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Experience the breathtaking Tuscan countryside scenery dotted with picturesque villages and medieval towns as the remarkable medieval hilltop towns of Montalcino located on the outskirts of Siena and Montepulciano a must-visit for their exquisite local wine, and the enchanting renaissance small town of Pienza, rare example of a Renaissance "ideal town" created by Pope Pius II who turn it into his papal summer court now listed by UNESCO as World Heritage Site.
Driving through the hills of the Chianti region with one of our English speaking expert local driver/guides allows our guests to discover and enjoy the most scenic Tuscan routes, the quaintest villages which remained as they were in the middle age preserved by being most off the beaten path such that at times walking into one of them one could feel like we have "trespassed the threshold of a 14th century private home".
High up on a steep hill which rises abruptly from the planes of the rivers Arbia, Orcia and Ombrone, Montalcino is a strikingly beautiful medieval city sitting atop a hill at more than 500 meters above sea level right in the heart of Tuscany offering one of the most extraordinary views in Tuscany. The rolling hills of the surrounding countryside are a mosaic of green fields, olive groves and some of the most artfully cultivated vineyards in Italy. Montalcino is also home to Tuscany’s most celebrated appellation featuring diverse landscapes and world renown Super Tuscans wines such as the Brunello di Montalcino.
Montepulciano is a medieval and Renaissance hill town known world-wide for its wine. Wine connoisseurs consider its Vino Nobile among Italy's best. We advice wine lovers to enjoy a guided visit to a local winery followed by a tasting of their best Nobile di Montepulciano wines and compare it to the Chianti. This is the area from which some of the best red wines of the world come from, including some Super Tuscans and naturally the local excellent wines. Blending wine tasting with the amazing landscape is the best way to enjoy this day trip from Florence under the Tuscan Sun. The experience of visiting these Tuscany hilltop towns is particularly enhanced if the tour is carried out with our exclusive Mercedes Benz SUV vehicles allowing you to reach areas of the Tuscany countryside not accessible by ordinary vehicles.
Contact us to head out of Florence and off the beaten track to experience a different side of Italy in Tuscany.

* Private guided chauffeured tour
* English speaking licensed driver/guide
* Private deluxe Mercedes Benz vehicle
* Montalcino must see sights tour
* Pienza must see sights tour
* Montepulciano must see sights tour
* Suitable for Children & Seniors

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Wineyard tour (Optional Upgrade)