Some roads are meant to be travelled. And then there are experiences that remain in the memory.

On November 7 and 8, 2026, the Milano Portofino event returns, this time in an even more evocative guise: Milano Portofino Under the Stars, the exclusive event presented by OldCar24 and organised in collaboration with Scuderia Montenapoleone, dedicated to Gentleman Drivers and collector-car enthusiasts.

An exclusive journey through Italy, to be experienced as evening falls, when the city lights give way to the allure of driving at night.

🌙 From Milan to Portofino by night

Departure is scheduled from Milan in the late afternoon of Saturday, November 7, when participants will take the wheel of their own cars to follow a route designed to enhance the pleasure of driving and the allure of classic, sports and collector cars.

The destination will be one of the most iconic locations on the Ligurian Riviera: Portofino.

Arrival is scheduled for late evening directly in the famous Piazzetta di Portofino, where the crews will be welcomed for an exclusive dinner in a unique atmosphere.

This will be followed by an overnight stay in Portofino, to experience a special night to the fullest among automobiles, elegance and conviviality.

🏁 Just 20 Gentleman Drivers

Milano Portofino Under the Stars will be a limited-capacity event, reserved for just 20 Gentleman Drivers, selected along with their cars.

The limited participation is an integral part of the event’s philosophy: a select group of enthusiasts, carefully selected cars and an experience built around the pleasure of driving and sharing the same passion.

Not simply a motoring event, but an exclusive tour dedicated to those who consider the automobile a true expression of style, culture and passion.

🏎️ An experience by OldCar24

The event grew out of the experience of OldCar24, an international platform dedicated to the world of collector cars, and its collaboration with Scuderia Montenapoleone.

Milano Portofino Under the Stars seeks to offer a new way of experiencing the automobile: not only through the car itself, but through the journey, the destinations, the people and the emotions that a great automobile can create.

Milan and Portofino, two iconic places of Italian style, will thus be united by a night dedicated to Gentleman Drivers.

✨ An exclusive event to experience behind the wheel

Roads at night, collector cars, the Ligurian Riviera, arrival in the Piazzetta di Portofino and a dinner reserved for a select group of participants.

Milano Portofino Under the Stars is designed to be much more than a simple motoring event: it is an exclusive experience dedicated to those who love cars, driving and the allure of Italy’s great destinations.

📩 Applications: limited places

Places are limited to 20 Gentleman Drivers.

To submit your application and your car:

eventi@oldcar24.com