Tuscan Food and Wine Driving Holiday
Florence ▸ San Felice ▸ Casole
Discover one of Italy’s most renowned regions — Tuscany — on an incredible five-star holiday. Explore the area in the most unique and luxurious way possible: from behind the wheel of a fleet of supercars.
Your journey begins in the romantic Renaissance 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 will also experience a handpicked selection of our favourite Tuscan experiences. These include overnight stays in boutique properties, exclusive fine-dining evenings, 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 Italy’s most magnificent destinations.
Your luxury Tuscany driving tour package
- Small Exclusive Groups
Our Fleet (Drive All Cars)- Duration: 7 days / 6 nights
- Driving: 4 days / 750 km
- Tour Start: Florence, Italy
- Tour End: Florence, Italy
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.
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.
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.
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.
Celebrate the Tuscan Dining Scene
Spend your evenings enjoying impeccable food and wine in a selection of our favourite Tuscan ristoranti, from fine-dining restaurants to hidden regional gems.
*Based on two guests per vehicle and in a shared room. Download our tour brochure for full pricing and itinerary.
An overview of your five-star Tuscan adventure tour
Arrival in Florence + Welcome
After arriving in Florence, and transfers, you will spend the afternoon settling in and relaxing at your beautiful luxury hotel. Enjoy a welcome aperitivo on a rooftop overlooking the city before an exceptional Michelin-star dining experience.
Insider's Tour of Florence
It's time to immerse yourself in the rich history, culture, food and wine of Florence, and wider Tuscany. Today, your expert local guide will host you on an insider's tour of the city’s well and lesser-known sights, while you sample delicious regional cuisine. From the city's famed indoor food market to hidden ateliers in the backstreets, you will learn to live like a local Florentine, escaping the well-trodden tourist traps in favour of authentic Tuscan flavours and tastes.
Drive Day One
Today will be an early but worthwhile start. After breakfast and a driver briefing, you will be introduced to the supercar fleet that you will pilot over the coming days. Departing Florence, you will traverse through the northern region of Chianti, navigating uphill climbs before circling back towards Siena. In the early evening, we will arrive at a boutique luxury hotel.
Drive Day Two
The drive continues with a meandering half-day loop in the countryside around the stunning hills of Volterra and San Gimignano. In the afternoon you will enjoy a private tour and wine tasting of renowned Chianti wines, before arriving back at the hotel then dining at a traditional Italian restaurant.
Drive Day Three
Your third day of driving will continue with a full day cruise through the sweeping backroads of the Montalcino wine region. Arrive at your next luxury hotel and enjoy some downtime before dinner at a romantic restaurant with views over the Tuscan hills.
Drive Day Four
Today, your fourth and final day of driving will continue with a half-day run back through Chianti towards Florence, with the convoy spending time among the vine-covered hillsides of Tuscany. In the afternoon you will conclude the drive at a historic vineyard and enjoy an afternoon of truffle hunting (and eating!), before returning to your hotel. This evening, the group will discuss fine wines, your favourite supercars, and reminisce about an unforgettable week.
Departures + Onward Travel
Enjoy a sleep-in and a leisurely breakfast. From here the day is yours before transfers and onward travel plans.
*Based on two guests per vehicle and in a shared room. Download our tour brochure for full pricing and itinerary.
The incredible supercars you'll get to drive on your luxurious Tuscan tour
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.
The Huracan Spyder combines speed, a sharp design, and the pure roar of power and fun. The convertable offers an ingenious 4WD system, sophisticated technical specs and performance to boot.
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?
A phenomenal car from Porsche's iconic collection, the 992 GT3 epitomises the very best of what Porsche has to offer. Powered by the same four-litre flat-six engine the Motorsport department fits to its GT3 Cup race car, it's sure to thrill.
Powered by a monstrous 6.2L supercharged V8, the C8 is a supremely competent supercar. More importantly, the ‘Vette is a proud all-American effort, perfect for blasting through Route 66 or on a European autobahn.
*Based on two guests per vehicle and in a shared room. Download our tour brochure for full pricing and itinerary.
View your luxury driving holiday in Tuscany
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*Based on two guests per vehicle and in a shared room. Download our tour brochure for full pricing and itinerary.
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
- Upgrade your accommodation package
from $ 1490 $ 950 £ 750 per person
- Deposit
$ 7500 $ 5000 £ 3000 per person
Hear from past guests
I would highly recommend it to anybody. Everybody should try this. It’s been amazing. It blew our minds.
Todd & Beth, USA
From the very moment we got to Italy, it exceeded every expectation and level we’d ever dreamed of.
Mark & Catherine, AustraliaExplore other luxury experiences
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