Set out on an exclusive private tour across the rolling Tuscan countryside, where golden fields, olive groves, and cypress-lined roads lead you to two of the region’s most enchanting medieval hill towns. In Cortona, a place of timeless charm and made famous by the film Under the Tuscan Sun, you’ll wander through narrow stone streets and soak in panoramic views that stretch endlessly across the valley. The journey continues to Montepulciano, majestically perched on a ridge, where every corner reveals stunning vistas over the Val d’Orcia and Val di Chiana — a perfect picture of Tuscany’s beauty and history combined.
Pickup included
Meet our English speaking driver at your hotel on a comfortable Mercedes-Benz for start the journey to the beautiful Cortona: enclosed by stone walls dating back to Etruscan and Roman times, sits on the top of a hill about 600 meters (about 1968 feet) above sea level. This dominant position over the valley offers a spectacular view from all over the town of the surrounding valley and even Lake Trasimeno. The town has become very popular in the past decade thanks to the book by Frances Mayes, Under the Tuscan Sun (and the movie with Diane Lane) which is set in Cortona; the protagonist immediately falls in love with the town, its people, and the villa Bramasole that she purchases and fixes up. Time for relax or explore the area, the driver will suggest best things to do.
Leave at 11.30am for have a delicious light lunch at a family winery. Continue then to Montepulciano on a relaxing 30 minutes drive on the hills surrounded by breathtaking landscapes....of course your driver can stop the car anytime you want if you wish to take photos. Arrival to the charming Montepulciano around 2pm. This is a medieval hill town of rare beauty full of elegant Renaissance palaces, ancient churches, charming squares and hidden corners.... Montepulciano has received great attention following the filming of the vampire saga Twilight sequel New Moon here and has seen a notable increase in visitors. A walk through Montepulciano is the best way to view the town and its beautiful landmarks as well as enjoy stunning views of the surrounding countryside covered by vineyards producing the famous Nobile which is possible to taste in the many wine shops located within the city walls.
Florence, the capital of Italy's Tuscany region, is a treasure trove of art, architecture, and history. Known as the birthplace of the Renaissance, it's home to iconic masterpieces, stunning cathedrals, and a rich cultural heritage that continues to captivate visitors from around the world.
The Florence Cathedral, known as the Duomo, is a masterpiece of Renaissance architecture. Its iconic dome, designed by Brunelleschi, offers panoramic views of the city.
One of the world's most famous art museums, the Uffizi Gallery houses works by Botticelli, Michelangelo, and Leonardo da Vinci.
A medieval stone bridge famous for its jewelry shops. It's one of the most iconic landmarks in Florence.
A panoramic terrace offering breathtaking views of Florence. It's a perfect spot for sunset and photography.
Home to Michelangelo's famous statue of David, the Accademia Gallery is a must-visit for art lovers.
A thick-cut, grilled T-bone steak, seasoned simply with salt and pepper. It's a must-try for meat lovers.
A hearty vegetable and bread soup, traditionally made with leftover bread and vegetables. It's a classic Florentine dish.
A Florentine street food made from the fourth and final stomach of a cow. It's typically served in a sandwich.
Almond biscotti traditionally served with Vin Santo, a sweet Tuscan wine. They are crunchy and perfect for dipping.
These months offer pleasant weather and fewer crowds compared to the summer peak. Ideal for sightseeing and outdoor activities.
Euro (EUR)
GMT+1 (CET), GMT+2 (CEST during daylight saving time)
230VV, 50HzHz
Florence is generally safe for tourists, but pickpocketing and petty theft can occur, especially in crowded areas. Be aware of your surroundings and take precautions to protect your belongings.
Santa Maria Novella Station
Villa Costanza Bus Station, Florence Airport Bus Terminal
The bus network covers the entire city and is the primary mode of public transport. Buses are frequent and reliable.
Available • Apps: MyTaxi, FreeNow
Car, Bike, Scooter
A medieval city known for its stunning Piazza del Campo and the Palio, a traditional horse race held twice a year.
Home to the iconic Leaning Tower of Pisa, this city offers a mix of historic sites and scenic views.
A picturesque wine region known for its rolling hills, vineyards, and charming villages.
Price varies by option