Chianti and Castles Tour from San Gimignano Small Group

San Gimignano , Italy

Chianti and Castles Tour from San Gimignano Small Group

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About this experience

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.

Available options

Chianti and Castles Tour from San Gimignano Small Group

What's included

Visit two wineries in the Chianti area

Expert multilingual guides

Wine, oil and balsamic vinegar tasting

Travel by air-conditioned minivan

Alcoholic Beverages

Detailed itinerary

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.

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.

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.

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.

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.

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

What's not included

Gratuities

Lunch

Available languages

Guide guide

EN IT ES

Reviews breakdown

Viator 5.0

1 reviews

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Important information

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

Meeting point

Meet our driver in front of Porta San Giovanni.

Important notes

Meet our driver in front of Porta San Giovanni in San Gimignano.

About San Gimignano

San Gimignano is a stunningly preserved medieval hill town in Tuscany, famous for its towering houses, Vernaccia wine, and saffron. Known as the 'Medieval Manhattan' due to its 14 remaining stone towers, this UNESCO World Heritage Site offers a unique glimpse into medieval Italian life and architecture.

Top Attractions

Historic Center of San Gimignano

The Historic Center of San Gimignano is a UNESCO World Heritage Site, famous for its medieval architecture and towering houses. The town's unique skyline is dominated by 14 remaining towers, a testament to its rich history and cultural significance.

Historical 2-3 hours Free to explore

Gelato di Piazza

Gelato di Piazza is a famous gelato shop in San Gimignano, known for its artisanal gelato made with fresh, local ingredients. The shop offers a wide variety of flavors, including traditional and seasonal options.

Food 30 minutes €3-€5 per scoop

Rocca di Montestaffoli

Rocca di Montestaffoli is a medieval fortress located on a hill overlooking San Gimignano. The fortress offers panoramic views of the surrounding countryside and a glimpse into the town's military history.

Historical 1 hour €5

Museo d'Arte Sacra

The Museo d'Arte Sacra is a museum dedicated to religious art and artifacts from the Middle Ages. The museum houses a collection of paintings, sculptures, and liturgical objects, providing insight into the religious and cultural history of San Gimignano.

Museum 1 hour €5

Casa Santuccio

Casa Santuccio is a historic house museum that offers a glimpse into the daily life of a medieval merchant family in San Gimignano. The museum features period furnishings, artwork, and artifacts, providing a unique perspective on the town's history.

Historical 1 hour €5

Must-Try Local Dishes

Pici all'Aglione

A traditional Tuscan pasta dish made with hand-rolled pici pasta, garlic, tomatoes, and olive oil. The dish is hearty and flavorful, showcasing the simple yet delicious flavors of Tuscan cuisine.

Main Dish Vegetarian, contains gluten

Saffron Risotto

A creamy risotto made with saffron, a prized spice in Tuscany. The dish is rich and aromatic, with a distinctive golden color and delicate flavor.

Main Dish Vegetarian, contains gluten

Vernaccia Wine

A white wine produced in the San Gimignano region, known for its crisp, fresh flavor and golden color. The wine is made from the Vernaccia grape and pairs well with local dishes.

Drink Contains sulfites

Popular Activities

Hiking Biking Horseback riding Wine tasting Spa treatments Picnicking in the countryside Visiting museums and art galleries Attending local festivals and events

Best Time to Visit

June to August

The peak tourist season in San Gimignano is during the summer months, when the weather is warm and the town is bustling with visitors. This is the best time to enjoy outdoor activities and festivals.

20°C to 35°C 68°F to 95°F

Practical Information

Language

Official: Italian
Widely spoken: English, French, German, Spanish
English: Moderately spoken

Currency

Euro (EUR)

Time Zone

GMT+1 (Central European Time, CET)

Electricity

230VV, 50HzHz

Safety Information

Overall Safety Rating: Generally safe

San Gimignano is generally safe for travelers, with low crime rates and a welcoming atmosphere. However, as with any destination, it is important to be aware of your surroundings and take precautions to protect yourself and your belongings.

Important Precautions:

• Keep valuables secure and out of sight
• Be cautious of pickpockets in crowded areas
• Use reputable tour operators and guides

Getting there

By air

Florence Airport • 55 km
Pisa International Airport • 60 km

By train

Poggibonsi-San Gimignano Station

By bus

Poggibonsi, Colle di Val d'Elsa

Getting around

Public transport

Buses are the primary mode of public transport in San Gimignano, connecting the town to nearby cities and villages. The service is reliable but can be infrequent.

Taxis

Available • Apps: Free Now, It Taxi

Rentals

Car, Bike, Scooter

Neighborhoods

Historic Center Poggibonsi Colle di Val d'Elsa

Day trips

Siena

35 km • Half day to full day

Siena is a stunning medieval city in Tuscany, known for its rich history, beautiful architecture, and vibrant culture. The city is home to numerous historic landmarks, including the Piazza del Campo, the Siena Cathedral, and the Palazzo Pubblico.

Volterra

20 km • Half day to full day

Volterra is a charming medieval town in Tuscany, known for its rich history, beautiful architecture, and stunning views. The town is home to numerous historic landmarks, including the Volterra Cathedral, the Palazzo dei Priori, and the Roman Theatre.

Monteriggioni

20 km • Half day

Monteriggioni is a picturesque medieval village in Tuscany, known for its well-preserved walls and towers. The village is a great place to explore the region's rich history and enjoy stunning views of the surrounding countryside.

Festivals

Festa di San Giovanni • June 24 Vernaccia Wine Festival • Last weekend of August San Gimignano Jazz Festival • July to August

Pro tips

Visit the Torre Grossa for panoramic views of the town and surrounding countryside
Try the saffron gelato at Gelateria Dondoli, a world-famous gelato shop in San Gimignano
Explore the town's medieval towers and walls for a unique perspective on its history and architecture
Attend the Vernaccia Wine Festival for a celebration of the town's famous white wine
Visit the Museo d'Arte Sacra for a glimpse into the town's religious and cultural heritage