I created this itinerary by using visitacity.com. It includes the main touristic areas and attractions which you can visit easily by walking and riding the stroller. It includes some places where you should be particularly silent, such as museums and churches, however, if this is not the case for you at that particular time they are even worth to see from outside. I involved some nice open areas where your baby can enjoy moving and finally get tired for the next nap while you continue wandering Milan.
The itinerary includes:
Day 1: Duomo and around
Duomo is where every trip in Milan starts. It is the most important attraction right in the heart of the city with a lot to see around it. You can enter inside to enjoy the architecture, sculptures, and paintings. Children up to 6 years old can explore the Duomo for free. On a sunny day, you can enjoy a very nice view all the way to the Alps on the terrace of the cathedral. By paying a slightly higher fee you can take the elevator to reach the terrace even with the stroller.
For more information visit: https://www.duomomilano.it/en/infopage/hours-and-admission/f5d775a5-92a1-4775-b299-d2638f5295d3/
Facing towards Duomo, you find Palazzo Reale, Royal Palace of Milan, at the right-hand side. Today it is home to Contemporary Art Museum and the Duomo Cathedral Museum today. If this is not a good moment to visit the museum with the baby, you can enter into the square inside the palace to have a quick look at it.
On the other side of the Duomo, you find charming “Galleria Vittorio Emanuele II”. Take a walk inside to enjoy the architecture and have a look at High Fashion stores. When you get out of the “Galleria”, you see Teatro alla Scala, one of the most famous opera houses in the world at your left.
Get into the Galleria again to walk towards Piazza Duomo. When you get out, turn left to walk through Corso Vittorio Emanuele II. It is a very lively pedestrian-only street which is full of shops, bars, street musicians or artists performing their art.
When you finally get to the Piazza San Babila, take left towards Via Monte Napoleone and Via della Spiga where you can find exclusive luxury stores from the world of high fashion.
Day 2: Brera & Parco Sempione & Castello
I created an easy-going second-day plan to make your baby enjoy more his time. You can start the day by walking around in Brera. It is a lovely area with typical Italian old buildings with balconies full of colorful flowers in the spring and summer time. While walking on the narrow streets you can enjoy boutiques, designer shops, art galleries, bars, and restaurants. If you have a chance, you can visit the Brera Art Gallery (2)
In 15 minutes’ walking distance from Brera, there is Parco Sempione, the most beautiful parc of Milan. It remains between Arco della Pace (Peace Arch) and Castello Sforzesco (Sforzesco Castle). I suggest walking first to the side of Arco della Pace which is really worth to see. At that side of the parc, there is a kid’s playground where you can entertain your baby. In the center of the parc, there is a pond. It is a perfect spot to stop and get your baby eat while he is watching the ducks swimming in the pond.
From there you can continue walking towards the castle. Don’t forget to show the big fountain in front of the castle to your baby if he is still not sleeping.
If you want to see the last supper in Santa Maria delle Grazie, I suggest you book your ticket in advance in the following link: http://www.cenacolovinciano.org
Day 3: Via Torino & Porta Ticinese & Navigli
Are you ready for a long pleasant walking? If you are, the starting point is the church of Santa Maria Presso di San Satiro which is very close to Via Torino. After visiting the church, you can take Via Torino which is a popular shopping street full of small and medium-size stores, local boutiques, bars, and restaurants until you reach Corso di Porta Ticinese. Corso di Porta Ticinese is full of stores created by young and original new generation artists and designers. When you reach to Colonne di San Lorenzo, you can stop for a break and enjoy the view of Piazza. Then you take the second part of Corso Ticinese until you arrive at Darsena where you can walk along the artificial lake and finally arrive at Navigli.
The Navigli is a system of canals and waterways which connects the Maggiore and Como lakes, the Ticino and the Po rivers. The interesting historical fact about the Navigli is that Leonardo Da Vinci was also involved in the construction of it and Duomo di Milano has been built with the Marple coming via these canals.
Today Navigli area is a very popular place for the Milanese to have a walk, dinner or aperativo in the happy hour time. One of the best moments to go there is at sunset when you can find the sun reflecting on the water of the canals.