Private Art & Wine Tour in Cortona & Montepulciano, with lunch & 2 wine tastings

Siena , Italy

Private Art & Wine Tour in Cortona & Montepulciano, with lunch & 2 wine tastings

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About this experience

Follow us inside the rolling Tuscan landscape, amidst wine, art, Middle Ages, Renaissance and history visiting Cortona and "the secret underground cellars" of Montepulciano. You will taste the best wines of our Region and meal with a typical tuscan lunch. The beautiful and untouched landscape is the absolute protagonist in Val d' Orcia. This area of Tuscany boasts of endless rolling hills covered with grain or sunflowers, a rich green valley which encompasses the Orcia river. First we will explore the South of Tuscany and visit the Medieval town of Cortona. Later we'll visit the "Underground Wonders" of Montepulciano (The Historic Cellars of the city) where you will find gigantic oak barrels, in which the famous Vino Nobile di Montepulciano DOCG “rest”. In Montepulciano we'll have also a first and a second wine tasting experience in two differerent cellars, with a delicious tuscan lunch. (Pecorino cheese, bruschettas, ham, cold cuts, always with the best wines of our Region).

Available options

Private Art & Wine Tour in Cortona & Montepulciano, with lunch & 2 wine tastings

Pickup included

What's included

Local expert driver

Private transportation

2 wine tastings included in 2 different local Wineries: (Rosso di Montepulciano Doc; - Nobile di Montepulciano Docg; - Nobile di Montepulciano Riserva Docg; - Nobile di Montepulciano “Filai Lunghi”)

Bottled water

3 courses Lunch in the Winery + wine tasting. Lunch with homemade pasta, Bruschettas, Tuscan ham, Tuscan cold cuts with Pecorino of Pienza cheese and more.

Air-conditioned vehicle

Detailed itinerary

Our expert driver will pick you up at your hotel or other chosen location (B&B or private apartment) and take you to discover the Tuscan countryside. The first stop will be in Cortona for a self-guided visit of the city (1 hour). Cortona is a traditional fortified Etruscan city, located approximately 600 meters above sea level, offering spectacular views of the surrounding valley and Lake Trasimeno. The main things I recommend you look for in the city center are: - Piazza della Repubblica, the historic center of Cortona - the pretty medieval streets of Cortona - Piazza Signorelli - the beautiful shops of Cortona, We will also visit the incredible Monastery of St. Francis, a peaceful place not far from the city.

After leaving Cortona, we will stop to take photos of the landscape along the road described in the film "Under the Tuscan Sun". Afterwards we will head to Montepulciano to visit the "Underground Wonders" of the city. We will visit the main square of the town (Piazza Grande), the ancient Government Palace and two historic cellars: here you will find gigantic oak barrels, in which the famous Vino Nobile di Montepulciano DOCG and Rosso di Montepulciano DOC rest.

Also in the heart of Montepulciano you will have a delicious Tuscan lunch and 5 wine tastings after a guided tour inside the Talosa Historic Winery.
Take up again: - Guided tour of the Historic Cellar - Tasting of Rosso di Montepulciano Doc, Nobile di Montepulciano Docg wines; - Nobile di Montepulciano Riserva Docg; - Nobile di Montepulciano “Filai Lunghi” Docg or IGT “Pietrose” Super Tuscan; - Lunch with: Homemade pasta (Pici, Lasagne or Cannelloni) - Pecorino di Pienza; - Typical Tuscan cured meats (ham, loin, salami). Talosa is a historic and spectacular winery in the heart of Montepulciano, carved into the historic center. Its tunnels dug into the ancient rock both open onto the large rooms where the Nobile wine rests.

The second wine tasting experience will be in the historic cellar of Cantina Ercolani. During the Renaissance the Ercolani family cultivated vines and in 1700 this activity was highly appreciated. In fact they were one of the "founding fathers" of Vino Nobile. After the guided tour of the cellar we will have a special wine tasting (7/8 wines) accompanied by appetizers. At the end of the second tasting we will return to your location.

What's not included

Everything not found under the heading inclusions is excluded

Pro guide not included, possible on request one week in advance, with supplement

Available languages

Guide guide

EN IT FR ES

Important information

Specialized infant seats are available

Infants and small children can ride in a pram or stroller

Suitable for all physical fitness levels

Transportation options are wheelchair accessible

Wheelchair accessible

About Siena

Siena is a medieval city in Tuscany, Italy, renowned for its rich history, stunning architecture, and the famous Palio horse race. The city's well-preserved historic center is a UNESCO World Heritage site, offering a glimpse into Italy's medieval past with its cobblestone streets, towering churches, and grand piazzas.

Top Attractions

Piazza del Campo

Piazza del Campo is the heart of Siena and the site of the famous Palio horse race. This stunning, shell-shaped square is surrounded by historic buildings and is a must-visit for its architectural beauty and vibrant atmosphere.

Historical 1-2 hours Free

Siena Cathedral (Duomo di Siena)

The Siena Cathedral is a masterpiece of Italian Gothic architecture, featuring stunning marble facades, intricate mosaics, and beautiful frescoes. The cathedral's interior is equally impressive, with a richly decorated nave and a magnificent marble floor.

Religious 1-2 hours €8-12

Basilica of San Domenico

The Basilica of San Domenico is one of the largest churches in Siena and houses the relics of St. Catherine of Siena. The church's interior is adorned with beautiful frescoes, sculptures, and a magnificent choir.

Religious 1 hour Free (donations appreciated)

Palazzo Pubblico

The Palazzo Pubblico is a historic palace that houses the Museo Civico, which showcases a collection of medieval and Renaissance art. The palace's courtyard and tower offer panoramic views of the city and surrounding countryside.

Historical 1-2 hours €9-12

Santa Maria della Scala

Santa Maria della Scala is a historic hospital and museum complex that showcases the city's rich history and art. The complex features beautiful frescoes, sculptures, and a labyrinthine network of underground passages.

Historical 1-2 hours €7-10

Must-Try Local Dishes

Pici all'Aglione

A traditional Tuscan pasta dish made with hand-rolled pici pasta and a garlic and tomato sauce.

Main course Vegetarian

Ribollita

A hearty bread and vegetable soup, often made with cannellini beans, kale, and carrots.

Soup Vegetarian

Panforte

A traditional Siena dessert made with dried fruits, nuts, and spices, often enjoyed during the Christmas season.

Dessert Vegetarian, contains nuts

Peposo

A traditional Tuscan beef stew, slow-cooked with wine, garlic, and spices.

Main course Contains meat

Popular Activities

Hiking in the Tuscan countryside Cycling tours Wine tasting tours Visiting hot springs Enjoying local cuisine Exploring historic sites Visiting museums Attending the Palio horse race

Best Time to Visit

June to August, July 2 (Palio di Provenzano), August 16 (Palio di Assunta)

The peak season in Siena is during the summer months, especially around the Palio horse races. The weather is warm and sunny, perfect for exploring the city's outdoor attractions and enjoying the vibrant atmosphere.

22°C to 34°C 72°F to 93°F

Practical Information

Language

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

Currency

Euro (EUR)

Time Zone

GMT+1 (CET), GMT+2 (CEST) during daylight saving time

Electricity

230VV, 50HzHz

Safety Information

Overall Safety Rating: Generally safe

Siena is generally safe for tourists, with low crime rates. However, pickpocketing and petty theft can occur in crowded areas, so it's important to stay vigilant.

Important Precautions:

• Keep valuables secure
• Be cautious of pickpockets in crowded areas
• Use licensed taxis or ride-sharing apps

Getting there

By air

Florence Airport • 80 km (50 miles)
Pisa International Airport • 120 km (75 miles)

By train

Siena Station

By bus

Siena Piazza Gramsci, Siena Piazza del Duomo

Getting around

Public transport

The bus system in Siena is efficient and covers most parts of the city and nearby towns. Buses are a convenient way to get around, especially for those staying outside the city center.

Taxis

Available • Apps: MyTaxi, FreeNow

Rentals

Car, Bike, Scooter

Neighborhoods

San Martino San Domenico Santa Maria della Scala

Day trips

Chianti Wine Region

20-40 km (12-25 miles) • Half day to full day

The Chianti region is famous for its vineyards, rolling hills, and picturesque villages. It's a perfect day trip for wine enthusiasts and those looking to explore the Tuscan countryside.

San Gimignano

35 km (22 miles) • Half day to full day

San Gimignano is a medieval hilltop town known for its towering houses and stunning views of the Tuscan countryside. It's a UNESCO World Heritage site and a must-visit for history buffs.

Val d'Orcia

60-80 km (37-50 miles) • Full day

Val d'Orcia is a UNESCO World Heritage site known for its stunning landscapes, hot springs, and picturesque villages. It's a perfect day trip for nature lovers and those looking to relax in a beautiful setting.

Festivals

Palio di Siena • July 2 and August 16 Siena Jazz Master Classes • July Siena International Film Festival • November

Pro tips

Visit the historic sites early in the morning or late in the afternoon to avoid crowds
Try local specialties like pici pasta, ribollita, and panforte
Explore the city's hidden gems, such as underground passages and historic streets
Attend the Palio horse race for a unique cultural experience
Take a day trip to the Chianti wine region for wine tasting and scenic landscapes