Between Ancient and Bohemian

We’ll begin our guided walking tour in one of the most iconic spots of Milan’s nightlife: the Colonne di San Lorenzo. Today, this lively area is known for its alternative clubs, vintage shops, and local artisan boutiques, but it also holds a rich past. The Colonne are not only the most famous Roman ruins in Milan — they are also the best-preserved Roman monument in the city, standing as a powerful reminder of Milan’s ancient past.
Right in front of the columns, we’ll admire the impressive Basilica of San Lorenzo, once the largest Christian monument in the Western world, and one of the earliest examples of a central-plan church — a masterpiece of early Christian architecture.

From there, we’ll walk along Corso di Porta Ticinese, a charming historic street connecting ancient Milan with the modern city. Along the way, we’ll pass the Basilica of Sant’Eustorgio, one of the most important churches in Milan, home to precious relics and featuring the city’s tallest bell tower, rising 73 meters high.

As we approach the Porta Ticinese, once a vital gate for trade and travel, we’ll step into one of Milan’s most beloved districts: the Navigli. These historic canals, designed in part by Leonardo da Vinci, played a key role in Milan’s economic development and still retain their charm today.

The Navigli district is famous worldwide for its mix of ancient atmosphere, hidden courtyards, and vibrant nightlife. It’s also home to some of the city’s most unique sights. We’ll pause at the historic Vicolo dei Lavandai, where original stone washboards and wooden shelters recall the lives of Milan’s washerwomen. Just nearby, we’ll stop in front of the house of Alda Merini, one of Italy’s greatest poets and a true icon of Milan’s bohemian spirit.

The tour concludes on Ripa di Porta Ticinese, recently listed by The New York Times as one of the most beautiful streets in the world. It’s the perfect place to relax and enjoy a classic Milanese aperitivo — a local tradition and a must-experience part of Milan’s lifestyle.

You can’t say to know Milan, without knowing the Navigli…