8-Day Tuscany Wine Tour for wine lovers

Price Availability Dates

From € 2,981 per person
Customize this tour

Booking 2023 Now

Multiple Departures
Apr – Oct
Or Pick your own dates

Convert prices to USD here
Contact Us

Home > Italy Tours > 8-Day Tuscany Wine Tour for wine lovers

Florence church

DAY 1 – ARRIVAL to Florence

This tour starts in Florence and ends in Maremma. We suggest you fly in and out of Florence. We can also arrange transfer from other major airports such as Milan, Bologna, Rome or Venice. Speak with your agent for the best way to reach Florence.

You will arrive in the Renaissance city of Florence independently, and spend the night in a central hotel. We can arrange a private airport transfer to take you and your luggage to the hotel.


After breakfast at your hotel, you will meet your expert driver-guide and travel into the Chianti Classico region. As you drive, your guide will tell you about the history of the Chianti region and you will learn more about its culture and specialist wines.

On arrival in Chianti, you will enjoy a morning wine tasting session sampling a Chianti Classico, a Riserva and an IGT Super Tuscan. These wines will be paired with delicious local cheese, meat and bread, and the session will be followed by a rustic Italian lunch with the winery experts, offering you the chance to sample more of thor products and ask questions about any step of the winemaking process.

After lunch at a Tuscan farmhouse, you will get to visit another of the region’s wineries and put your new-found tasting knowledge into good use as you take part in another wine tasting session. Already you will hopefully be able to distinguish some of the classic flavours of the Chianti Classico wines, and really appreciate the differences in their tastes.

Finally, your driver will take you to one of the quaint towns in Chianti such as Castellina or Greve, where you can stroll through the streets or go into one of the local boutique shops and purchase a souvenir of the area. You will return to Florence full of delicious food and specialist wine tasting knowledge, and spend another night in your hotel.


Today on your tour you will learn about the history of the Antinori family, who have been producing wine in Tuscany for over six centuries. In 1385 Giovanni di Piero Antinori became a member of the ‘Arte Fiorentina’ winemakers guild in Florence, and since then his descendants have been honing their winemaking skills and passing them down through twenty-six generations of winemakers. The family have managed the business throughout the years, upholding traditional values and working only with grapes from the surrounding area.

Your first winery visit will be to the Badia di Passignano estate, which is housed in an ancient monastery that was originally established by the archbishop of Florence. After touring this winery, you will enjoy a delicious Italian lunch at an estate in Greve; a local medieval village in Chianti.

After lunch, your next tour will be at the Antinori family’s estate in Bargino, situated between Greve and the San Casciano municipality. You will get to see the exterior and interior of the great winery, including its impressive spiral staircase, roof vineyard and the different ageing and vinification areas.

Once you have finished your tour of the Antinori winery your driver will take you to Montepulciano, where you will be staying for the next three nights.


After breakfast in the gastronomic hub of Montepulciano, you will visit the headquarters of the Vino Nobile di Montepulciano DOCG winery and meet the producers of this signature variety of wine. The history and secrets of their process and knowledge will be revealed to you as you also learn more about local culture and how this has influenced the business.

Surrounded by sensational countryside and views, you will visit three different wineries in the Montepulciano countryside and really connect with the local flavours, scents and natural landscape. After tasting the signature Rosso di Montepulciano DOC and Vino Nobile di Montepulciano DOCG wines, you will be served a light, traditional Tuscan lunch in one of the wineries, and get to sit back and relax in your surroundings.


On the fifth day of your tour, you have the option to either enjoy your resort in Montepulciano or travel to the Val d’Orcia area of Tuscany. This location derives its name from the Orcia river which runs through the rolling hills and is dotted with groves, grain and sunflower fields.

Two specialist wines that come from the Val d’Orcia area are the classic red Brunello and the more modern Val d’Orcia DOC red wine, both of which are made using the grapes of the surrounding vineyards. The whole territory is protected as a UNESCO World Heritage Site because of the incredible natural landscape and is a truly idyllic area of Tuscany to visit.

Whether you have been on a trip or stayed at your resort, you will enjoy dinner in Montepulciano and spend the last night in this area.


After breakfast in Montepulciano, you will journey towards the southern Tuscan coast through the Maremma area. Stretching between Grosseto and Livorno, Maremma is a varied stretch of land that includes beaches and beautiful coves, outcrops of black rock, natural hot springs and sprawling green hills covered with woodland and fields.

You will stop en route in Montecucco, which is known for being one of the best-kept secrets in the wine industry. With countryside, historic ruins from the Etruscan period and views of Mount Amiata in the distance, it’s a beautiful place that not only produces fine wine but is also known for its truffles, saffron, honey, mushrooms and olive oil.

You will arrive in Manciano by the late afternoon, and spend the night in this small town.


On your final day of this tour, we give you free time so that you can choose how you want to spend the last of your time in Tuscany. We recommend that you make the most of the natural thermal baths that the Maremma region boasts, and pass the time relaxing in the beautiful countryside.


You will depart Maremma in the morning independently, and make your own way back to the airport or train station or you can book an optional transfer by private car.


Tuscany is one of Italy’s most popular holiday destinations, and this tour will take you from its famous vineyards to the picturesque medieval towns and villages that scatter its countryside.

After your first day exploring this beautiful region of Italy, you’ll be in no doubt as to why it’s one of the country’s most-visited locations. The combination of historic cities, a plethora of art and culture, delicious local food and drink and the stunning landscape is what makes Tuscany so special, and this tour includes each of those highlights.

The Tuscan hills are famous for their high quality of wine and plentiful vineyards, and this tour focuses on the production of the drink and the variety of different flavours that the region produces. From the wine, cheese and salami of the Chianti countryside to the Val D’Orcia winery that is set in a 12th-century castle, you will not only treat your taste buds on this tour but also discover more about the history of the area and enjoy some of its finest attractions.

This is not a fully escorted tour, but you will be met by a private guide for the days when you are sightseeing, and be transferred between locations by a driver. There will also be local assistance on hand 24/7 if there is a problem or you need anything else.

Full Availability

All 2023

Departure Dates & Pricing

This tour is fully customized to your exact dates and budget. You may book it exactly as it is and pricing guidelines are below. You can also make any changes and choose your departure dates. Contact us for a quote for your exact dates today at info@italy4real.com

Prices starting from:

Prices are per person and in Euro dollars.

Single Room: On Request
Double/Twin Room: € 2,981 pp and up
Triple Room: € 2,880 and up
Availability: Available

Convert prices to USD here Get In Touch Today!

What's Included


  • 2 nights in Florence
  • 3 nights in Montepulciano
  • 2 nights in the Maremma area
  • Daily breakfast at your accommodation
  • A full day driver-guided visit of Chianti
  • 2 wine tastings in Chianti, including tours of the vineyards and cellars
  • A rustic lunch in a Chianti farmhouse
  • A full day driver-guided visit to Badia di Passignano and Antinori family wine estates
  • 2 wine tastings, including visits to the vineyards and cellars of the Antinori estate
  • Traditional Tuscan lunch in a farmhouse in the Siena area
  • A day with Montepulciano winemakers, including 3 wine tastings and tours of vineyards and estate cellars
  • A farmhouse lunch in Montepulciano
  • A full day driver-guided trip to the Maremma area
  • 2 wine tastings in Maremma with visits to the estate’s vineyards and cellars
  • Classic Italian lunch in a farmhouse in Maremma

Not Included

  • Transfer to Florence on arrival in Italy
  • Departure transfer from Maremma
  • Local city tax
  • The airfare to and from Italy. We can help you sort this for your trip, just ask when booking
  • Travel Insurance. You may purchase insurance from an independent source or us, but it is necessary for all travel

Other Tours You Might Like