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Italy, Tuscany – Famous Wines of Montepulciano

From $4029pp

Please note that prices are indicative only, subject to availability for your travel dates and the exchange rate. Special Tip: Prices per person decrease significantly if you increase your travel party. Why not invite friends or family to join you? Special Tip: Prices per person decrease significantly if you increase your travel party. Why not invite friends or family to join you?
  • duration-trip
    6 Days
  • trip-travelstyle
    Travel Style
    iconFood & Wine iconPrivate iconVilla Stay iconWine Itineraries
  • Product Code


Fall in love with the wines of the Valdichiana and Val d'Orcia areas, such as the Nobile di Montepulciano DOCG, the Brunello di Montalcino DOCG, the Cortona DOC and the Orcia DOC.

Exploring different areas of Southern Tuscany, you will visit four wineries producing fine Tuscan red wines. At each one, you will get direct knowledge of the producers, discovering their business philosophies and tasting their wines in a relaxed and convivial atmosphere. Getting in touch with the experts on the different types of wines will be exciting and stimulating.

Do not miss the opportunity to visit the secret villages of the area, such as Montefollonico and Castelmuzio, as well as to taste the local products.

This is a private tour, perfect for wine lovers.

Welcome to Valdichiana Senese

Arrival at a holiday farm with a cellar, garden and panoramic view, in the countryside.

3.00pm Guided Tour of the Historical Cellars of Montepulciano:
Meeting point in Montepulciano at 7 Piazza Grande and departure for a guided tour of the historic centre of Montepulciano, with a visit to two monumental cellars and tasting of Vino Nobile di Montepulciano DOCG (approx 2.5 hours).

8.00pm Welcome Dinner in a Local Trattoria:
Enjoy a tasting menu to get knowledge of the local flavours: bruschetta, cured meats and Pecorino cheeses, pici with meat sauce or aglione sauce, cantucci and Vinsanto, Vino Rosso di Montepulciano DOC and Vino Nobile di Montepulciano DOCG.

Overnight Country Villa

Meals T (Wines), D

Vino Nobile di Montepulciano DOCG

10.00am Guided Tour of Three Wineries Producing Vino Di Montepulciano & Lunch:
A guide will introduce you to the world of the wines of Montepulciano, telling stories and curiosities related to its area of origin. Exploring different areas of the territory of Montepulciano, you will discover three wineries producing Vino Nobile di Montepulciano DOCG and Rosso di Montepulciano DOC. At one of them, you will have the opportunity to taste the typical dishes cooked with local products, paired with the local wines (approx 6 hours).

Return to your villa for a free evening.

Overnight Country Villa

Meals B, T (Wines) L

Secret Villages & Flavours

10.00am Montefollonico and Vinsanto:
Guided tour of the characteristic medieval village of Montefollonico, surrounded by thirteenth-century walls made of terracotta and stone, partly in ruins. Montefollonico is also known as “The village of Vinsanto”; enjoying a tasting of this famous Tuscan wine, the reason will be clear.

12.30pm Light Lunch with Olive Oil Tasting:
In the small village of Castelmuzio, renowned for the high quality of the extra virgin olive oil produced here, enjoy a tasting of olive oil and a light lunch based on local products.

4.00pm Pienza & Pecorino Cheese:
Guided tour of Pienza, an ideal Renaissance city, whose historic centre is a UNESCO heritage site, and of the wonderful Piccolomini Palace, which was the historic mansion of Enea Piccolomini (Pope Pius II), with its panoramic garden. At the end of the tour, you will enjoy a tasting of Pecorino cheese from Pienza at a shop in the historic centre.

Overnight Country House


Meals B, T (Wines), L, T (Olive Oil), T (Cheese)

Orcia DOC and Brunello di Montalcino DOCG

10.00am Guided Tour of an Orica DOC Wine Cellar:
Guided tour of a winery producing Vino Orcia DOC, plus a wine tasting.

12.00pm Guided Tour of Bagno Vignoni:
A small village located in the heart of the Val d’Orcia park (UNESCO Heritage Site), renowned for its thermal waters. Piazza delle Sorgenti stands in the centre of the village, and features a large rectangular pool supplied by the hot and steaming waters that naturally flow from the underground.

1.00pm Lunch in Val D’Orcia:
Tasting of typical local dishes, based on local products and ingredients.

3.00pm Guided Tour of a Brunello Winery:
Guided tour of a winery producing Brunello di Montalcino DOCG, plus a wine tasting.

5.00pm Guided Tour of Montalcino:
Guided tour of the historic centre of Montalcino and its medieval fortress, from which you will enjoy a splendid view over the Val d’Orcia, the Crete Senesi, up to the hills of the Maremma.

Overnight Country Villa

Meals B, T (Wines), L, T (Wines)

Cortona DOC and Chianina Meat

10.00am Guided Tour of a Cortona DOC Wine Cellar:
Guided tour of a winery producing Cortona DOC, plus a wine tasting.

12.00pm Guided Tour of Cortona:
Guided tour of this ancient Etruscan town, including its historical palaces and the squares, which were chosen as the set of several movies, including “Under the Tuscan Sun”.

1.00pm Light Lunch of Valdichiana Flavours:
You will taste the dishes of the rural traditions, including the crostini topped with chicken liver pate, and ribollita.

4.00pm Chianina Tour:
Visit to a Chianina breeding farm, to discover the largest calves in the world, from which the famous “Florentine T-bone steak” originates.

7.00pm Countryside Dinner: Based on Chianina meat, and other short supply chain products.

Overnight Country Villa

Meals B, T (Wines), L, D


Say farewell this morning after breakfast

Meals B

Your consultant will be pleased to assist with transfers or train bookings to have you arrive/depart in Montepulciano for this package.

  • Five nights Tuscan agriturismo (working farm house/villa)

  • Breakfast daily

  • Tour of the historic cellar of Montepulciano, plus a wine tasting

  • Guided tour of three wineries of Montepulciano, wine tasting and lunch

  • Guided tour of Montefollonico with tasting of Vinsanto

  • One light lunch based on a tasting of extra virgin olive oil and typical products

  • Guided tour of Pienza and Pecorino cheese tasting

  • Piccolomini Palace in Pienza entrance

  • Guided tour of Bagno Vignoni and visit to an Orcia DOC wine cellar with lunch

  • Guided tour of a Brunello di Montalcino DOCG wine cellar

  • Guided tour of Montalcino and entrance to the Fortress

  • Guided tour of Cortona and visit to Cortona DOC wine cellar

  • Light lunch based on Valdichiana flavors

  • Guided tour of a Chianina breeding farm with dinner

  • Tour guide

  • The price excludes visitor’s tax

Departure Date

This package is possible all year round.

Nominate the day that suits you and we will check availability.

Please note that prices are indicative only, subject to availability for your travel dates and the exchange rate.
$4029 per person

based on twin share

Minimum number of participants is two adults

Please note that prices are indicative only, subject to availability for your travel dates and the exchange rate.
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