Italy · Wine & Beer

8-Hour Siena and Chianti Wine Tour with Tuscan Farm Lunch Options

8 Hours Easy pace

The journey

Trip highlights
  • 01 See the seashell-shaped Piazza del Campo in Siena
  • 02 Visit the Italian Gothic Cathedral of Santa Maria Assunta
  • 03 Take a scenic drive along the Chiantigiana through the Chianti region
  • 04 Taste organic specialities and Chianti Classico wine at an organic farm
  • 05 Observe the fortified walls and medieval tower of picturesque Panzano
  • 06 Enjoy Tuscan snacks at the historic Falorni butcher shop in Greve in Chianti

Stroll through the Gothic streets of Siena and discover the black-and-white architecture of its UNESCO-listed historic centre. Continue through the Chianti region along the scenic Chiantigiana road, stopping in Castellina in Chianti, Panzano, and Greve in Chianti. Along the way, enjoy the atmosphere of medieval villages, vineyard landscapes, and opportunities to taste renowned Chianti wines, authentic Tuscan cuisine, and local specialities.

Stroll through the Gothic streets of Siena and discover the black-and-white architecture of its UNESCO-listed historic centre.

From the itinerary

At a glance

What this trip includes

Duration 8 Hours
Tour type Private
Activity level Easy
Accommodation Not included
Transport Included
Wheelchair access Not applicable
Cities Florence, Siena, Chianti
Languages English

Day by day

The itinerary

1
Day 01

Siena and Chianti Villages with Wine and Tuscan Flavours

  • You will be picked up by your tour guide from your hotel or location in downtown Florence and head to Siena, one of the most popular and visited places in Tuscany. It is known throughout Italy for its distinguished medieval architecture.

  • Upon arrival, explore its rich history and art through notable local monuments such as the famous seashell-shaped Piazza del Campo and the outstanding Siena Cathedral. The historic streets of Siena are also lined with many local shops, offering an excellent opportunity to taste local food or buy gifts.

  • See the Cathedral of Santa Maria Assunta, the main location of Catholic worship in Tuscany and the diocese of Siena. The building stands in the square of the same name in the centre of the city. Built in Italian Gothic style, it is one of the most significant and spectacular churches in Italy.

  • Stop at Piazza del Campo, or simply il Campo, the main square of Siena. Unique for its original seashell shape, it is renowned all over the world for its beauty and architectural integrity, as well as for being the place where the Palio di Siena takes place twice a year.

  • Drive along the SS222 road, better known as the Chiantigiana, one of the most beautiful roads in Italy. It runs through the entire Chianti region from Florence to Siena and is a wonderful way to discover the area. You will follow this scenic route north from Siena to Castellina in Chianti, passing castles and villages along the way. One example is the Castle of Fonterutoli, where you will stop to admire the small medieval village surrounded by endless vineyards, centuries-old woods, and green hills.

  • Stop in this heavenly corner hidden among the sinuous hills of Chianti to explore its narrow stone streets and characteristic historic centre. Castellina also has a past rich in history, and as you walk along the main road, you can admire the mixed Medieval and Renaissance influences of Florence and Siena, the two Renaissance cities par excellence.

  • Have an optional lunch on a beautiful organic farm. While the owner shows you around the property, his wife will prepare a delicious and unforgettable lunch for your private group. The owner will also take you to his cellar to admire his Super Tuscans, Chianti Classico wines, craft wine, and the nearby Acetaia, a vinegar cellar with aged vinegar.

  • Afterwards, enjoy a unique dining setting with a fantastic Tuscan panorama. You will taste organic specialities such as typical lasagna with traditional sauces, crostini, local meats and cold cuts, legumes, seasonal vegetables, honey, and cheeses seasoned with great aged balsamic vinegar. Wine will accompany the lunch throughout, with each of the four main courses and desserts paired with a different and distinctive glass of wine.

  • You will conclude with ice cream and balsamic vinegar or other desserts.

  • Visit picturesque Panzano. As you take a few steps toward Panzano's medieval 11th-century tower, you are truly immersed in another time. Enclosed by fortified walls, it feels as if you are returning to the Middle Ages. Take breathtaking pictures of the extraordinary southern valley, where hundreds of plots of land are planted with Sangiovese vines.

  • Explore the unforgettable town of Greve in Chianti, located in the heart of the Chianti Classico wine region and home of the famous explorer Giovanni da Verrazzano. An unmissable stop is the ancient and famous Falorni butcher shop, where you will have the opportunity to taste exceptional Tuscan snacks made with local cold cuts and cheeses.

  • At the end of the tour, you will be dropped back at your hotel.

seashell-shaped Piazza del Campo, Siena Cathedral, Chiantigiana road, Castellina in Chianti

Where this trip takes you

seashell-shaped Piazza del Campo, Siena Cathedral, Chiantigiana road, Castellina in Chianti

The route

Where you'll travel

Tour route map
3 cities · 8 Hours

The fine print

Trip details

What's Included

  • Pick-up and drop-off at your selected hotel or location in downtown Florence

  • Private transportation by air-conditioned Mercedes minivan

  • English-speaking licensed driver

  • Unlimited cold mineral water

  • Local guide tour in the winery

  • On-board WiFi

  • Panorama view photo stop

  • Tasting of cold cuts and cheeses at Falorni butcher shop

What's Not Included

  • Lunch and wine tasting on the farm or at the winery (to be paid on location from 25€ pp to 50€ pp)

  • Wine tasting (to be paid on location from 0€ pp to 25€ pp)

  • Private city guide

Know before you go

  • The departure is at 9:30 am. Pick-up time can be changed upon request.

  • Not wheelchair accessible.

  • Not suitable for pets.

  • Infants must not sit on laps.

  • In case of rain, umbrellas are provided by your driver.

  • This tour/experience is for a maximum of 8 travellers (your private party). Should your group exceed this size, you can make two reservations.

  • You will be picked up directly at your hotel or at the address provided at the time of booking, at the exact start time of the tour.

  • Upon request during the reservation, lunch can be organised in wine cellars or on farms. This is a highly recommended experience, especially for wine lovers. Vegetarian and gluten-free lunches are also available, and allergies can be accommodated upon request at least 24 hours before the tour.

  • Our drivers will happily assist with any questions or requests. They are very familiar with Tuscany and will share curiosities and facts, or offer suggestions about the area being toured, and more.

Logistics

Meeting & route

Meeting point
Florence, Metropolitan City of Florence, Italy
End of the journey

Your 8 hours finish where they began.

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