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Tuscan Dream Roads

A Tuscan journey beyond imagination: rolling hills, cypress-lined avenues, medieval towns, quiet roads. Your hotel in country house style and the Tuscan cuisine are as down-to-earth as their picturesque surroundings.
Nostalgic Gäste fahren im Tross der Mille Miglia nach SienaPiazza Il Campo in Siena, Schauplatz der Mille Miglia und des PalioAlfa Romeo Duetto Giulia Spider veloce Toskana | Nostalgic OldtimerreisenLa cantina Weinkeller Wein Weingut Toskana tuscany | Nostalgic OldtimerreisenHotel Vescine Toskana tuscany | Nostalgic OldtimerreisenAlfa Romeo Cabrio Giulia Spider 1600 veloce rosso pininfarina rot red Toskana | Nostalgic Oldtimerreisen
Your Expert

Gert Pichler
Your expert for
this tour

Tel. +49 (0)89 545406-0

No suitable date available? From 8 persons we plan your trip to the desired date – please contact our travel experts.


Can't find a suitable date? Starting with a group of 12 people, we can plan your trip for your desired date - ask our travel experts.

1.995,- €

1.995,- €

Per person in double room *


Tuscany at the steering wheel of an Alfa Romeo Spider

Day 1: Driving Chiantishire

At the hotel you meet your fellow travellers and the escort team. We then introduce you to the Nostalgic classic car fleet and explain the roadbook. The first stage leads over lonely country roads so that you get used to »your« Alfa Romeo. In the early evening, you visit a former abbey where wine has been made since the Middle Ages.

Day 2: Mille Miglia and the Crete Senesi

Today's route is lined up with a classic postcard motive to the other. In the southwest of Siena, winding country roads are repeatedly interrupted by small hamlets such as Ville di Corsano, Radi, San Giovanni d'Asso. Partly along the old Roman road Via Cassia, you reach Pienza, the home of the „Pecorino di Pienza“. For your lunch break, either the one from Papst Pius II. small town converted into the ideal of a medieval town; or neighbouring Montalcino, made world-famous by the „Brunello di Montalcino“, enthroned in a unique panoramic position amidst vineyards. The highlight of the afternoon is the crater landscape of the Crete Senesi, steeply sloping clay soils, on whose ridge the country road winds along. Dinner will be served at the Enoteca Nuvolari in Castellina in Chianti.

Day 3: Volterra and the Etruscan

First it is off westwards on a curvy road via Poggibonsi to Volterra. Etruscan and medieval history awaits you in the »City of Wind«, where, if the weather is good, the Tyrrhenian Sea can be seen. During a comprehensive guided tour, you learn about this charming, hardly visited archaic town, away from the tourist-trodden neighbouring San Gimignano. You follow the Cecina river over the »Colline Metallifere«, a typical south-western Tuscan landscape. You will be delighted eating at the legendary 'Bottega di Volpaia' at the joined dinner.

Day 4:

A worthy finish today is the gothic city extraordinaire: Siena, the secret capital of Tuscany. On our art history guided tour of the city you learn more about the Palazzo Pubblico, Piazza del Campo and the Santa Maria Cathedral. Of course you have some free time here before lunching in the Monteriggioni Citadel which was made famous by the Italian poet Dante in his »Divine Comedy«. Then it is time to say farewell to »your« Alfa Romeo.

*price per person sharing a double room and a classic.
If you would like to book as an individual guest, just speak to us.

At a glance: All travel destinations & dates in the free brochure.




Tuscany is one of the most charming regions in Italy. It impresses with its unique, multi-faceted landscape. Vineyards mix with olive groves and alternate with the very original landscape. Again and again, cypress avenues with slender trees protruding into the blue sky determine the landscape. The "strada bianca" called unpaved access roads to farms and wineries, hotels and restaurants are characteristic of Tuscany. Many of the side streets that repeatedly lead through sleepy villages are hardly used. A backdrop that the Italian film of the 1950s couldn't do better. Southern Tuscany is also something for culture lovers: cities like Siena and San Gimignano, fortresses such as the citadel of Dante Alighieri already mentioned in his "Divine Comedy". Monteriggioni, to name but a few. Believe us, there are few better places to live in a historic city. Alfa Romeo classics on Tuscan Dream Roads to glide along. Enjoy the wind in your hair and the sun in your heart!

It has also attracted culture lovers with cities like Siena and San Gimignano, as well as sights such as the Monteriggioni Fortress has a lot to offer. Already in the weeks before the world-famous horse race, the “Palio” in Siena, you may see the teams rehearsing and preparing for the big race. They parade through the city in their historical costumes and practise on their drums for the perfect entry into Piazza Il Campo.

With its impressive medieval skyline San Gimignano ranks high on Tuscany's must-see list. The picturesque town, located at 324m above sea level, is characterized by the economic boom in the Middle Ages, which made the remarkable architecture and art development possible. It is therefore no coincidence that the historic city center is classified as a UNESCO World Heritage Site. The vineyards bordering the city walls round off the perfect Tuscan flair and give an idea of ​​the flourishing viticulture.

Everything important about the Mille Miglia

Useful information about the Mille Miglia and fascinating stories from the history can be read here. The myth of the Mille Miglia.

  • Transfer from/ to Florence Airport (FLR) to the hotel
  • Nostalgic Alfa Romeo for you to self-drive including fully comprehensive insurance (Euro 500 deductible), fuel
  • 3 nights accommodation incl. breakfast in 4-star Hotel “Borgo di Véscine” at Radda in Chianti
  • 2 dinner and 1 wine tasting
  • Admission fees, guided sightseeing according to itinerary
  • English-speaking guide and service team during the entire trip
  • roadbook
  • Welcome Gift

Not included in the arrangement:

travel to Florence (FLR), meals unless otherwise indicated


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