Milan, November 7, 2026 – Past meets future in the heart of CityLife. The first edition of Milano Portofino Under the Stars officially set off from the elegant setting of NH Collection Milano CityLife, an exclusive motoring event organized by OldCar24 in collaboration with Scuderia Montenapoleone, bringing together some of the most fascinating examples from the history of the automobile.

The choice of the Milan hotel was rich in symbolic meaning, as it represents one of the most compelling examples of dialogue between architectural restoration and contemporary design.

Created through the renovation of a former church, NH Collection Milano CityLife preserves the charm and identity of the original building, reinterpreting them through a modern architectural language. The project finds its natural continuation in the CityLife skyline, with its skyscrapers, now symbols of an international, dynamic Milan looking to the future.

This very dialogue between different eras made the exhibition of the historic cars particularly evocative, with these authentic works of art on four wheels representing a cultural and industrial heritage that continues to inspire admiration.

The choice of this prestigious venue was also made possible thanks to the valuable contribution of IDENTITY STYLE, the prestigious magazine of Dr. Luca Pasquero, which supported the organizers in selecting the hotel as the ideal setting for the exhibition and official start.

Great icons of motoring history in the heart of contemporary Milan

The arrival of the crews and the display of the cars transformed the hotel’s spaces into an elegant meeting place for collectors, enthusiasts and leading figures from the motoring world.

Timeless lines, bodies crafted by Italy’s great masters and details of exquisite craftsmanship created a striking contrast with the geometry of contemporary architecture.

The pairing showcased two expressions of the same Italian excellence: the kind that made our cars famous around the world, and the kind that characterizes Milan’s urban and architectural transformation today.

The exhibition also provided an opportunity to highlight the cultural significance of car collecting, understood not merely as a passion, but as a commitment to preserving and passing on a historical heritage of extraordinary importance.

From welcoming the crews to the official start

The Milan program continued with a welcome and refined refreshments, followed by an organizational briefing for the crews ahead of the eagerly awaited departure for the Ligurian Riviera.

The interest generated by the event also drew media attention, with Rai Sport in attendance to conduct interviews about the event and its participants.

The Carabinieri escort made the departure even more memorable, accompanying the start of the event and adding further solemnity to a particularly moving moment.

The cars then left Milan for Portofino, embarking on a route that brings together the energy of the Lombard metropolis and the timeless charm of the Italian Riviera.

Milan and Portofino, two icons of Italian elegance

With Milano Portofino Under the Stars, OldCar24 and Scuderia Montenapoleone set out to offer a motoring experience that went beyond the traditional classic car rally.

The aim was to create a meeting point for motoring culture, architecture, exceptional hospitality and the celebration of the local area, along a route connecting two destinations that embody Italian style.

In this context, NH Collection Milano CityLife was much more than a prestigious starting venue: it became an integral part of the event’s story, providing an architectural setting that brought out the value of the cars on display.

Because, just as great historic cars continue to move us across generations, the most significant architecture is born from the ability to preserve memory and reinterpret it for the future.

From Milan’s skyscrapers to the magic of Portofino, Milano Portofino Under the Stars 2026 celebrated an Italy that knows how to look ahead without forgetting its history.