Climbing the Duomo: As I mentioned earlier, there are 250 steps to climb to make it to the top of the Duomo di Milano. When you’re going after this feat, make sure to wear comfy footwear and nothing too bulky— the stairs are pretty narrow, so do this first thing in the morning so you’re not carrying excess shopping bags.
Galleria Vittorio Emanuele II: Directly next to the Duomo, there’s the Galleria Vittorio Emanuele, a beautiful shopping arcade that is famous for its luxury brands and its incredible backdrop for photoshoots. You’re going to want to be in something gorgeous here— wear a statement piece like a jumpsuit with a killer purse.
Sforza Castle: While the Castle itself is an incredible site to see, it’s also home to several museums. You’re going to want to be dressed in something that you’ll feel comfortable walking in . Pleatedple of hours, pleated pants and an oversized shirt with comfy sandals is perfect for looking refined while feeling cozy.
Teatro Alla Scala: Going to the Opera at Teatro all Scala is a must-do in Milan. The opera house is nothing short of magnificent with its iconic red and gold interiors with ornate molding— you’ll feel like you’re in a movie. When heading to the theatre it’s important to look the part, women should wear a nice dress or chic jumpsuit, and men should wear nice trousers and a button-down with a jacket.
Picnic at Sempione Park: The largest green space in Milan is Sempione Park and it’s a favorite for locals to wander around or picnic at. If you’re going to join in the dolce far niente (The sweetness of doing nothing) wear something casual yet trendy like pleated shorts and a tank top.
Aperitivo
Italy has this incredible thing that’s like a happy hour — but better because it has snacks. It’s a way of life in Milan, and people dress to impress for aperitivo. Wear a stunning dress with platforms to enjoy your spritz and nibbles with.
Wandering the Canals
Thought the only canals in Italy were in Venice? Milan’s Navigli neighborhood is filled with beautiful canals. The neighborhood is filled with cute boutiques and bars, so you’ll want to make sure you’re ready to go from day to night with a killer outfit like a dress or jumpsuit that can take you from shopping to sipping Aperol spritz at a chic Milanese bar.