth is most profoundly felt through its Roman amphitheatre and the less grand but equally fascinating Roman Theatre. These ancient structures, coupled with the city's detailed facades, invite visitors to wander and discover the intricate stories woven into the very fabric of Lecce.

Beyond its architectural splendor, Lecce's culinary scene offers a deep dive into the heart of Puglian cuisine, with the pasticciotto—a crumbly pastry filled with custard—standing out as a must-try delicacy. For a truly immersive experience, dining at Alle Due Corti comes highly recommended, offering a taste of traditional cucina povera that reflects the simplicity and ingenuity of southern Italy's gastronomic heritage. From its Baroque elegance to its culinary delights, Lecce presents a rich tapestry of experiences that weave together the historical and the hedonistic, making it a city that deserves more than a fleeting visit.

Ravenna, a city of unparalleled historical depth on Italy’s eastern coast, invites visitors into its mosaic-laden arms. Once the capital of the Western Roman Empire and later the Ostrogothic Kingdom, Ravenna's illustrious past is evident in its architecture and the stunning mosaics that have earned it eight UNESCO World Heritage Sites. Known as the city of Dante Alighieri, Ravenna offers a tapestry of cultural and historical experiences, set against the backdrop of scenic coastal areas. Its lesser-known status compared to its more famous Italian counterparts ensures a quieter visit, imbued with an authentic atmosphere.

The city's most emblematic attractions include the Basilica di San Vitale, with its breathtaking 6th-century mosaics, and the Mausoleum of Galla Placidia, renowned for its vibrant, ancient mosaics depicting Christian Byzantine art. Ravenna's mosaic tradition continues in the Basilica of Sant'Apollinare Nuovo and extends to the Basilica di Sant'Apollinare in Classe, located a short distance from the city center. Each site offers a unique glimpse into the city's rich Byzantine past, making Ravenna a must-visit for those interested in the intersection of art, history, and architecture. Whether exploring the historic old town or venturing to the UNESCO-listed basilicas, Ravenna presents an unforgettable journey through Italy's mosaic capital.

Perugia, the hilltop city in Umbria, is a treasure trove of historical, architectural, and gastronomic delights. Known as the city of chocolate and celebrated for its Etruscan walls and ancient gates, Perugia offers a unique blend of cultural heritage and vibrant student life. The city's Gothic Palazzo dei Priori, home to the National Gallery of Umbria, and the awe-inspiring San Lorenzo Cathedral stand as testaments to its rich past. The UNESCO-listed Basilica di San Vitale, with its stunning mosaics, further highlights Perugia as a must-visit destination for art and history enthusiasts.

Perugia's charm extends beyond its historical landmarks to its lively festivals, such as the Umbria Jazz Festival and the EuroChocolate festival, making it a city that celebrates both its past and its present. The ancient aqueduct and Etruscan well offer unique glimpses into the city's engineering marvels, while the panoramic views from Porta Sole provide breathtaking vistas of the Umbrian landscape. Assisi, a short train ride away, offers a spiritual pilgrimage to the Basilica of Saint Francis, enhancing the cultural experience of visiting Perugia.

Ferrara, a city where history intertwines with a vibrant modern lifestyle, is an Italian Renaissance jewel waiting to be discovered. Renowned for its cyclist-friendly atmosphere, Ferrara invites visitors to explore its cobbled streets, majestic Castello Estense, and the splendid Cathedral. The city's unique charm is further enhanced by its youthful energy, courtesy of the local university population. From biking along its historic routes to indulging in the rich Emilia-Romagna cuisine, Ferrara offers a blend of experiences that capture the essence of Italian culture and heritage. Highlights include the Palazzo dei Diamanti, known for its marble facade, and the scenic Piazza delle Erbe, showcasing Ferrara's lively and avant-garde spirit.

A visit to Ferrara is incomplete without exploring its UNESCO World Heritage Sites, immersing in the local food scene with dishes like cappellacci alla zucca, and discovering the city's role as the "City of Chocolate." For those seeking a deeper connection with nature and history, a trip to the nearby town of Comacchio, often referred to as 'Little Venice', or experiencing the ancient beauty of Tresigallo, showcases the diversity surrounding Ferrara. With events like the Palio of Ferrara and festivals such as Ferrara sotto le Stelle, the city vibrates with cultural richness, offering visitors an authentic Italian experience.

Treviso, often overshadowed by its close neighbor Venice, is a hidden gem in Italy's Veneto region. With its medieval city walls, a maze of pretty canals, and narrow cobbled streets, Treviso offers a tranquil and picturesque alternative to the bustling tourist spots. The city's rich history is evident in its well-preserved defense walls, gates, and guard towers dating back to the 15th and 16th centuries under Venetian rule. Treviso's charm is further enhanced by its vibrant squares, like Piazza dei Signori, the heart of historic Treviso, surrounded by stunning palaces and bustling with life from the local cafes and markets.

For those seeking a unique Italian experience, Treviso does not disappoint. The city is renowned for its culinary delights, including the iconic tiramisu, claimed to have originated here at Ristorante Le Beccherie. Additionally, Treviso's proximity to the Veneto Prosecco region makes it an ideal base for exploring the vineyards and enjoying Italy's famed sparkling wine. With its array of historic sites, such as the impressive Treviso Cathedral and the picturesque canals reminiscent of Venice but without the crowds, Treviso presents a compelling case for being one of Italy's most underrated cities.

Trento, nestled in the heart of the Italian Alps, offers a unique blend of Alpine charm and Italian elegance, making it an undeniably picturesque and underrated destination. The city's historical center, adorned with Renaissance frescoes and surrounded by breathtaking mountain landscapes, embodies a rich cultural heritage. Piazza Duomo stands as the city's vibrant heart, where the fusion of nature and architecture is most evident. From the majestic Neptune fountain to the surrounding mountains and historical buildings, Trento captivates visitors with its serene beauty and historical depth. The city's landmarks, such as the Buonconsiglio Castle and Trento Cathedral, further contribute to its allure, offering insights into the pivotal Council of Trent and the region's storied past.

Beyond its historical significance, Trento beckons with its natural and culinary delights. The city serves as a gateway to adventures in the surrounding Alps, from serene walks in nature to exploring dramatic gorges like the Orrido di Ponte Alto. The local cuisine reflects a blend of Italian and Austrian influences, with Trento DOC sparkling wine highlighting the region's viticultural excellence. Whether it's enjoying a glass of wine in Piazza Duomo, indulging in traditional dishes, or embarking on a cable car journey to Sardagna for panoramic views, Trento offers an authentic Italian experience amidst an Alpine setting. For those seeking a mix of culture, history, and nature, Trento is an enchanting city that promises memorable experiences far from Italy's crowded tourist trails.

Tropea, nestled on the west coast of Calabria in southern Italy, presents a captivating blend of historical charm and breathtaking natural beauty, making it a must-visit for those exploring Italy's lesser-known gems. Perched atop a cliff overlooking the turquoise Tyrrhenian Sea, this picturesque town is celebrated for its stunning beaches, including the famous Spiaggia della Rotonda, and its close proximity to other remarkable beaches like Capo Vaticano. Beyond its scenic landscapes, Tropea is renowned for its sweet red onions, a local delicacy, and the Santuario di Santa Maria dell'Isola, which offers panoramic views of the coast. The town's historic center, with its charming streets and vibrant atmosphere, serves as a perfect base for exploring the Costa degli Dei (Coast of the Gods) and experiencing the quintessential Italian summer.

Visiting Tropea during the shoulder seasons of late May, June, September, or mid-October is advisable to avoid the peak summer crowds and enjoy milder temperatures ideal for beach outings and exploration. Whether it's lounging on the beach, enjoying a Vespa ride through the countryside, or indulging in the local cuisine at a seaside restaurant, Tropea offers a diverse array of activities that capture the essence of a southern Italian escape.

Orvieto, a majestic hilltop town in the Umbria region of Italy, stands out for its rich history and stunning architecture, making it a jewel worth exploring beyond the typical Italian tourist path. Perched on a steep tufa hill, Orvieto offers breathtaking views over the lush Italian countryside, with its history stretching back to the Etruscans. The town's Duomo, a magnificent Gothic cathedral, showcases a facade adorned with intricate carvings and mosaics, dazzling onlookers with its beauty. Orvieto is not just about the grandeur of its buildings; the town is also known for its intricate network of underground tunnels and the famous "Pozzo di San Patrizio" (St. Patrick’s Well), an engineering marvel that impresses visitors with its depth and design.

The charm of Orvieto extends to its narrow streets lined with colorful stone buildings, where visitors can discover local crafts, particularly beautiful ceramics, and sample delicious local wines, including the celebrated Orvieto Classico. The town's strategic location atop a limestone rock offers not only spectacular vistas but also serves as a gateway to exploring the rich wine region surrounding it. Cultural events like the Umbria Winter Jazz Festival and the vibrant Corpus Domini celebration add to the town's allure, inviting travelers to immerse themselves in its unique atmosphere and traditions.

Cremona, nestled in the Lombardy region of northern Italy, stands out as a city deeply rooted in music and gastronomy. Known as the birthplace of the Torrone and a pivotal city in the history of violin making, Cremona invites visitors to explore its rich cultural heritage. The city is renowned for its UNESCO-recognized tradition of violin craftsmanship, with over 150 ateliers dedicated to creating stringed instruments following age-old techniques. Key attractions include the Violin Museum, which houses instruments from the legendary Amati, Guarnieri, and Stradivari families, and the Auditorium designed by acoustics master Yasuhisa Toyota, offering an immersive listening experience.

Beyond its musical significance, Cremona's architectural beauty is epitomized by its grand Cathedral and the towering Torrazzo, one of Italy's most impressive sights. The city's historical heart, Piazza del Comune, is flanked by these marvels, offering a glimpse into Cremona's past and present. Gastronomy enthusiasts will delight in local specialties, including the Torrone festival celebrated in November, and the rich array of Michelin-starred restaurants such as Duomo, La Locanda di Don Serafino, and La Fenice. Cremona's charming streets and picturesque views from Chiesa delle Scale make it an enchanting destination, blending artistry, history, and culinary excellence.

Ascoli Piceno remains one of the country's most underrated destinations, offering a wealth of cultural and historical experiences. This charming city, known for its rich history and architectural beauty, provides a unique blend of ancient tradition and modern Italian life. With its picturesque medieval streets, beautiful piazzas, and impressive Renaissance buildings, Ascoli Piceno invites visitors to explore its hidden gems. The city's historical significance is complemented by its vibrant local culture, renowned for traditional events and festivals that bring the community and its traditions to life.

Travelers to Ascoli Piceno can immerse themselves in the city's art and architecture, marvel at the intricately designed facades of its churches and palaces, and enjoy the serene beauty of its natural surroundings. The city's cuisine, characterized by local delicacies and traditional Italian flavors, offers an authentic culinary experience.

Nestled on the northern coast of Sicily, Cefalù is a picturesque destination that blends the charm of an ancient fishing port with stunning beaches and a vibrant cultural scene. The city is known for its beautiful historic center, characterized by romantic streets full of character, and the iconic Cefalù Cathedral, a masterpiece of Norman architecture with impressive mosaics of Christ Almighty. Visitors can enjoy the city's beaches, which are a major draw due to their golden sands and scenic views of La Rocca Mountain. The central beach, located right in the historical heart of Cefalù, offers a lively atmosphere and is perfect for sunbathing and swimming in the Tyrrhenian Sea.

Exploring Cefalù's old center reveals a rich tapestry of Sicilian life, with narrow alleyways, authentic houses, and small shops showcasing local crafts, particularly ceramics. The city's culinary scene is a delight, offering traditional Sicilian dishes and fresh seafood in quaint osterias and terraces. For those interested in history and art, the Mandralisca Museum houses significant works, including the 'Portrait of an Unknown Man' by Antonello da Messina. The nearby Madonie Regional Natural Park and the secluded Caldura Beach provide opportunities for outdoor adventures and relaxation away from the city center.

Sperlonga, a picturesque town located a short train ride from Rome, offers an enticing blend of beauty, history, and culture. Renowned for its whitewashed village perched atop a rocky promontory overlooking the Mediterranean, Sperlonga provides visitors with breathtaking sea views, quaint cafes, and meandering alleys adorned with cascading flowers. This idyllic setting makes it a perfect destination for romantic getaways, family outings, and history enthusiasts. The town's beach, known for its soft sand and crystal-clear shallow waters, is ideal for families with children and those seeking relaxation by the sea. Additionally, history lovers will appreciate the ruins of Emperor Tiberius' villa and the local archaeological museum, which houses impressive sculptures and artifacts linking to the Odyssey.

The culinary offerings in Sperlonga, positioned between Rome and Naples, cater to all palates with delicious pizza, seafood, and fish dishes. Accommodations range from campsites to luxurious hotels, with Hotel Aurora being a favored choice for its beachfront location and stunning views. Sperlonga's allure is further enhanced by its glamorous past, having been a retreat for notable personalities from the arts world. The best time to visit is between April and September, allowing visitors to enjoy the warm weather and the inviting blue sea. Whether it's taking a leisurely stroll through the old town, basking on the beautiful beach, or exploring ancient ruins, Sperlonga promises an unforgettable experience.

Monteriggioni, a striking medieval fortress town nestled between the historic cities of Florence and Siena, serves as a testament to Tuscany's rich past. With its well-preserved stone walls and 14 imposing towers, Monteriggioni appears as though plucked from a medieval tale, a sentiment echoed by Dante in his comparisons to infernal giants. This garrison, established in the 1220s by the Sienese Republic, offers a glimpse into medieval life through its Monteriggioni in Arme Museum. Visitors can walk the full circuit of the walls, enjoying panoramic views of the surrounding Chianti and Val d’Elsa, and explore the simple yet profound architecture of the Pieve Santa Maria Assunta, dating back to the 13th century.

The annual highlight is the “Monteriggioni di Torri si Corona” festival, taking place in the first two weekends of July, transporting visitors back to the medieval era through performances, arts, and traditional cuisine, all within the backdrop of this historical setting. Monteriggioni’s proximity to both Siena and Florence makes it an ideal location for those looking to explore the heart of Tuscany, while its historical significance and the ability to quite literally walk through history make it a must-visit for anyone traveling through Italy.

Erice, a medieval walled town perched atop Monte San Giuliano in western Sicily, stands as a testament to the region's rich history and cultural heritage. Accessible via a thrilling drive or a serene cable car ride, Erice enchants visitors with its labyrinthine cobblestone streets, archways, and breathtaking vistas over Trapani and the Mediterranean. The town is home to the majestic Venus Castle, offering a glimpse into the past with its ruins and ramparts, and the Garden of Balio, known for its stunning views. Despite its small size, Erice captivates with its unique charm, making it an ideal day trip from Trapani. Visitors can indulge in the town's famous pastries, explore its quaint streets, and soak in the panoramic views that have inspired travelers for centuries.

The town's pedestrianized nature allows for leisurely exploration of its ancient sites, including the atmospheric Piazza della Loggia and the Museo Comunale Antonio Cordici. The local patisserie, Pasticceria Grammatico, is a must-visit for those looking to taste Sicily's sweet treats.