Tours/Florence/PRIVATE Day-Trip Siena and Chianti: Wine Experience with lunch.
Viator · Private tour

PRIVATE Day-Trip Siena and Chianti: Wine Experience with lunch.

5.0(21)Florence1 hour
VIATOR5.0(2)TRIPADVISOR5.0(19)

Description

• EXPERIENCE FOR YOUR PRIVATE GROUP • Leave behind the bustling city of Florence with a private full-day tour in a luxury Mercedes Minivan. Stroll through the Gothic streets of Siena and discover the black-and-white art and architecture of its historic center, a UNESCO heritage site. Taste renowned Chianti wines and authentic Tuscan cuisine in famous family-owned cellars of local olive oil and aged balsamic vinegar. • 8hr Full-Day private tour of Siena and Chianti from Florence • Pick-up and drop off at your selected hotel/ location (Florence Down Town) • Private transportation by minivan, Air-Conditioned • Tasting of cold cuts and cheeses from the exceptional Falorni butcher shop • English-speaking licensed driver • Learn about local history, food and culture • On request we can organize Lunch in Farm or Winery. (highly recommended)

Tour Options

Private Van: Siena & Chianti Wine Experience.
  • Pickup included

Itinerary

180 min

Siena is 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 its notable local monuments such as the famous seashell-shaped Piazza del Campo and the outstanding Siena Cathedral. Many local shops fill the historic streets of Siena, a great opportunity for you to taste local food or buy some gifts!

Pass by

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

Pass by

Piazza del Campo (or simply, il Campo) is the main square of the city of Siena. Unique for its particular and 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.

60 min

The SS222 road, better known as Chiantigiana, is one of the most beautiful roads in Italy. It passes along the entire Chianti region, from Florence to Siena. Driving on it is a great way to discover the area. You will take this scenic road going north, starting from Siena and reaching Castellina in Chianti. The area is rich with castles and villages. 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.

Admission not included120 min

*OPTIONAL lunch at the Farm or Winery. Have lunch in a wonderful organic farm. While the owner will show you around the property, his wife will prepare a delicious and unforgettable lunch for your private group. The owner will show you to his cellar to admire his Super Tuscans and Chianti Classico wines -Craft Wine- and to the nearby Acetaia, a vinegar cellar, with old vinegar. Afterwards, experience a unique dining setting while taking in an amazing Tuscan panorama. You will taste organic specialties, such as the typical Lasagna with traditional sauces, crostini, local meats and cold cuts, legumes, seasonal vegetables, honey, and cheeses seasoned with an incredible aged balsamic vinegar. Wine will accompany this lunch every step of the way. Each of the four main courses and desserts will be paired with a different and distinctive glass of wine. We will conclude with ice cream and balsamic vinegar or other desserts. *(This option will include the visit of Castellina in Chianti.)

60 min

A visit in the picturesque Panzano is a must! As you take a few steps to reach Panzano’s medieval 11th century tower, you are truly immersed in another time. Enclosed by its fortified walls, you feel as if you’re returning to the Middle Ages. Take breathtaking pictures of the extraordinary southern valley, where hundreds of plots of land are planted with Sangiovese vines.

60 min

Experience 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 visit is also due at 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!

Highlights

Local guide tour in winery
Tasting of cold cuts and cheeses from Falorni butcher
On-Board WiFi
Private transportation by minivan air-conditioned
Unlimited cold mineral water
Pick-up and drop-off at your selected hotel/location (in Downtown Florence)

What's included

Included
Local guide tour in winery
Tasting of cold cuts and cheeses from Falorni butcher
On-Board WiFi
Private transportation by minivan air-conditioned
Unlimited cold mineral water
Pick-up and drop-off at your selected hotel/location (in Downtown Florence)
Not included
Lunch and wine tasting on farm or winery (to be paid on-location from 50€pp to 60€pp)
Wine tasting (to be paid on-location from 30€pp to 40€pp)
Private city guide.

Pickup Locations & Times

You will be picked up directly at your hotel or address communicated at the time of booking at the exact time of the start of the tour. Departure and pickup time is suggested at 9:00 am. Upon request, you can change your pickup time (24hours before)

Traveller Ratings

5.0
21 reviews
5
21
4
0
3
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2
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1
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Important Information

  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Suitable for all physical fitness levels
  • Departure is suggested at 9:00am
  • In case of rain, umbrellas are provided by your driver
  • A confirmation is appreciated the day before the appointment by e-mailing or via iMessage or WhatsApp
  • Minors under 18 years old are not allowed to drink alcohol (wine tasting)
  • You will be picked up directly at your hotel or address provided at the time of booking at the exact time of the start of the tour.
  • Upon request, during the reservation we can organize lunch in wine cellars or on farms, this is a highly recommended experience, especially for wine lovers. (We also offer vegetarian and gluten-free lunches, and accommodate allergies. Upon request 24hrs before the tour).

Reviews(21)

C
Companion372983
March 7, 2026
Fabulous Day

What a perfect day with Alessandro. Thank you for a wonderful day. We appreciate you giving us an amazing tour of Tuscany. I would highly recommend booking this tour. Alessandro has plenty of knowledge of the area since he was born and raised here. He took us to some of his favorite hidden gems and gave us fun facts along the way. If you want a quintessential Tuscany day this is for you. You can customize it anyway you want but we let Alessandro pick for us and he delivered. Thanks again for a memorable day. Jackie & Tom

L
L9992DDlisab
November 29, 2025
Siena day trip and wine tasting

An absolutely beautiful day with Alessandro as our driver. He goes above and beyond! We highly recommend him. A perfect way to visit Siena and top it off with a winery tour and exquisite lunch on their veranda. Thank you for a lovely tour!

S
Stay615656
October 8, 2025
Sienna, wine tour and a fun personalized day of exploring Tuscany!

Alessandro provided a five star touring day! Highly recommend! The best way to tour Sienna, wine country is with a private driver! UniqueTuscany Tours with Alessandro is a perfect choice!

S
solorisg2025
September 11, 2025
Wedding celebration for my oldest granddaughter.

Great experience.. Alessandro was very courteous and knowledgeable about every detail in everything we wanted to know. My first time in Italy.

5
546faithy
January 16, 2024
Great day in Tuscany!

Had the best day with Alessandro. We went to the beautiful city of Siena, had lunch and a wine tasting at a boutique winery/farm and another tasting at a family winery/farm. Both made organic wine and evoo that were very high quality. Able to ship wine home. Alessandro planned the day according to our preferences and was very knowledgeable about the Tuscany area and pleasant to be with. Highly recommend!

3
339oscarq
September 7, 2023
A Tuscany Experience

Alessandro was a great tour guide during our stay at Florence. Great communication from the outset with him at all times. We booked 2 all-day tours to visit Sienna, San Gimignano, Chianti, Volterra and other spots in Tuscany. Great conversation and nice recomendations to get the most of our trip. Absolutely recommend Alessandro to have an easy going and relaxed road trip around the Tuscany area.

1 people found this helpful
R
robertn7321
June 14, 2022
Fun times in the Tuscan countryside

Great service and a fun tour through the Tuscan countryside. Beki was our driver and had lots of great suggestions and knowledge of the area.

1 people found this helpful
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Anne M
April 4, 2022
An unforgettable day in Tuscany

What a wonderful way to spend a Sunday in Tuscany. We were a group of four and booked the private day trip to Siena and Tuscany with the Winery lunch. Alessandro picked us up from our hotel in Florence and we headed out for Siena. We enjoyed a few hours in Siena followed by a few stops to tiny medieval villages and then an unforgettable lunch and wine tasting at a small winery. Alessandro was so friendly and informative, telling us all about the region, the wines and history. We were the only ones at the winery and it was amazing having the opportunity to try wines from a very small production winery. After lunch we visited another winery before heading back to Florence. Do not hesitate to book this tour - we saw sites we would have never found on our own and enjoyed a quiet off season day in Tuscany. Alessandro was a wonderful host and guide and we would book another tour in a heartbeat. Thank you!

2 people found this helpful
A
Andre_W
December 1, 2021
What’s Italy without wine?

Great combination of historic sights in Siena and visits to two wonderful small vineries. We learned a lot about the area from our friendly guide Alessandro, and the vine and food tastings were fantastic.

1 people found this helpful
A
AAM0404
November 26, 2021
An incredible experience in Tuscany

This tour was an unforgettable experience. From the moment we were picked up, Alessandro was engaging, fun and made us feel at home. Throughout our trip, he shared so many fun facts and details about the region, the wine, and the sites we were visiting. Siena was so beautiful and San Gimignano was so charming. However, the best part of our day was lunch at a villa. Alessandro arranged it for us and it was the highlight of our trip. From the food, to the wine, to the views…we could not have asked for anything better. We appreciated his flexibility and ensuring that all of us had a wonderful time. I would highly recommend him to anyone that is looking for a wonderful and unique experience. Grazie!

1 people found this helpful
Operator response

Dear Aramis, You and your family got into my heart and really hope to be able to welcome you again. Thank you for your words, i will treasure them. So, see you on your next visit All the best Alessandro

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