Milan isn’t just a city—it’s a living, breathing experience. The best way to truly appreciate it? Walking. Lace up your most comfortable shoes, and let’s take a stroll through the heart of Italy’s fashion and design capital, discovering its history, charm, and hidden gems along the way.
Morning: The Duomo and Surroundings
The day starts in Piazza del Duomo, the heart of Milan. Standing before the magnificent Duomo di Milano, I can’t help but feel small in the presence of such grandeur. The Gothic cathedral, with its countless spires and intricate façade, is an architectural masterpiece. I decide to take the climb up to the rooftop—because how can you resist those panoramic views of Milan’s rooftops, with the Alps visible in the distance on a clear day?
Back down in the piazza, I grab a quick espresso at one of the nearby cafés, watching the city slowly come to life. Locals rush to work, chatting on their phones, while tourists marvel at the grandeur of the Duomo. From here, it’s just a few steps to the Galleria Vittorio Emanuele II, Milan’s iconic shopping gallery. With its iron and glass dome, elegant boutiques, and historic cafés, the Galleria is more than just a shopping spot—it’s a symbol of Milanese luxury. I follow tradition and spin three times on the mosaic of the bull in the central octagon for good luck.
Mid-Morning: A Stroll to Teatro alla Scala and Brera
Exiting the Galleria, I make my way to Teatro alla Scala, one of the world’s most famous opera houses. Even if you’re not a fan of opera, the history and elegance of this place make it worth a visit. I take a moment to admire its understated yet sophisticated façade, then peek inside the museum to see artifacts from some of the greatest performances in history.
From here, I walk towards the Brera district, one of my favorite neighborhoods in Milan. Brera has an artistic soul—it’s home to the Accademia di Belle Arti and the Pinacoteca di Brera, where masterpieces from Raphael, Caravaggio, and Bellini are housed. But beyond the art, it’s the streets themselves that captivate me. Narrow cobblestone alleys, ivy-covered buildings, and charming cafés create a bohemian atmosphere that invites you to slow down. I stop by a small café and order a cappuccino, savoring the moment as artists and students pass by, deep in conversation.
Lunch: A Taste of Milanese Cuisine
By now, hunger kicks in, and there’s no better way to refuel than with a plate of risotto alla Milanese. I find a cozy trattoria tucked away from the main streets and order the golden, saffron-infused dish. Paired with a glass of local wine, it’s a simple yet perfect Milanese meal. If I’m feeling indulgent, I’ll add a cotoletta alla Milanese—a breaded veal cutlet that’s crispy on the outside and tender inside.
Afternoon: Castello Sforzesco and Parco Sempione
With a full stomach, I continue my walk towards Castello Sforzesco, Milan’s historic fortress. The red-brick walls and imposing towers tell stories of Renaissance Milan, when the Sforza family ruled the city. Inside, I explore the museums, which house works by Michelangelo and Leonardo da Vinci.
Behind the castle, Parco Sempione stretches out like a green oasis. Walking through its winding paths, I spot locals jogging, couples having picnics, and groups of friends basking in the sun. I take a moment to sit by the pond, watching the ducks glide across the water. It’s a perfect spot to relax before continuing my journey.
Late Afternoon: A Visit to Santa Maria delle Grazie
Refreshed, I make my way toward one of Milan’s most treasured sights: Leonardo da Vinci’s The Last Supper at Santa Maria delle Grazie. Seeing this masterpiece in person is surreal. The delicate details, the expressions on the apostles’ faces, the way light and shadow play across the scene—it’s mesmerizing. It’s no surprise that reservations are needed months in advance.
Evening: Navigli and Aperitivo Time
As the sun starts to set, I head towards the Navigli district, known for its picturesque canals and lively atmosphere. Designed by Leonardo da Vinci, these canals once served as important trade routes. Today, they are lined with trendy bars, restaurants, and vintage shops.
In Milan, evenings mean one thing: aperitivo. I find a spot along the canal and order a classic Negroni. With my drink comes an array of snacks—olives, bruschetta, cheese, and cured meats. Aperitivo isn’t just a pre-dinner ritual; it’s a way of life. Locals gather to unwind after work, chatting and laughing as they sip their drinks. The vibe is relaxed yet vibrant.
Night: A Final Walk through Milan’s Illuminated Streets
As the city lights flicker on, I take one last stroll through Milan’s streets. The Duomo is even more stunning at night, its white marble glowing under the soft lights. The Galleria, now quieter, feels almost magical, and the Brera district takes on a dreamy ambiance with its softly lit streets.
Walking in Milan is an experience like no other. Every corner holds history, every piazza has a story, and every café offers a moment to soak in the city’s unique rhythm. Whether you’re here for fashion, history, art, or simply to wander, Milan rewards you with something unexpected at every turn.
And that’s the beauty of it. You don’t just visit Milan—you walk through it, and in doing so, you truly feel its soul.
