Claire Dymond, the visionary behind WingsItaly, redefines wine experiences by guiding travelers into Italy’s most authentic, off-the-beaten-path vineyards. Wings’ Winter Wine Tours offer something truly special — intimate, bespoke journeys for those seeking authenticity beyond the usual. From Milan’s Christmas markets to the spirit of the Winter Olympics, step further into Oltrepò Pavese — a land of rolling hills, misty valleys, castles, and the Pinot Nero capital of Italy.
Wines & Vines: Roaring reds and elegant winter whites await. In Oltrepò Pavese, time stands still among golden vines, where peaceful charm enhances every tasting, inviting you to slow down, savour, and connect with traditional winemaking.
With a complimentary bottle per two guests (valid until January 6 2026), WingsItaly’s winter escapes stand out for craftsmanship, innovation, and a closeness to nature — an authentic Italian treasure waiting to be discovered.
Pickup included
Go to Pizza Cavour (we will meet you outside the bar Roma)
Milan, the vibrant capital of Lombardy, is a city where ancient history meets modern luxury. Known for its fashion, art, and design, Milan is a dynamic metropolis that offers a rich cultural experience and a thriving culinary scene.
The Milan Cathedral is a stunning example of Gothic architecture and the third-largest church in the world. It took nearly six centuries to complete and is a symbol of the city.
This historic shopping gallery is one of the world's oldest and most beautiful. It features luxury boutiques, cafes, and the famous mosaic floor of the bull.
This church and convent house Leonardo da Vinci's famous mural, The Last Supper. The painting is a masterpiece of Renaissance art and a must-see for art lovers.
This medieval castle was built by the Duke of Milan and later renovated by Ludovico Sforza. It houses several museums and art collections, including works by Michelangelo and Leonardo da Vinci.
One of the world's most famous opera houses, Teatro alla Scala is a symbol of Milan's rich musical heritage. Guided tours are available to explore the historic theater and museum.
A creamy saffron risotto, a staple of Milanese cuisine.
Braised veal shanks, traditionally served with gremolata.
Fried dough pockets filled with tomato sauce, mozzarella, and other ingredients.
A breaded and fried veal cutlet, similar to schnitzel.
The best time to visit Milan is during the spring and fall when the weather is pleasant, and the city is less crowded. These months offer ideal conditions for exploring the city's attractions.
Euro (EUR)
GMT+1 (Central European Time, CET), GMT+2 (Central European Summer Time, CEST)
230VV, 50HzHz
Milan is generally safe for tourists, but pickpocketing and petty theft can occur, especially in crowded areas and on public transportation. Be cautious with your belongings and stay alert.
Milano Centrale, Milano Rogoredo
Lampugnano Bus Station, San Donato Milanese
The Milano Metro system consists of four lines (M1, M2, M3, M5) and is efficient and easy to use. It is the quickest way to get around the city.
Available • Apps: Uber, FreeNow
Car, Bike, Scooter
Lake Como is a stunning alpine lake known for its beautiful villas, gardens, and scenic views. It is a popular destination for relaxation and outdoor activities.
Bergamo is a charming medieval city with a well-preserved old town and a rich history. It offers a mix of historic sites, museums, and local cuisine.
Verona is a romantic city known for its association with Shakespeare's Romeo and Juliet. It offers a mix of historic sites, romantic landmarks, and cultural attractions.
Price varies by option