Your Grand Tour begins at Milan Malpensa, where we meet for the group transfer into the city and the Hotel Indigo. That afternoon, a private guided walk introduces us to the heart of Milan before we return to the hotel for welcome drinks. From there, it’s a short walk to Il Salumaio di Montenapoleone for our first dinner together – a fittingly stylish start to a week devoted to the very best of Italian automotive culture.

Today begins at the Alfa Romeo Museum in Arese, where we explore the cars, racing history and design that built one of Italy’s most charismatic automotive brands. But the real surprise comes next. Through our personal connections, we have arranged access to the Alfa Blue Team, a remarkable private collection that is simply not part of the usual visitor circuit. After our private visit and lunch, we continue to Franciacorta. Our next stop proves that Italian obsession with beautiful machines extends far beyond cars. At Bellini Nautica, the Riva Vintage Collection celebrates the legendary wooden speedboats that became symbols of Italian glamour around the world. We finish the day at our hotel in Franciacorta with dinner together.

We leave Franciacorta for Modena, one of the most important places on the map for anyone who loves cars. At the Casa Enzo Ferrari, we explore the story of the man and the company that changed the sports car forever. After checking into our hotel, the afternoon is yours, with an optional opportunity to dive even deeper into the Ferrari story. Later, we gather for drinks before heading out for dinner in Modena.

Today we head south into Tuscany. By lunchtime we arrive at Villa Curina, where the next chapter of the journey is waiting outside: our fleet of classic Alfa Romeos. After the car presentation and driver briefing, choose your Alfa and turn the key. The afternoon is dedicated to our first drive through the Tuscan countryside – time to get to know the car, the roads and the rhythm of driving in this remarkable landscape. The evening is free.

After breakfast, choose your Alfa Romeo and head south toward Pienza, one of Tuscany’s most beautiful Renaissance towns. Enjoy lunch on your own before we explore Pienza with a local guide. Then comes a road made for classic cars. The Crete Senesi rolls across southern Tuscany in a landscape of sculpted hills, cypress trees and long stretches of open road. After returning to Villa Curina, we leave the cars behind for the evening and transfer to Villa a Sesta for dinner at Osteria alla Villa.

Today we point the Alfa Romeos west toward Volterra, an ancient hill town with roots reaching back to the Etruscans. There is time to find your own spot for lunch before a guided walk takes us through the historic center. In the afternoon, we get back behind the wheel for another great drive through Tuscany. After returning to the hotel, a transfer takes us to Pensieri di Cavatina for our final dinner together.

Our final morning begins the way it should: choosing an Alfa Romeo and heading out onto the road. Siena is our destination, where a guided walk introduces us to one of Italy’s most extraordinary medieval cities before lunch on your own. Then it is time for one final drive, continuing toward Monteriggioni and our classic car base in Casone. We return the Alfa Romeos here before transferring to Florence Airport (FLR) for the journey home.