Italy’s Best Places: Most Worthwhile Picks

Italy is a country that needs no introduction. From its ancient ruins and Renaissance masterpieces to its breathtaking coastlines and culinary excellence, it captivates travelers like few other destinations. Yet, with so many iconic cities and hidden gems, choosing where to go can be a delightful challenge. This guide highlights Italy’s most worthwhile places—those that offer not just beauty, but depth, atmosphere, and an authentic sense of la dolce vita.

Rome: The Eternal City

No visit to Italy is complete without experiencing Rome. As the capital of the ancient Roman Empire and the heart of the Catholic world, Rome is a living museum. The Colosseum, Roman Forum, and Pantheon tell stories of gladiators, senators, and gods. But Rome is more than its monuments. It’s a city of vibrant piazzas, bubbling fountains, and narrow cobblestone streets where history feels present at every turn.

Stroll through Trastevere, a neighborhood that retains its medieval charm with ivy-covered buildings and lively trattorias. Toss a coin into the Trevi Fountain to ensure your return, and climb the Spanish Steps for a panoramic view. And of course, visit Vatican City—home to St. Peter’s Basilica and the Sistine Chapel, where Michelangelo’s ceiling continues to inspire awe. Rome is chaotic, majestic, and utterly unforgettable.

Florence: The Cradle of the Renaissance

Florence is art. It’s the city where Dante, Botticelli, and Michelangelo changed the course of Western culture. The Uffizi Gallery houses masterpieces like Botticelli’s The Birth of Venus, while the Accademia Gallery showcases Michelangelo’s David. But Florence’s beauty isn’t confined to museums. The Duomo, with its magnificent dome engineered by Brunelleschi, dominates the skyline. Cross the Ponte Vecchio, a bridge lined with jewelry shops, and enjoy the glow of the city at sunset from Piazzale Michelangelo.

Beyond the art, Florence offers a rich culinary scene. Taste bistecca alla Fiorentina (Florentine steak) or enjoy a glass of Chianti in a rustic enoteca. The city’s compact size makes it perfect for exploring on foot, allowing visitors to soak in its romantic atmosphere.

Venice: The Floating Masterpiece

Venice is unlike any other city in the world. Built on a lagoon, its canals serve as roads, and gondolas and vaporettos replace cars. St. Mark’s Square, with its Byzantine basilica and ornate Doge’s Palace, is the heart of Venice. Climb the campanile for a breathtaking view of the city and the Adriatic Sea.

Yet the real magic of Venice lies in getting lost. Wander away from the crowds and discover quiet canals, hidden courtyards, and neighborhood bacari (wine bars) serving cicchetti (small snacks). Visit the islands of Murano and Burano—famous for glassblowing and brightly colored houses, respectively. Though often crowded, Venice remains a dreamlike destination that rewards patience and curiosity.

The Amalfi Coast: La Dolce Vita by the Sea

For sheer natural beauty, the Amalfi Coast is unmatched. This stretch of coastline south of Naples is a UNESCO World Heritage site, with dramatic cliffs, pastel-colored villages, and turquoise waters. Positano, with its vertical architecture and chic vibe, is the poster child of the coast. Amalfi, once a powerful maritime republic, boasts a stunning cathedral and lively piazza. Ravello, perched high above the sea, offers sublime gardens and unforgettable views from Villa Rufolo and Villa Cimbrone.

Drive the coastal road for heart-stopping vistas, or hike the Path of the Gods for a different perspective. Enjoy fresh seafood, lemon-infused dishes, and the region’s famous limoncello. The Amalfi Coast is the epitome of Italian glamour and relaxation.

Tuscany: Rolling Hills and Medieval Towns

Beyond Florence, Tuscany’s countryside is a destination in itself. The Val d’Orcia, with its cypress-lined roads and golden hills, looks like a painting come to life. Stay in an agriturismo (farmstay) to experience rural life, taste local wines like Brunello di Montalcino, and savor pecorino cheese from Pienza.

The region is also dotted with historic towns. Siena’s Piazza del Campo, where the Palio horse race takes place, is one of Europe’s greatest medieval squares. San Gimignano, known for its medieval towers, and Montepulciano, a hilltop town with excellent wine cellars, are also must-visits. Tuscany offers a slower, more contemplative side of Italy.

Cinque Terre: The Rugged Riviera

Another iconic coastline, Cinque Terre comprises five fishing villages clinging to cliffs along the Ligurian Sea. Monterosso al Mare, Vernazza, Corniglia, Manarola, and Riomaggiore are connected by hiking trails, trains, and boats. The Sentiero Azzurro (Blue Trail) offers some of Italy’s most spectacular coastal walks.

Unlike the Amalfi Coast, Cinque Terre feels more rustic and authentic. Enjoy pesto pasta (the sauce originated here), swim in secluded coves, and watch the sunset from Manarola’s harbor. Though tourism has grown, the villages retain their charm and sense of community.

Sicily: A World Apart

Sicily is Italy’s largest island and a cultural crossroads. Influenced by Greeks, Romans, Arabs, Normans, and Spaniards, it has a unique identity. Palermo, the capital, is a bustling city with markets like Ballarò and architectural wonders like the Palatine Chapel. The Valley of the Temples in Agrigento showcases some of the best-preserved Greek ruins outside Greece.

Mount Etna, Europe’s tallest active volcano, offers hiking and wine tasting on its slopes. Taormina, perched on a cliff, combines ancient theater views with chic shopping and dining. And don’t forget the food—arancini, cannoli, and fresh seafood are Sicilian treasures.

Milan: The Modern Metropolis

Often overlooked by tourists seeking history, Milan is Italy’s financial and fashion capital. The Duomo di Milano, a Gothic masterpiece, is one of the largest cathedrals in the world. Leonardo da Vinci’s The Last Supper, housed in Santa Maria delle Grazie, is a must-see (book tickets months in advance).

Milan is also a city of innovation. Explore the Brera District for art galleries and trendy cafes, or visit the Navigli canals for aperitivo culture. For luxury shopping, the Galleria Vittorio Emanuele II and Via Montenapoleone are unparalleled. Milan offers a contemporary contrast to Italy’s ancient wonders.

Umbria: The Green Heart of Italy

Umbria, Tuscany’s less-touristed neighbor, is known for its lush landscapes and spiritual heritage. Assisi, the birthplace of St. Francis, is a pilgrimage site with a stunning basilica. Perugia, the regional capital, hosts an annual chocolate festival. Orvieto, built on a volcanic rock, features a magnificent cathedral and underground caves.

Umbria is ideal for those seeking tranquility, excellent food, and deep history without the crowds.

Conclusion: Italy’s Timeless Allure

Italy is a country that invites return visits. Each region offers something distinct—whether it’s the art of Florence, the canals of Venice, or the cliffs of the Amalfi Coast. The best way to experience Italy is to immerse yourself in its culture: savor long meals, talk with locals, and take time to appreciate the beauty around you. From north to south, Italy’s most worthwhile picks promise memories that will last a lifetime.