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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

Unaudited Overall Ratings (1 customer review)
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.

2.195,- €

2.195,- €

Per person in double room *


Alfa Romeo Tribute Tour through Italy

Day 1: Driving Chiantishire

We will wait for you at Florence airport and accompany you to your hotel, where the journey will begin with lunch together. You will then receive a detailed briefing on the Nostalgic vehicles and the use of the road book. You drive behind the wheel of our Alfa Romeo Spider through Chianti , one of the oldest wine-growing regions in Italy. Today there is also a tour and tasting in a former monastery, where wine has been grown since the Middle Ages. The evening will be spent at your leisure

Day 2: Mille Miglia and the Crete Senesi

Today’s route passes from one spectacular picture perfect postcard to the next. Southwest of Siena, the winding country roads are interspersed with hamlets such as Ville di Corsano, Radi, San Giovanni d’Asso. You’ll reach Pienza partly on Via Cassia, an ancient Roman road. Pienza is home to the Pecorino di Pienza. For lunch you can choose between this town, described by Pope Pius II as the epitome of a medieval small town, or neighbouring Montalcino, made world famous by the Brunello di Montalcino, in a unique panorama location enthroned in vineyards. The highlight of the afternoon is driving along the ridge of the volcanic crater landscape of Crete Senesi, surrounded by loamy soil that falls away sharply.

Day 3: Volterra and the Etruscan

Today we head west on a winding dream road via Poggibonsi first to Volterra. Etruscanism and the Middle Ages await you in the "City of the Wind", whose location offers a view of the Tyrrhenian Sea on a clear day. On our detailed city tour you will get to know a charming, hardly visited archaic city away from the tourist crowds of neighboring San Gimignano. The rest of the route follows the course of the river Cecina over the "Colline Metallifere", an ore-rich landscape in the southwest of Tuscany. Medieval villages perch like swallows' nests on hilltops, and later in the afternoon you will reach your hotel again. The extensive day of driving ends with a memorable dinner at the Bottega di Volpaia.

Day 4:

As a crowning finale today you will experience a city work of art of the Gothic: Siena, the "secret capital" of Tuscany. One last time you will drive with the Alfa Spider through the Chianti to Siena. Our art-historical city tour will bring you closer to the Palazzo Pubblico, the Piazza del Campo (scene of the famous Palio di Siena) and the Cathedral of Santa Maria. Of course, there will also be time at leisure before lunch at Monteriggioni Citadel, immortalized by the Italian national poet Dante in his "Divine Comedy". Afterwards, it's time to say goodbye to "your" Alfa Romeos.

*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 Ü/F im Hotel “Villa Curina” **** bei 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

1 review for Traumstraßen der Toskana

  1. John

    I’m an Alfa enthusiast and the chance to drive these cars in Italy was a dream. The routes were interesting and good roads for involved driving. The behind the scenes maintenance and refuelling was great. It was simply get in and drive. The spare car was appreciated. Should there be an issue, another car was available. The tour destinations were well chosen and the tour guides were very knowledgable. Great food and drink!

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