Milan: Art, Fashion, and Evenings at La Scala
After the stillness of the Dolomites, arriving in Milan felt like turning the page to a new chapter. The city buzzes with design, art, and quiet elegance — all layered over centuries of history and modern life moving fast. It’s a place where Renaissance cathedrals sit next to sleek boutiques, and aperitivo is a daily ritual. We spent three days exploring Milan’s contrasts: grand and intimate, romantic and electric. From opera nights and rooftop views to hidden churches and bold fashion windows, Milan showed us a rhythm all its own — and we tried to savor every beat.
Day 1 — From the Dolomites to Design Capital
Our time in the Alps ended with one last mountain morning in Cortina before we began the journey to Milan. After dropping off our rental car at the Venice airport and catching a direct Frecciarossa train from Venice Mestre to Milano Centrale, we arrived in the late afternoon ready for a new rhythm.
We checked into Hotel Spadari al Duomo, right in the heart of the city — a boutique stay just a few minutes’ walk from the Duomo and the opera house. It instantly became one of our favorite hotels of the trip: beautiful interiors, fresh breakfast, evening Prosecco, and thoughtful little touches like free snacks and water. The kind of place that feels curated for travelers who notice the details.
Then we made our way over to the Starbucks Reserve just a stones throw away from the hotel. We treated ourselves to some specialty coffee drinks and delights which served as the perfect combination after a long day of travel. The caffeine definitely helped keep us energized for the opera that we had planned for the night.
That night, we dressed up and made our way to La Scala — one of the most iconic opera houses in the world — for a performance of Le Nozze di Figaro. It felt like a scene from a film: ornate balconies, hushed excitement, velvet curtains rising. We preordered drinks for intermission and leaned into the beauty of the moment.
Day 2 — Cathedrals, Castles & the Fashion District
After breakfast (fresh eggs and strong espresso included), we stepped out to explore on foot. Our hotel was just a minute from San Satiro, a small Renaissance church hiding an ingenious architectural illusion behind its altar.
From there, we wandered through Sforzesco Castle, a massive medieval fortress turned cultural hub, then over to the luxury fashion district along Via Montenapoleone — all immaculate storefronts and Milanese elegance.
From the castle, we wandered into the Quadrilatero della Moda, Milan’s famous fashion district, where every window felt like a curated work of art. Even just walking through felt like a runway — impeccably dressed locals, polished storefronts, and quiet streets that whispered luxury. We didn’t stay long, but the energy was unmistakable: confident, refined, and effortlessly chic. Just enough time to soak in the atmosphere before heading toward the Galleria.
In the afternoon, we browsed through the Galleria Vittorio Emanuele II — Italy’s oldest shopping arcade, with a glass roof that’s just as stunning as the fashion beneath it. It was touristy, yes, but still worth every step.
We ended the day with aperitivo and dinner, watching the city shift into its softer evening light.
Day 3 — The Last Supper & the Rooftops of Milan
Our final day in Milan was all about art and awe.
We had timed entry to see The Last Supper at the Cenacolo Vinciano, one of the most iconic and delicate frescoes in the world. It’s housed in a modest building, and yet the moment you step into the room, there’s silence — like the art is asking you to pause. It truly did.
From there, we grabbed lunch at Panini de Santis and made a quick stop at San Maurizio al Monastero Maggiore, often called the “Sistine Chapel of Milan” for good reason. It was like discovering a hidden masterpiece tucked just off the street.
Our afternoon was reserved for a guided tour of the Milan Duomo — including the archaeological area and the rooftop terrace. The rooftop lift took us above the spires, where the city spread out in every direction under the soft fall sky.
For dinner, we considered venturing to the Navigli District, with its da Vinci-inspired canals and vibrant food scene — a perfect way to toast our last night in Milan.
Milan was elegance and energy.
Not just the fashion and architecture — but the balance of movement and meaning. A city that invites you to look closer and move slower, even when the pace around you is fast.
