Tuscan Food and Wine Driving Holiday

Florence Sienna Chianti

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Discover one of Italy’s most renowned regions — Tuscany — on an incredible five-star holiday. Explore the region in the most unique and luxurious way possible: from behind the wheel of a fleet of supercars.

Your journey begins in the romantic city of Florence and continues to the scenic countryside surrounding Siena. Experience the stunning contrast between the exquisite architectural feats in the city, and the gorgeous patchwork countryside.

Not only will you have the opportunity to enjoy the finest supercars from around the world on the roads for which they were built, but you’ll also experience a handpicked selection of our favourite Tuscan experiences. These include overnight stays in boutique properties, exclusive fine dining experiences, truffle hunting and tours of celebrated local wineries.

In short, this weeklong Tuscan tour is the perfect opportunity to enjoy the very finest things in life in one of the very best destinations Italy has to offer.

Your luxury Tuscany driving tour package

  • Small Exclusive Groups
  • Our Fleet (Drive All Cars)
  • Duration: from 7 days / 6 nights
  • Driving: 4 days / 800 km
  • Tour Start: Florence, Italy
  • Tour End: Florence, Italy
Watch the tour video
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Compare the greats

Spend four days comparing Italian greats Ferrari and Lamborghini against models from the likes of McLaren, Mercedes, Porsche and more in the ultimate supercar showdown.

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Traverse the Tuscan hills

Experience our fleet of supercars on Tuscany's picturesque country lanes, hilltop backroads and technical mountain passes on a cross-country driving tour.

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Enjoy a foodie's dream

Indulge in the delights for which Tuscany is most renowned: food and wine, with a series of handpicked gourmet activities ranging from truffle hunting to wine tasting in Chianti.

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Experience Florence like a local

Enjoy an insider's tour of Florence and explore an artisan's paradise including lesser-known sights, sounds and tastes of the city, along with its history, architecture and culture.

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Indulge in the epitome of luxury

Enjoy a curated series of five-star properties including a luxurious 15th-century private villa, an ornate 10th-century castle, a historic village-turned-resort and more.

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Celebrate the Tuscan dining scene

Spend your evenings enjoying impeccable food and wine in a selection of our favourite Tuscan restaurants, from fine dining exponents to hidden regional gems.

from $ 18990 $ 14990 £ 10750 per person*

*based on two guests per vehicle and in a shared room

An overview of your five-star Tuscan adventure tour

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Tour Start & End Driving Route Overnight Stop
Day 1

Arrival in Florence + Welcome

Arrive into Florence. Following transfers from the airport and check-in, spend the afternoon settling in and relaxing at your luxurious villa, or exploring the vibrant city of Florence. In the evening the group will meet for the first of a series of gourmet dining experiences at a local Florentine institution.

Ornate villa on the outskirts of the city
Unique private dining experience
Day 2

Insider's Tour of Florence

Be immersed in the rich history, culture, food and wine of Tuscany. Today, your expert local guide will host you on an insider's tour of the city. From the indoor food market, to hidden ateliers in the backstreets, you'll learn to live like a local Florentine, escaping the well-trodden tourist traps in favour of authentic Tuscan flavours and tastes.

Ornate villa on the outskirts of the city
Relaxed dining at the hotel
Day 3

First Drive Day

Today will be an early but worthwhile start. After breakfast and briefing, the group will be introduced to the fleet of supercars. Departing Florence, you will spend the day tracing the backroads of the Chianti region, beloved for its red wine and rolling hills. In the evening, we will arrive into a stately residence which will be your home for the next two evenings.

Historic castle in the countryside
Michelin-starred dining
Day 4

Second Drive Day

On the second drive day, you will continue the drive with a meandering half-day loop in the countryside around San Gimignano. In the afternoon, you will conclude the drive at a stunning and award-winning vineyard and enjoy an afternoon of truffle hunting (and eating!), before returning to your historic castle residence in the evening.

Historic castle in the countryside
Wine tasting and supper
Day 5

Third Drive Day

Your third day of driving brings a second half-day cruise from Casole to San Felice via the backroads around Siena. In the afternoon, enjoy a private tour and wine tasting at a renowned vineyard. In the evening you'll stay in a restored 8th-century village converted into a boutique luxury hotel.

Medieval village turned resort
Award-winning cuisine
Day 6

Fourth Drive Day

Today, the drive returns through Chianti towards Florence, spending a final day amongst the vine-covered hillsides of Tuscany. Once in Florence, you will enjoy a farewell dinner at a panoramic restaurant overlooking the city. Here you can enjoy a lively debate about your favourite supercars and roads, and reminisce with the group on an unforgettable week away.

Five-star hotel overlooking Florence
Dinner on the hotel's terrace
Day 7

Departures + Onward Travel

Enjoy a sleep-in and a leisurely breakfast. Check-out from the hotel is midday. From here the day is yours before transfers and onward travel plans.

Own arrangements
Own arrangements
from $ 18990 $ 14990 £ 10750 per person*

*based on two guests per vehicle and in a shared room

The incredible supercars you'll get to drive on your luxurious Tuscan tour

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Aston Martin DB11
Aston Martin DB11

Labelled as the most important Aston in the marques history, the DB11 is a supremely sophisticated blend of hypermodern, road-crushing technologies and old-school Gran Tourer charm.

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Bentley Continental GT
Bentley Continental GT

Solely responsible for the revival of the modern Bentley brand, the Continental GT is the perfect grand tourer, sporting a unique twin-turbo W12 and a truly luxurious interior.

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Lamborghini Huracan Performante
Lamborghini Huracan Performante

The Huracan is a fantastic combination of fast, loud, and sharp. With an ingenious 4WD system, the Performante offers impressive technical specs and performance to boot.

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McLaren 720S
McLaren 720S

Be warned: while there are many fast cars out there, few have the performance capabilities that require drivers to up their game so profoundly. Are you ready for this beast?

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Mercedes AMG GT
Mercedes AMG GT

With a dauntingly low driving position, way back over the rear axle, the devastatingly handsome GTR draws heavily on the lauded SLS. An agile yet comfortable grand tourer.

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Porsche 911
Porsche 911

For decades, the 911 has been the stuff of legend - a title it continues to claim today. Capable in all situations, this precision instrument remains a timeless inclusion on our tours.

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Audi R8
Audi R8

If you're hungry for a gorgeous, driver-friendly supercar that's quick-as-lightning, the new release update to the incredible R8 delivers, and then some. Consider your wish granted.

from $ 18990 $ 14990 £ 10750 per person*

*based on two guests per vehicle and in a shared room

Customise your Tuscany driving holiday package

Our tours are designed to be end-to-end luxury travel experiences that consider every detail from the moment you arrive to the moment you depart.

Your final tour investment comprises your Tour Package (as outlined above) and any Optional Add-Ons you choose to include. Please view the tour brochure for a full list of inclusions.

Choose your preferred currency

Tour Package
Select your preference
Double Occupancy

$ 18990

$ 14990

£ 10750

per person
Single Occupancy

$ 23250

$ 18250

£ 12990

per person
Optional Add-Ons
Select your preference(s)
  • Upgrade your accommodation package
    from $ 950 $ 750 £ 550 per person
Payment Options
Select your preference
  • Monthly
    deposit

    $ 2000

    $ 1500

    £ 1000

    +
    per month from

    $ 1415

    $ 1080

    £ 810

  • Quarterly
    deposit

    $ 5000

    $ 3500

    £ 3000

    +
    per quarter from

    $ 4660

    $ 3830

    £ 2580

  • In Full
    from

    $ 18990

    $ 14990

    £ 10750

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Hear from past guests

Chuck & Margo, USA

Probably the most fun you could ever have; it's beyond first class, it's a class of its own.

Chuck & Margo, USA
Adam & Kerryn, Australia

Just unbelievable; out of this world – a bucket-list dream with new but now lifelong friends.

Adam & Kerryn, Australia

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