We eagerly await your arrival at Florence Airport, ready to guide you to your hotel where a shared lunch marks the beginning of an unforgettable journey. After, you’ll be intimately introduced to the soul of Nostalgic’s classic Alfa Romeo Spider and the magic of navigating with a roadbook. Imagine yourself winding through the scenic vistas of Chianti, Italy’s storied wine heartland, with the top down and the breeze in your hair. The day’s highlight? An evocative visit to a historic monastery, a sanctuary of winemaking since the medieval era, where you’ll taste the legacy of centuries. As dusk falls, the evening unfolds at your leisure, offering a canvas for your own explorations or serene relaxation.

With Nostalgic, you are once again ‘up, close and personal’ when the Mille Miglia cohorts drive across Tuscany. More than 400 vintage cars from the earliest days of automotive construction are able to take part. Only selected cars built before 1957 are allowed, the year when the original Mille Miglia had been halted following a terrible accident. As with the original Mille Miglia, the participants drive on country roads that have not been cordoned off, and pass through medieval villages and little towns. You’ll be very welcome at the wheel of our Alfa Romeo Spiders when driving in the main body of the event. No other vehicle manufacturer in the world was able to win the Mille Miglia as often as Alfa Romeo. After a great driving day we will enjoy a group dinner.

This impressive stage leads, partly on the ancient Roman Via Cassia, southwest to Siena, past Val d’Orcia. Most of today’s itinerary is identical to the legendary Italian automobile race ‘Mille Miglia’. At Lunch you will have the choice of local restaurants in the old Papal town of Pienza. The highlight of the afternoon is the Crete Senesi: steep loamy slopes which resemble the moon and a onesome road running along the ridge. Dinner will be served in nearby village of Pianella.

The last day will still be spent driving west in the direction of San Gimignano. The winding, old Siena-Firenze country road leads you from Castellina on to Poggibonsi, and from there along side roads with little traffic to San Gimignano. The small town lies in the upper Elsa Valley and is rich in art and culture. San Gimignano is world-famous for the large number of its preserved family towers, which are mere stumps in other towns, and for its almost unchanged medieval appearance. Slender, towering spires dominate the townscape, a fact that has earned the town the nickname “Manhattan of the Middle Ages”. In 1990 the historic old town a UNESCO World Heritage Site appointed. Following the guided tour of the city, we recommend a few old town pubs for an individual lunch break before you set off on the last leg towards the Citadel of Monteriggioni set off. There, nearby, you will say goodbye to “your” Alfa Romeos and we will accompany you back to Florence airport or to the hotel if you are arriving by car.