There are roads you drive. And then there are experiences that stay with you.

On 7 and 8 November 2026, the Milan Portofino event returns, this time in an even more evocative guise: Milan Portofino Under the Stars, the exclusive event by OldCar24, 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 night driving.

🌙 From Milan to Portofino by night

Departure is scheduled from Milan in the late afternoon of Saturday, 7 November, 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 at the celebrated 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 fully experience a special night of cars, elegance and conviviality.

🏁 Just 20 Gentleman Drivers

Milan Portofino Under the Stars will be a limited-entry event, reserved for just 20 Gentleman Drivers, selected together with their own cars.

Limited participation is an integral part of the event’s philosophy: a select group of enthusiasts, carefully chosen 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 draws on the experience of OldCar24, an international platform dedicated to the world of collector cars, and its collaboration with Scuderia Montenapoleone.

Milan Portofino Under the Stars aims to present 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 car can create.

Milan and Portofino, two symbols of Italian style, will thus be connected by a night dedicated to Gentleman Drivers.

✨ An exclusive event to experience behind the wheel

Night-time roads, collector cars, the Ligurian Riviera, arrival in the Piazzetta di Portofino and a dinner reserved for a select group of participants.

Milan 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.

📩 Limited-entry applications

Places are limited to 20 Gentleman Drivers.

To apply to participate with your car:

eventi@oldcar24.com