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Tuscany and the “Mille Miglia”

On this tour to the Mille Miglia you will experience automobile history up close. The legendary "Mille Miglia" oldtimer rally with several hundred participating oldtimers makes the hills of Tuscany shake. You will be there live at the Mille Miglia, in style at the wheel of a 1950s Alfa Romeo Spider.
Mille miglia 1000 FIAT Balilla Sport Volterra tuscany Toskana | Nostalgic OldtimerreisenNostalgic guest driving in the convoi with Mille Miliga teams in TuscanyRallye Weltmeister Biasion auf einem FERRARI 250 MM SPIDER VIGNALE 1953Mille Miglia Team auf der Piazza Il CampoNostalgic Gäste fahren im Tross der Mille Miglia nach Siena
Your Expert

Gert Pichler
Your expert for
this tour

Tel. +49 (0)89 545406-0

(19 customer reviews)
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.

1.895,- €

1.895,- €

Per person in double room *

Arrangement includes

Be at the 2022 Mille Miglia in an Alfa Romeo Spider

Day 1: Drive through a famous wine-growing district

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: A Stop at the Mille Miglia by the Sea

The exact route of Italy’s most famous car race is not yet known for 2021, but one thing is certain: Today automotive history will be within your grasp. The legendary “Mille Miglia” with several hundred participating classic cars thunders along the coast in the west of Tuscany to the south. The Mille Miglia convoy stops for lunch in the idyllic coastal town of Castiglione della Pescaia. You will drive with our Alfa Romeo Spiders through the Maremma to the coast to Castiglione della Pescaia. It will be a perfect moment for us to meet and greet drivers and see the vehicles up closeand-personal. After this varied and extensive day of driving, you can look forward to dinner together in the Nuvolari Bar, where we thrill over all the beautiful cars.

Day 3: The Mille Miglia on the Way North

This year we're celebrating our premiere: for the first time, the Nostalgic tour meets the Mille Miglia convoy twice. Immediately after breakfast you will set off for the Crete Senesi. This impressive stage partly leads on old pilgrimage routes southwest of Siena in the Val d’Orcia. The Mille Miglia participants started in Rome and are expected in Arezzo around noon. Today you have a second opportunity to ride in the Milla Miglia as well as in Arezzo to be present at the lunch stop. In the evening we will accompany you to an insider tip for Tuscan cuisine high up in the Chianti hills.

Day 4: San Gimignano

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.

** Date officially confirmed
**The date has not yet been confirmed by the organizer.
**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.



Want to find out even more about this special trip? You will get a great insight into the Mille Miglia adventure from our tour guide Ludwig. In his Travelogue to the Mille Miglia he shares his impressions and emotions: This is how Ludwig experienced the classic car trip to the Mille Miglia.

You can find more destinations & dates at a glance in our free travel catalogue


The Mille Miglia experience it up close and personal in the most beautiful section of the “Corsa più bella del Mondo” race in the Tuscany. This is one of the most attractive regions in Italy. It impresses with its unique, multi-faceted landscape. Vineyards mix with olive groves and alternate with the original open space of the landscape. This barreness is interrupted by avenues of cypress trees, which rise slim into the sky. Little-traveled roads meander in many curves up the gentle hills and lead you through small sleepy villages. A setting like from an Italian film from the fifties.

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, the city ranks among the most San Gimignano is high on the must-see list of Tuscany. The picturesque town, situated at 324m above sea level, is characterised by the economic boom in the Middle Ages, which made the remarkable architecture and artistic development possible. It is no coincidence that the historic town centre has been designated a UNESCO World Heritage Site. The vineyards bordering the city walls round off the perfectly Tuscan flair and hint at the flourishing winegrowing industry. Close your eyes and imagine yourself in a Alfa Romeo classic cars on dream roads in Tuscany glide along. You enjoy the wind in your hair, the feeling of driving, the landscape, the good food and the incomparable wines of Chianti.

Everything important about the Mille Miglia

Useful information about participation and the route of the popular classic car rally 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
  • 1 lunches, 2 dinners, 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 tour price:

Not included in the arrangement:

travel to Florence (FLR)
meals unless otherwise indicated

19 reviews for Toskana: Mille Miglia hautnah erleben

  1. E. Hölzle, Mönchengladbach

    Ich bin gerne mit dem Alfa Romeo Giulia 1600 Spider Veloce und dem Alfa Romeo 2000 Spider Veloce gefahren, richtig toll!

  2. P. Rogg; Illertissen

    Ich habe das perfekte Geschenk von meinem Sohn bekommen, vielen Dank an ihn und an Nostalgic!

  3. J. Löffler, Hechingen

    Sehr zufrieden! Ich kann mir vorstellen, weitere Nostalgic-Reisen zu buchen, etwa in Sizilien, Südtirol, Umbrien/Marken oder Venetien/Friaul.

  4. Norbert W, Marzling

    Traumhafte 4 Tage in der Toskana verbracht. Spaßfaktor top!
    - wunderbare Sraßenauswahl
    - wunderschöne Autos (zwar mit kleinen technischen Mängeln aber das ist der große Reiz)
    - tolle Locations (Hotel, besuchte Städte und Restaurants)

  5. Andreas G., Frauenfeld (CH)

    Es war eine wunderschöne, gut organisierte Reise!
    Herzlichen Dank!!

  6. Martin D.

    Wunderschöne Straßen, tolle alte Alfas, eine grandiose Organisation, Weine und leckere Speisen...
    Was will man mehr?

  7. Bruno M., Veltheim (CH)


  8. Michael Parsch

    Gran Premio Nuvolari 2017!!! Perfektes Erlebnis bei toller Gesellschaft, fantastischen Fahrzeugen mit herrlichen Ausfahrten und super guter Organisation!! Perfekte Mischung aus Fahren, SightSeeing und kleinen Pausen an wunderschönen Orten! Kann ich vorbehaltlos immer empfehlen. Wer das nicht macht, ist selber Schuld!

  9. Martin D.

    Sehr geniale Reise, perfekte Organisation, nette Mitreisende und Traumautos!

  10. M. Dillenburger

    Wunderschöne Reise in Traumwagen, tolle toskanische Landschaft und - strassen,
    super Organisation.
    Absolute Weiterempfehlung.

  11. Dr. R. Stanek

    Liebes Nostalgic Team,
    unmittelbar nach Rückkehr von unserer sehr eindrucksvollen Reise durch die Toskana zur Mille Miglia nach Siena möchte ich Ihnen nicht nur zu Ihrer großartigen Geschäftsidee, sondern auch zur Auswahl der Reiseroute, der Hotelanlage und vor allem Ihres hervorragenden Mitarbeiter Teams gratulieren
    unser gesamter Aufenthalt war logistisch bis ins kleinste Detail geplant, jede unerwartete Herausforderung wurde vom betreuenden Team ruhig, sachlich und kompetent bewältigt, und das bei einer Gruppengröße von 40 Teilnehmern
    größtes Lob daher Ihrem Teamleiter Ludwig und seinen „Assistenten“ Corinna und Michael, die uns nicht nur ein perfektes Reiseerlebnis vermitteln konnten, sondern es mir in meinem speziellen Fall (akut aufgetretene Kniebeschwerden) auch ermöglichten, durch Auswahl eines für mich „maßgeschneiderten“ Alfa den Aufenthalt zu retten
    ich darf Sie daher ersuchen, meinen Dank an Ihr Team weiterzuleiten
    mit besten Grüßen
    Dr. Rudolf Stanek, Wien

  12. D. Venosta

    Es war ein unvergessliches Abenteuer und wir werden uns immer wieder gerne daran zurück erinnern!

  13. A. Brunori

    Liebes Nostalgic-Team,
    wieder Zuhause angekommen, möchten mein Mann und ich uns an dieser Stelle nochmals sehr herzlich bei ihnen bedanken.
    Ein tolles Team das wir kennen lernen durften. Sie haben uns bei dieser wundervollen Mille Miglia Reise 2018 stets belgeitet, informiert und sehr professionnel umrahmt. Ihr Engagement ist uns dieses Lob wert.
    Die Besuche und die Vorführungen der Badia a Coltibuono, Pienza und San Gimignano haben uns angenehm überrascht. Es hat uns sehr gefallen.
    Wir freuen uns auf eine nächste Entdeckungsreise, warum nicht in Bayern ;-)! Auf jedenfall werden wir Nostalgic weiterempfehlen.

  14. josef m.

    Die Mille Miglia-Reise war sehr gut organisiert, ein Lob an die gesamte Mannschaft die auf der gesamten Strecke immer präsent war. Besonderes Lob an " Gert ". Gute Organisation !!

  15. anita.stangl

    Höchste Punktezahl!
    Dr. Anita Stangl

  16. Lutz N.

    Hervorragende Betreuung von Ihrem Team!!!
    Lutz N., Bremerhaven

  17. peter

    Das Team welches uns begleitet hat, war sehr nett, fleißig, Umsichtig usw. einfach Klasse !
    Peter Sachsen

  18. christian

    Schöne Reise. Nette Mitfahrer
    Christian S.

  19. Lutz P.

    Sehr sehr gut die gesamte Betreuung! Einfach Professionell und hilfsbereit und herzlich!! 5 Sterne!!
    Lutz Natusch, Bremerhaven

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Balanstraße 73 Geb. 24, 2. OG 81541 München Fon: +49 (0)89 5454060 Fax: +49 (0)89 5454066 E-Mail:
Nostalgic is the premium provider for unforgettable adventure trips & incentive travel with vintage cars as well as an exclusive partner of Mercedes-Benz.
Founder by name Walter Laimer Gert Pichler - Nostalgic Oldtimerreisen

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