With the Winter Olympics approaching, Milan is ready to welcome visitors from all over the world. Between exciting competitions, world-class venues, and vibrant neighborhoods, the city offers endless ways to explore its rich history, culture, and natural beauty. From iconic cathedrals and legendary artworks to lakeside escapes and snowy Alpine adventures, Milan is the perfect home base for mixing Olympic excitement with unforgettable sightseeing.
While you’re in town for the games, take the chance to discover the very best of Milan — and beyond. These top six experiences will help you make the most of your trip, offering a mix of art, architecture, food, and scenic escapes that highlight everything that makes this region special.
1. Bernina Red Train, Swiss Alps & St. Moritz From Milan
If you’re looking for a once-in-a-lifetime adventure during your Olympic stay, this full-day journey through the Swiss Alps is an incredible option. Start with free time to explore the luxurious alpine town of St. Moritz before boarding the famous Bernina Red Train — the highest railway route in Europe and a UNESCO World Heritage site. The 2.5-hour panoramic ride features dramatic cliffs, snow-covered peaks, and unforgettable winter scenery.
2. Milan Last Supper and Santa Maria delle Grazie Skip-the-Line Tour
No trip to Milan is complete without seeing Leonardo da Vinci’s Last Supper, one of the world’s most studied and fascinating masterpieces. This skip-the-line tour takes you inside the refectory of Santa Maria delle Grazie, where an expert guide reveals the techniques, symbolism, and emotional depth behind every brushstroke. You’ll also explore the stunning basilica and learn the lesser-known stories surrounding this iconic work.
3. Milan Super Saver: Skip-the-Line Duomo and Rooftop Guided Tour
Explore Milan’s most famous landmark with this comprehensive Duomo experience. Enjoy skip-the-line access to the cathedral, followed by an expertly guided tour of its Gothic interiors. Then, take the elevator up to the rooftop terraces, where flying buttresses frame spectacular views of the city skyline. You can also upgrade your experience with a Hop-On Hop-Off bus ticket to discover Milan at your own pace.
4. Lake Como & Bellagio Day Trip with Private Boat Cruise
Escape the Olympic crowds and spend a relaxing day surrounded by lakeside charm and mountain views. This popular excursion includes a walking tour of Como plus a scenic cruise across Lake Como, where you’ll pass elegant villas and dramatic scenery. Arrive in Bellagio for free time to explore its narrow lanes, cafés, and boutique shops. It’s one of the most beautiful and peaceful day trips from Milan.
5. Gnocchi, Pasta, Tiramisù, and Wine Class
For a cozy and delicious activity between Olympic events, join this hands-on cooking class led by a local Milanese chef. Learn how to prepare classic dishes like handmade gnocchi, stuffed ravioli, and traditional tiramisù, then enjoy your creations paired with regional wines. It’s a fun and interactive way to connect with Italian culture — and return home with new recipes to impress your friends.
6. Milan Bicycle Tour: 3.5 Hours with a Live Guide
See Milan’s top highlights on two wheels with this guided bike tour, perfect for exploring the city between Olympic events. Ride through must-see spots like Sforza Castle, Parco Sempione, La Scala, the Galleria Vittorio Emanuele II, Santa Maria delle Grazie, and the Duomo. You’ll enjoy frequent stops for photos and insights from a knowledgeable local guide, making it a great mix of sightseeing and active fun.
Ready to Experience Milan During the Winter Olympics?
The Winter Olympics bring incredible energy to Milan, but the city’s charm goes far beyond the stadiums and arenas. From ancient cathedrals and world-famous artworks to lakeside escapes, alpine train rides, and local food experiences, there’s so much to discover before and after the events you attend.
Make your trip even more memorable by exploring the city’s parks, museums, and neighborhoods — or venture deeper into the region with a day trip to the Alps or Lake Como. With so much to see and do, Milan is the perfect destination to enjoy history, culture, and winter beauty all in one place.
