Stop at the Orrido di Bellano, a deep gorge filled with howls of running water. Follow walkways through the gorge to find frescoes that depict the devil, a tower from the 1800s named “Devil’s House” and the blue and green haze reflecting from the waterfall. After this eerie out-of-world experience, visiting the colorful streets and enjoying the views along Lake Como’s coast in Varenna will be a pleasing contrast.

After watching the changing views from your window and wandering the sites and towns special to the region, your driver will deliver you to your accommodation in the chic streets of Milan and offload your luggage so you arrive in the city in style.

The history of Milan goes back over two millennia and includes a glorious period as a significant center in the Roman Empire. Apart from Duomo di Milano, one of the world’s largest Gothic cathedrals, the history of the city is reflected in the Sforza Castle as well, a Renaissance fortress that now houses museums and art collections.

The colors and the richness of the city can be seen in its many cultural icons, including Leonardo Da Vinci’s “The Last Supper” and the prestigious Milan Fashion Week. There is always something deeply enriching about visiting a city that stands as the essence of such powerful elements, so be prepared to be enchanted.

Start your trip early

Traffic in Italy changes according to the time of day. Avoid rush hours by leaving early in the morning. It will help you skip the traffic as you approach Milan, and you’ll have more time to explore on the way.

Don't rent a car

Milan’s traffic and parking can be daunting. Instead of using a rental car, take advantage of Milan's extensive public transportation network. Commute in metros, trams, and buses for cost-effective and stress-free exploring.

Tirano to Milan by private car service

Booking a private car service like Daytrip to get from Tirano to Milan comes with the ultimate comfort and flexibility. Traveling on your own schedule, eliminating the possibility of missing your transfers, and crowded stations, is a simple recipe for a perfect car trip. You’ll be picked up from your exact location in Tirano by your English-speaking driver and brought to your destination in Milan. Along the way, you can chat about local culture and enrich your trip with exciting sightseeing stops.

Tirano to Milan by rental car

You can drive yourself from Tirano to Milan by renting a car. The drive will take around two and a half to three hours, and you’ll go through the Valtellina Valley. Following the SS38 is the most direct route and it is dotted with great views. The downsides can be taking care of the tolls, fuel costs, and driving in a foreign country. And once you get to Milan, you'll likely find you don't need a car to navigate the city.

Admire the Duomo Square's monuments

The Piazza del Duomo (Cathedral Square) is the perfect place to see some of Milan's finest monuments. Spin around to admire the Duomo Cathedral's gothic architecture, Italy's oldest shopping mall, Galleria Vittorio Emanuele II, and the refined design of the Royal Palace. Or if you'd prefer to take in the view with a refreshing drink, grab a seat at Terrazza Duomo 21.

Sit by the canals of the Navigli district

In the ring of the city center of Milan, there is a not-so-hidden little Venice. The canals Navigli Grande, Naviglio Pavese, Viale Cassala, and Viale Liguria make a wonderful district full of dreamy restaurants, cafes, and bars where you can relax while watching the reflection of small houses on the water. Wandering around the small art shops and studios is like transporting to a little Italian town while you are still in Milan. If you're here for the last Sunday of the month, definitely stop by the Merctino dell'Usato di Porta Genova flea market.

Admire the Last Supper

Head to the Convent of Santa Maria delle Grazie to see da Vinci's "Last Supper" for yourself. To protect this masterpiece, you're only allowed to be in the room with it for a few minutes, but there are plenty of other stunning examples of Renaissance art and architecture to admire.

Say hi to the masterpieces in Pinacoteca di Brera

Pinacoteca di Brera is a gallery displaying masterpieces such as the “Discovery of the Body of Saint Mark” by Tintoretto, the "Dead Christ" by Mantegna, and the “Supper at Emmaus” by Caravaggio. The museum provides tactile samples for some of the artworks, such as fabrics or fragrances, letting you experience the paintings in a completely different way.

Enjoy apertivo

Between 5:00 and 8:00 PM, locals get together with friends and family for apertivo. This Milanese tradition is celebrated by nearly every bar around town, letting you get a delicious cocktail accompanied by cured meats, bread, and cheeses for only €12. Some establishments even offer pizza!

Visiting Milan in summer, particularly in July and August, can be challenging due to the intense humidity and occasional storms characteristic of the Po Valley. This period is marked by hot weather and increased tourist traffic due to school holidays.

Late December is another great time to visit Milan. While the streets can get crowded as visitors and locals alike come out to enjoy the festive Christmas lights and markets, the holiday atmosphere and special events are worth braving the cold for.