TUSCANY DRIVING HOLIDAY :
On this driving holiday in Italy drive the latest Ferrari and meander up and down the rolling hills of Italy’s Tuscany.
Expect winding cypress tree lined roads and sweep past beautiful hilltop towns while indulging yourself with the Italian way of life — “la dolce vita” with all your senses.
Experience the most scenic drives of Tuscany and stay at your luxurious Tuscany hotel perched on a hilltop above Castelnuovo Berardenga, encircled by vineyards and olive groves.
SHORT TOUR : 4 DAYS | 3 NIGHTS | 2 DRIVES
EXTEND YOUR TUSCANY TRIP :
Stay a 2nd night admits the Tuscan hillside and drive the iconic cypress three lined roads of the famous Val d'Orcia valley. The UNESCO heritage region is featuring all the attractions and views you know from so many publications.
Or simply spend the day enjoying the pool & spa at your beautiful lakeside resort.
FULL TOUR : 5 DAYS | 4 NIGHTS | 3 DRIVES
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TUSCANY, ITALY 🇮🇹
MARCH — NOVEMBER
UP TO • 780 KM • 3 SCENIC DRIVES • 4 NIGHTS • FLORENCE • VAL'ORCIA (UNESCO) • SAN GINMIGNANO • CYPRESS TREE LINED ROADS • SIENA CATHEDRAL • PRADA OUTLET • CHIANTI WINE ROAD • MONTERIGGIONI • MONTEPULCIANO • PIAZZA MICHELANGELO • MOST SCENIC ROUTES IN TUSCANY
DAY 1 — FLORENCE, ITALY
Chauffeured transfer to your hotel.
Meet & Greet at your hotel for car handover and tour briefing.
DAY2: HILLTOP TOWN DRIVE:
SAN GIMIGNANO & VOLTERRA
Italian mornings usually start with Cappuccino — once you had yours, let a scenic driving adventure start. Your hotel is located strategically above Florence to avoid the busy and narrow roads of the medieval town.
At the hilltop town of San Gimignano discover the 13th century walls and medieval towers before you drive to Volterra to take a stroll and discover the remains of the Etruscan Acropolis.
Later let the peaceful atmosphere at the ruins of San Galgano Abbey sink in before you continue to Siena. Where you have the chance to visit the famous cathedral.
Your hotel is perched on a hilltop in Castelnuovo Berardenga surrounded only by the silence of the Tuscan countryside. Jump in the pool and later enjoy a nice Italian dinner.
Stay at Castelnuovo Berardenga, Tuscany
DAY3: VAL D'ORCIA VALLEY DRIVE
UNESCO WORLD HERITAGE
We strongly recommend to stay a second night at your wonderful boutique hotel in the Tuscan countryside. The best scenic driving routes in Tuscany are clearly within the UNESCO protected Val D'Orcia Valley.
Drive seemingly endless and fast sweeping country roads to reach the Benedictine monastery of Monte Oliveto Maggiore. Time seems to slow down visiting here.
At foot of the oldest medieval village in the region at Monticchiello you will drive along the most famous Cypress tree lined road, that has graced countless postcards and Instagram feeds.
The way back to your hotel will take you past the impressive city walls of Montepulciano. Take a stroll into town before heading back to your hotel.
Stay at Castelnuovo Berardenga, Tuscany
DAY4: CHIANTI WINE ROUTE DRIVE
"STRADA DEL VINO"
Todays drive into Tuscany takes you over fast sweeping country roads of the Chianti wine region with the medieval town of Monteriggioni.
Feel free to reserve some time to shop at the famous PRADA outlet en route. Or head directly for Chianti. Since the 18th century the region is well known for its wine production.
The "Via Chiantiagiana" is also part of the historical Mille Miglia — the famous "thousand miles" open road race, which had originally taken place between 1927 and 1957. Mille Miglia played a major role in making car manufacturers like Porsche, Maserati, and Ferrari world-famous. Make some stops for views along your scenic route and get yourself to a bottle of fine Chianti wine to enjoy in the evening.
Back at Florence — stop at Piazza Michelangelo on a hill on the south bank of the Arno River, and enjoy the most stunning view over the city. You can make further plans for the evening, while we pick up the car from your hotel.
Stay at Florence, Italy
DAY 5 — FLORENCE, ITALY
INCLUDED
✅ Programmed GPS for effortless navigation
✅ Printed Day-by-Day Road-Book in English
✅ Luxury Accommodation including breakfast
✅ Private Arrival Transfer from local airport
✅ Meet & Greet at your hotel
✅ On Call / WhatsApp Support on tour
✅ Travel your own pace and visit iconic sights
✅ Luxury Car Rental + Model Guarantee
✅ Delivery & Collection at your hotel
✅ All tour mileage and a little extra on tour
SHORT TOUR STARTING AT
4 DAYS | 3 NIGHTS | 2 DRIVES
490 KM / 300 MILES
per person assuming 2 people per package sharing room/car
Prices may vary, since each tour is tailored. Factors to consider are: the car, hotel category and travel date. Car brands available are:
Porsche, Ferrari, BMW, Mercedes, Audi, Lamborghini & more...
