One Day Trip To Enjoy Chianti Region and Discover its Beautiful Medieval Villages

Exclusive Private Tour  in Greve, Castellina, Monteriggioni with Tuscan Wines Tasting

Small Groups, Great Personal Experience
Only Italian High Quality Wines
Free Cancellation till 48h before

Please, do not choose us if you like crowded tours.


From your Hotel / Accommodation directly in Chianti Region

Our private driver will pick-up you and your group directly from your accommodation or from your cruise port (we have pass to reach the cruises inside the port) with our comfortable Minivan to reach our first stop through the pictoresque Tuscany Hills of the Chianti Area.

We will travel along a panoramic road through the countryside of tuscany to arrive to the beautiful Medieval villages of Greve, Castellina in Chianti and Monteriggioni.

Chianti Classico: The Heart of the Tuscan Beauty

The Chianti region is probably well known in the world only for its marvellous wine. But not many people know that the Chianti Region is also rich in history and natural beauties, like the pictoresque landscape of its hills or its medieval villages  of incomparable charm. This region has an ancient farming tradition that produces wine, cheese, cold cuts and excellent meat renowned and appreciated all over the world even today.

Greve in Chianti

Our first stop will be Greve in Chianti, where we you will enjoy the charm of its historic square flanked by open galleries and wander around the characteristic shops of local handicrafts and the typical Chianti products.

The main square is also fronted by numerous medieval buildings, including th Chiesa Santa Croce, a church built in the 11th century and rebuilt, by the Duke of Lucca, in 14th century, after being burned.

Just two kilometers ahead, there is a beautiful fortification, the Castle of Verrazzano, that was then turned in a villa in the 17th century.

Castellina in Chianti: Visiting and Wine Tasting

We continue with a stop in Castellina in Chianti, a characteristic ancient hamlet perched on a hill, where we visit a suggestive and historical cellar.

Just outside the village, in one of the most famous vineyards of the area, you will be guided through a tasting of different wines of the Chianti area, extra virgin olive oil on Tuscan bread, vin santo with “cantuccini” locally produced and lavender honey.

You will enjoy a really luxury degustation experience, inside the unforgettable and magical tuscan atmosphere.

Monteriggioni: a Jump in the Middle Ages

Proceeding along a panoramic road we will reach the picturesque town of Monteriggioni, a small medieval jewel still surrounded by its ancient walls.
Those roughly circular walls, totalling a length of about 570 metres that follow the natural contours of the hillock, were built between 1213 and 1219. There are 14 towers on square bases set at equidistance and two portals or gates. One gate, the Porta Fiorentina, opens toward Florence to the north, and the other, the Porta Romana, faces Rome to the south. The main street within the walls connects the two gates in a roughly straight line.

The main square of the town, Piazza Roma, houses a church with a simple, romanesque façade. Other houses, some in the Renaissance style, face into the same square, while smaller streets give way to public gardens fronted by other houses and small businesses.

Monteriggioni is also referenced by Dante Alighieri in its masterpiece “Divine Comedy”


DEPARTURE/RETURN LOCATION From your Hotel / Accommodation
DURATION About 8 hours
SUGGESTED WEAR Comfortable athletic clothing, hat, jacket and sunscreen.
Expert tour guide Wine and Olive Oil Degustation
1 hour of free time Transportation in minivan with air conditioned
Lunch Tips



Departure From Your Accommodation

Our driver will pick up you from your accommodation. During the road, our guide will introduce you the history of Tuscany.

Visit in Greve in Chianti

After riding through the beautiful Tuscany hills, our expert guide tour will let you visit the most beautiful places of Greve in Chianti.

Visit in Castellina, with Wine Degustation

After Greve, we will drive through the beautiful Tuscany hills to arrive in Castellina in Chianti, where we will visit an historical winery, where you can taste the Original Tuscan Wines. You will also taste the authentic flavour of the local Extra Virgin Olive Oil and make a tour inside the most famous vineyard of the Chianti Area.

Visit of Monteriggioni

Our last stop will be the walled town of Monteriggioni, an authentic medieval jewel.

Return at your Accommodation

We will drop off your group to your departure point.
Chianti Region Private Day Tour
Castle of Castellina in Chianti, Siena, Tuscany, Italy
Greve in Chianti
Monteriggioni near Siena
Chianti and Super Tuscan Wine Tour
Chianti Wine
Super Tuscan Wine Tour from Florence
Wine Degustation

Prices of The Tour

: 560,00
: 520,00
: 480,00
: 90,00

Request More Info About Monteriggioni and Chianti Classico Wine Tasting Private Day Tour

    Terms And Conditions

    • Deposit 30% is required at reservation time, by credit card or paypal (in both case 4% more) in order to guarantee your reservation.
    • Due payment may be made 15 days in advance by the same way or the day of tour in cash in Euro
    • There will be a full charge to your deposit for bookings canceled less than 7 days prior or for no-shows.
    • No charge for cancellations made with at least 7 days prior notice. If you are interested in proceeding we will send you the complete terms of service upon request.
    • They can also be viewed on the website by clicking the TERMS AND CONDITIONS link at the bottom of any page.

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