Chianti and Castles Tour from San Gimignano Small Group

Enjoy a half-day journey from San Gimignano to the picturesque wine region of Chianti. Begin your adventure with a visit to the charming village of Castellina in Chianti, followed by a delightful wine tasting at a nearby vineyard. Stroll around Monteriggioni, a medieval village where you can admire the ancient walls. At a beautiful wine estate, take part in a wine tasting savoring the rich aroma and ruby-red tones of Chianti wine crafted from Sangiovese, Canaiolo, Merlot, and Cabernet Sauvignon grapes.

1. 1

   San Gimignano

   1 hour

   Start the trip from San Gimignano, Porta San Giovanni for a half day tour on board of a minivan. Reach Castellina in Chianti by admiring the landscape. Our drivers can give you information during the trip.

2. 2

   Castellina In Chianti

   1 hour

   Enjoy free time to visit Castellina in Chianti. In the heart of the town you can admire the ancient Rocca (15th century), an imposing tower with its keep offering a breathtaking view over the rooftops of the town. The Church of San Salvatore, of 15th-century origin and renovated in neo-Romanesque style after the damage caused by World War II. Explore the covered street in which one can find workshops and restaurants. Amidst secret passages and small loopholes overlooking the panorama of the Tuscan hills.

3. 3

   Strada Statale 222 Chiantigiana

   1 hour

   Enjoy a wine tasting in a winery in the Chianti area. Here you can taste the Chianti wine. The beautiful ruby red colour and the characteristic aroma with hints of violet are the special features that reveal the identity of one of the most famous wines in the world: Chianti. This wine comes from the skilful blending of Sangiovese, Canaiolo, Merlot and Cabernet Sauvignon grapes. On this journey, discover the breathtaking and unspoilt landscapes that have cradled the Chianti vineyards for centuries, giving you a harmony of colours that can only be found on the hills of this region.

4. 4

   Monteriggioni

   1 hour

   Enjoy a stroll around Monteriggioni medieval village. The castle of Monteriggioni dates back to the second two decades of the 13th century and was founded by the Republic of Siena to defend its borders against the rival city, Florence; the two cities clashed for centuries, until the capture of Siena in 1555.

5. 5

   Strada Statale 222 Chiantigiana

   1 hour

   Enjoy a wine tasting in a winery near Monteriggioni. You will be able to taste wines from a quality cellar that true connoisseurs will certainly recognize, surrounded by a magnificent landscape, in a magical and pleasant atmosphere.

6. 6

   San Gimignano

   1 hour

   Hop on the minivan for the trip back to San Gimignano, where our drivers will drop you off at Porta San Giovanni.

• Infants and small children can ride in a pram or stroller
• Public transportation options are available nearby
• Suitable for all physical fitness levels
• Only Adult 18 years old and above are allowed for wine and any other alcoholic beverages

For a full refund, cancel at least 24 hours before the scheduled departure time.