Tuscan Food and Wine Driving Holiday
Fiesole ▸ Chianti Wine Region ▸ Florence
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 in a shared room. Download our tour brochure for full pricing and itinerary. Instalment plans are available. Multiple currencies are accepted; confirm your preferred payment method with your Travel Concierge.
An overview of your five-star Tuscan adventure tour

Arrival & Welcome
After arriving in Florence, and transfers, you will spend the afternoon settling in and relaxing at your beautiful luxury hotel. In the evening, enjoy a welcome aperitif at a picturesque location before enjoying dinner at a celebrated local restaurant with an iconic view.
Florence City Tour
Today, you will immerse yourself in the rich history, culture, food, and wine of Florence and wider Tuscany. An expert local guide will host you on an insider’s tour of the city’s well-known and lesser-known sights, while you sample delicious regional cuisine.
Drive Day 1
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 restored 8th-century villa converted into a boutique luxury hotel.
Drive Day 2
The drive continues with a meandering half-day loop through the backroads of the Montalcino wine region and a series of tight, twisty nature reserves. In the afternoon, you will enjoy a private tour and wine tasting of renowned Chianti wines, before arriving back at the hotel and dining at its exquisite restaurant.
Drive Day 3
Your third day of driving continues with a full-day cruise through the iconic, UNESCO World Heritage-listed landscapes of Val d’Orcia, including the historic town of Montepulciano. In the afternoon, arrive at your 15th-century hotel overlooking Florence's Old Town and enjoy some downtime, before an exceptional dinner at a celebrated local restaurant with iconic views.
Drive Day 4
Your final day of driving continues as you journey around the stunning hills of Volterra and San Gimignano. In the afternoon, you will conclude the drive at a historic vineyard and enjoy an afternoon of wine tasting and truffle hunting, 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 in a shared room. Download our tour brochure for full pricing and itinerary. Instalment plans are available. Multiple currencies are accepted; confirm your preferred payment method with your Travel Concierge.
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.


Marking an exciting moment in Aston Martin’s history, the most powerful V8 Vantage ever delivers the F1 to the roads. You'll feel the thrill of the track with its unique aerodynamic body kit, new 21" wheels and race-inspired graphics.


The Bentley Continental GT Convertible commands attention while embracing elegance. With a perfect blend of performance and refinement, it offers a dynamic driving experience wrapped in unrivalled comfort and craftsmanship.


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.


The F8 is the last of the Ferrari V8 mid engine supercars, and what a send-off! The 3.9L twin turbo makes over 700hp, and is the best of where 'racing Ferrari' meets luxury and looks.


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.


Crafted for those who demand both power and luxury, this car invites you to push the limits of driving while indulging in comfort. With its stunning design and relentless speed, the GT will redefine what you thought was possible on the open road.


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.
*Based on two guests per vehicle in a shared room. Download our tour brochure for full pricing and itinerary. Instalment plans are available. Multiple currencies are accepted; confirm your preferred payment method with your Travel Concierge.
View your luxury driving holiday in Tuscany

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*Based on two guests per vehicle in a shared room. Download our tour brochure for full pricing and itinerary. Instalment plans are available. Multiple currencies are accepted; confirm your preferred payment method with your Travel Concierge.
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.
Instalment Plans Are Available. Multiple Currencies Are Accepted as Payment.
- Upgrade Your Accommodation Package
from € 990 $ 1490 $ 950 £ 750 per person
- Deposit
€ 5000 $ 7500 $ 5000 £ 3000 per person
Hear from past guests

Every need that we could think of – even things we haven't thought of – the staff are always there to make sure it's a fabulous time.
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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