Discover the enchanting charm of Tuscany on this full-day private tour, designed for travelers who crave an immersive cultural experience. Explore the picturesque hilltop towns of Greve and Castellina in Chianti, Montalcino, and Montepulciano—each brimming with history, stunning architecture, and breathtaking vineyard views. This exclusive tour is perfect for wine enthusiasts, adventure seekers, and families alike, offering the opportunity to taste world-class Chianti wines, sample premium olive oils, and enjoy a traditional Tuscan lunch made from farm-fresh, locally sourced ingredients. Along the way, you'll benefit from insider knowledge about Tuscany’s rich wine-making heritage, local traditions, and the region’s authentic way of life, making this journey an unforgettable exploration of Italy’s most beloved landscapes.
Inclusions & Exclusions
✔ Wine and Food Tasting with 3 wines and local products in a cozy Winery
✔ Transport by deluxe ari-conditioned vehicle with WIFI on board
✔ Free time in Tuscan villages: Greve in chianti, Montalcino and Montepulciano
✔ English/Italian speaking driver
✔ Typical Tuscan Lunch in a family run Farm
✔ Pick Up and Drop Off at the hotel in Florence if centrally located
✖ Gratuities
✖ Everything not mentioned as Included
Pickup Locations
1. Hotel Romagna
2. Hotel Residence La Contessina
3. Strozzi Palace Hotel
4. Hotel San Giovanni
5. Hotel Garibaldi Blu
6. Borgo SS. Apostoli (423)
7. Lombardi Hotel
8. Portrait Firenze
9. Antefissa
10. Hotel Santa Croce
11. Hotel Spagna
12. Hotel Cardinal Of Florence
13. Hotel Angelica
14. Florent
15. Le Residenze di Firenze Vecchia
16. Hotel Giappone
17. Hotel Ester
18. Corte dei Sogni Boutique Hotel & Spa
19. Ariston Hotel
20. Locanda Orchidea B&B
Additional Info: Pick Up at 08.00 am at the hotel in Florence, if centrally located. In case the Hotel is not located in Florence city center we will arrange the pick up in a location in Florence city center to be advised.
Itinerary
1
Piazza Matteotti
Enter the heart of real Tuscany with medieval villages of incomparable charm, an ancient farming tradition producing wine, cheese, cold cuts and excellent meat renowned and appreciated all over the world even today. The beauty of the landscape declines harmoniously where nature and the works of man have lived together for centuries in an unbeatable balance. Through the hilly expanses of the old vineyards and olive groves, which characterize the splendid Chianti territory, you reach Greve where 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.
Duration: 30 minutes
2
Rocca di Castellina
You continue with a stop in Castellina, a characteristic ancient hamlet perched on a hill
Duration: 30 minutes
3
SS 222 Chiantigiana
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
Duration: 30 minutes
4
Cantinetta di Monteriggioni
Proceeding along a panoramic road you can admire the picturesque village of Monteriggioni, a small medieval jewel still surrounded by its ancient walls.
5
Val D'Orcia
Further on, the unmistakable clay landscape of the Crete Senesi, a hilly desert territory that rouses unforgettable feelings. Continuing, you reach an area that contrasts incredibly with the Crete territory, immersed in the green Val d'Orcia, UNESCO heritage, a harmonious landscape of hills dotted with cypresses, interrupted by castles, churches, ancient villages of Etruscan origin and farms that accompany the route of the famous "Via Francigena". Here, in a historic farm, you will be served a guided lunch-tasting of the renowned Rosso di Montalcino and Brunello, a large selection of typical products of the territory and a delicious homemade fruit pie. All this is followed by a visit to the cellars and some leisure time to enjoy the nature
Duration: 2 hours
6
Fortezza di Montalcino
You then make a stop in the medieval village of Montalcino, with its boundary walls enriched with towers and the imposing fourteenth century fortress, offering one of the most beautiful views onto Val d’Orcia. Montalcino also has narrow streets with dozens of wineries and artisans’ shops selling products of the territory.
Duration: 30 minutes
7
Piazza Grande a Montepulciano
Lastly, after a short journey on a panoramic road, you reach Montepulciano, enclosed by fortified walls and perched on a hill 600 meters above sea level between Val d’Orcia and Val di Chiana. The town is renowned for its Noble wine obtained from the surrounding vineyards.
Please note that the order of the visits may change
Duration: 1.5 hours
Additional info
• Specialized infant seats are available
• Suitable for all physical fitness levels
