For this full day car tour (8 hours), be prepared to immerse yourself in medieval Italy with visits to San Gimignano, Siena and a stop in the fortified garrison town of Monteriggioni; an excellent example of military architecture of the Middle Ages.

Siena and San Gimignano are both medieval towns and UNESCO World Heritage sites, but that’s where the similarities end.

San Gimignano enjoyed a period of prosperity but when the main pilgrimage route, upon which the town sat, changed course it became a town lost in time. Its tower houses still pierce the skyline today, as in ages past.

Siena, on the other hand, was on the new pilgrimage route and also engaged in trade and banking.  The city prospered and eventually became an independent Republic with a power to rival that of Florence, with which it was often in conflict. Siena was finally defeated in 1555 and incorporated into the Grand Duchy of Tuscany, whose capital was…Florence!

This car tour is a great way to maximize your visit as our vehicle can give you full access to these pedestrianized historic centers.  Need a special restaurant for a memorable Tuscan meal?  Your driver will be happy to make some suggestions.

In our Siena and San Gimignano tour we normally also visit the fortified town of Monteriggioni. If you’d like, we could also stop at a winery for a tasting of some wines and extra virgin olive oil on the way back to your accommodation. Alternately, you could enjoy lunch at a winery between the two towns at a reasonable price.

With this 8-hour tour you will spend the first part of the day learning the art, history, traditions and architecture of one of the most beautiful medieval cities in Tuscany while the second part of the day you will relax with special wines, good food and exceptional wiews!!

Siena it is also famous for its beautiful cathedral (Duomo) and the spacious Piazza del Campo: one of Italy’s loveliest squares and the site of the famous Palio; an annual horse race.  We’ll pay a morning visit to the city before heading for the Chianti countryside.

The Chianti is not only renowned for its world class wines and superb extra virgin olive oil, but also for its stunning scenery.  This car tour is a great way to experience the region’s legends, legendary wines and equally legendary landscape. Here, you’ll enjoy vistas of rolling hills dotted with olive groves and vineyards. In the distance: hilltop towns, castles and fortresses.

You can choose where to have lunch: in Siena, in one of the charming towns in the Chianti or at a winery where you can enjoy a tour of the property and cellars before tasting their wines and extra virgin olive oil.  Our driver will be happy to make some suggestions.

Castellina in Chianti, Panzano in Chianti, Montefioralle and Greve in Chianti are only some of the Villages that we can explore during this day!

Your driver will pick you up at your accommodation and transport you to this breathtaking countryside. The Val d’Orcia is famous for its rolling hills, manicured fields, olive groves, vineyards and placidly grazing sheep. Here and there you’ll catch glimpses of hilltop towns and fortresses in the distance.

This day tour, will be focused on learning about the legendary Brunello wine – and its ‘younger brother’, the less complex Rosso di Montalcino- so you will be able to understand the different style of production.

The medieval town of Montalcino is located in the beautiful Val d’Orcia which is a designated UNESCO World Heritage site.  The city sits atop one of the hills surrounding the valley; its castle standing guard over the vineyards and olive groves which ring the town.

The wine made here, the legendary Brunello di Montalcino, is a red wine made from 100% Sangiovese grapes of a local variety.  Brunello’s history dates back to the 14th century. It was the first red wine to receive Italy’s DOCG designation in 1980 and is one of the country’s best known and most expensive wines.

This tour is a must for devoted wine lovers as it gives you a rare opportunity to taste and learn about this truly exceptional wine.

Need a special restaurant for a memorable meal in Montalcino or the Val d’Orcia?  Your driver will be happy to make some suggestions.

During this full day car tour (8 hours), you will visit two of Tuscany’s loveliest destinations: Pisa and Lucca. Pisa’s world-famous monuments await you on Piazza dei Miracoli or the “Field of Miracles”. The charming & relaxed town of Lucca; known for its well-preserved defensive walls dating from the Renaissance period and as the birthplace of Giacomo Puccini famous composer operas such as La Bohème and Madama Butterfly.

Pisa’s Duomo Square or Campo dei Miracoli (Field of Miracles) and the city of Lucca are just two of Tuscany’s many gems.

The Duomo Square in Pisa is a UNESCO World Heritage site. It’s noted for its medieval architecture, particularly the Pisan Romanesque style cathedral, but it’s famous for the Leaning Tower. You’ll spend time visiting these beautiful sites.

Next, you’ll make your way to Lucca, known for its Renaissance walls where you can enjoy a stroll.  This city was, for hundreds of years, an independent republic; the second largest in Italy after Venice. After its conquest by Napoleon Bonaparte, it was given to his sister Elisa to rule over as the Princess of Piombino and Lucca. Her influence can be seen in some of the buildings constructed during her reign.

Your driver will pick you up at your accommodation and take you on your trip of discovery to these two locations. Need a special restaurant for a memorable Tuscan meal? Your driver will be happy to make some suggestions.

The area surrounding Florence has developed a reputation as a shopping Mecca for the many outlets found in the area. Whether it’s super-high end designers like Valentino and Ferragamo or important names like Furla, D&G and Guess, there’s an outlet for every taste and budget in the countryside outside of Florence. Enjoy a full day shopping and sightseeing in the setting of the Tuscan landscape.
Your first stop will be the outlet shopping center of your choice where you can indulge in an orgy of shopping. Once you’ve had your fill of treasure hunting for trendy threads, we’ll take you to enjoy the treasures of the Chianti.
The Chianti area is not only famous for its wine but also for its characteristic landscape. It’s rolling hills are covered in a patchwork of vineyards and olive groves. The area is also dotted with castles, small hamlets and stone hilltop towns. The Chianti is famous for its wine of the same name and its DOP extra virgin olive oil produced in the Chianti Classico area. These treasures have been produced here since the 1300’s and they’re still as popular today as ever.
Depending on how much time you choose to spend at the outlets, you may have time to visit one or two of the charming towns of the Chianti or one winery for a tasting of this area’s famous wine.