PRIVATE Full-Day Siena and Chianti Classico Wine Experience

Escape the city and embark on a private full-day tour to Siena and Chianti. Explore the historic center of Siena, indulge in Chianti wines, and savor authentic Tuscan cuisine. Book now!

Duration: 9 hours
Cancellation: 1 day learn more
Highlights
  • Siena - 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!

  • Duomo di Siena - 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.

  • Piazza del Campo - 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.

  • Strada in Chianti - 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.

  • Castellina In Chianti - This heavenly corner, hidden among the sinuous hills of Chianti, is worth a stop to visit the narrow stone streets and its characteristic historic center. Castellina also boasts a past rich in history, in fact, walking along the main road you can admire the mixed influences from Medieval and Renaissance styles, from the two Renaissance cities par excellence of Florence and Siena.

  • Casa Emma Wine Tasting Experience - *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.)

  • Panzano in Chianti - 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.
  • Greve in Chianti - 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!
What's Included
  • Local guide-led winery tour
  • Tastings of Falorni butcher’s cold cuts and cheeses
  • Unlimited cold mineral water provided
  • Free On-Board WiFi access
  • Luxury private transportation by air-conditioned Mercedes Minivan
  • Convenient pick-up and drop-off at your selected location in Downtown Florence
What's 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.
Additional Information

• A PERSONALIZED EXPERIENCE FOR YOUR PRIVACY •
Take a one-day escape from the lively city of Florence on a personalized tour in a high-end Mercedes Minivan. Explore the Gothic paths of Siena and marvel at the dichromatic art and edifice of its historic core, recognized by UNESCO. Savor the acclaimed Chianti wines and traditional Tuscan food in popular family-owned storehouses of native olive oil and matured balsamic vinegar.

• 8-hour Private day trip to Siena and Chianti originating from Florence

• We will pick you up and drop you at your preferred hotel/ site (Downtown Florence)

• Ride in style in an Air-Conditioned Mercedes Minivan

• Enjoy tastes of local cold cuts and cheeses from the renowned Falorni butcher shop

• A licensed driver who is fluent in English

• Immerse yourself in local history, gastronomy, and culture

• On demand, we can arrange a Lunch at a Farm or Winery. (strongly suggested)

  • 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).
Location
Siena
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
5.0
(17 Ratings)
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546faithy
Jan 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!
Review provided by Tripadvisor
339oscarq
Sep 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.
Review provided by Tripadvisor
Robertn7321
Jun 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.
Review provided by Tripadvisor
Anne
Apr 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!
Review provided by Tripadvisor
Andre_w
Dec 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.
Review provided by Viator
Aam0404
Nov 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!
Review provided by Tripadvisor
Williamandf
Aug 27, 2021
Still dreaming... wine, farm to table lunch, extra olive oil and balsamic vinegar!! - My husband and I did the Wine Tour Experience and the visit of the beautiful Siena. Our guide Alex was extremely personable, open to our every request and knowledgeable, explaining a lot about the city of Siena and above all about the flavors of the different wines we were tasting and how they were made. All the vineyards we visited were fantastic, especially the 2nd vineyard where our hosts Sivano and his wife were so generous, immersed in the stunning Tuscan countryside. Lunch food was excellent and again so generous, generous portions and superb quality. We were escorted into Alex's extremely comfortable mini van, with much appreciated air conditioning. Having experienced many wine tours in different countries this was by far our favorite. We will definitely book again next time we are in Florence! Thanks Alex
Review provided by Tripadvisor
Graceagee
Aug 10, 2021
Unforgettable trip to the Tuscan countryside with Alex - Alessandro our driver was great!! We had made reservations for lunch at farm Tenuta Casaniva and he planned our day around that. For first he took us to Siena and was very informative and showed us videos of the up coming horse race. He told us some great things to check our while we were in Siena, and then came to pick us up for our lunch. There were 4 of us in our group, and we opted to go to visit other vineyard. He made a call and got us in no problem! We had a lovely time at Maurizio Brogioni and the Dark Chocolate infused with his Olive Oil is a must!! We had been talking about the central market in Florence, and trying to fit it in to our following day; and Alex offered to drop us off there since it was still opened and that way we didn't have to figure out how to get there the next day. Totally worth having a driver and seeing parts of Tuscany that we wouldn't have been able to see otherwise! Thanks to Alessandro
Review provided by Tripadvisor
Don_b
Jul 20, 2021
Perfect Day in Siena and the countryside - This was a great day. Allesandro was prompt with pre-trip communication and pick up. He gave recommendations to fit our family's needs and was flexible with timing. He brought us to Siena and we were able to have time to walk around and see all the contrade (neighborhood animals) and a contrade parade. We went to a small castle town for lunch which probably would have skipped if given the chance. The service was slow and it was a bit hot that day for the kids. However, the town was cool to see. We then went into the rolling hills of Chianti and made many stops at tiny towns. The countryside was beautiful. Alex was able to tell us a lot of history and details about the buildings. Our last stop we were able to sample several wines while the kids had ice cream. Alex gave us the gift of a wonderful day and seemed to genuinely enjoy conversing with the kids. This day was one of the highlights of our two week trip.
Review provided by Viator
Erick
Jul 5, 2021
Great flaxible! - Alex took us to Siena and Chianti. During the drive he shared some very cool things as we passed village and monuments, He also arrange the trasportation by his nice minivan and water taxi from Florence to Venice. I highly racommend him to onyone that wants to tour around Tuscany. An ifinite Thnk you for the tome that was dedicated to visit the US crmetery were WWII solders are buried, even if it was not in the daily schedule, this will be a beautiful memory...
Review provided by Tripadvisor
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