Private Full-Day Siena, San Gimignano and Chianti from Florence

Embark on a private full-day tour from Florence to Siena, San Gimignano, and Chianti. Explore medieval cities, taste Chianti Classico wine, and indulge in traditional Tuscan cuisine.

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.
  • Monteriggioni - Make a lovely stop in the small, fortified village, which is still surrounded by its original medieval walls. Located not far from Siena, Monteriggioni is a great spot for a short walk after lunch at one of the local restaurants.
  • Chianti Road - 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.
  • Marronaia Wine Garden - *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.

  • San Gimignano - The beautiful stronghold of San Gimignano is one of the most popular tourist attractions in Tuscany. San Gimignano is a treasure of medieval architecture, frozen in time at 1300 AD. Above all, it is famous for its ancient towers, which still stand out from its skyline, earning it the nickname Manhattan of the Middle Ages. Don’t forget to stop by the famous Dondoli ice cream shop, winner of many awards for the best ice cream in the world.

This is the last destination of the day, before returning to Florence.

What's Included
  • Unlimited cold mineral water
  • English-speaking licensed driver
  • On-Board WiFi
  • Private transportation by Mercedes-Benz MiniVan, Air-Conditioned
  • Free time in Siena and San Gimignano
  • Pick-up and drop-off at your selected hotel/location (in Downtown Florence)
What's Not Included
  • Local guides in Siena and San Gimignano
  • Lunch in farm or winery available at an extra cost 50€pp to 60€pp, depending on option chosen
  • Entrance fees (Cathedral of Siena ia approx. 10€ pp.)
Additional Information

• AN EXPERIENCE TAILORED FOR YOUR PRIVATE GROUP •
This captivating excursion unveils a distinct part of Tuscany with a private full-day journey from Florence. Guided by a knowledgeable local driver/guide, delve into the famed Chianti wine district and investigate the towns of Siena and San Gimignano. You’ll visit historical sites like the Piazza del Campo in Siena, host of the annual Palio, and the medieval towers of San Gimignano. Enhance your day with an optional lunch that lets you relish in traditional Tuscan wines and delicacies at a local organic farm or winery!

• A private 8/9-hour full-day tour across Tuscany
• Discover the medieval towns of Monteriggioni, San Gimignano, and Siena
• Receive live narration of wine cellar details from your tour guide
• Sample Craft Chianti Classico wine straight from a local vineyard
• Pick-up and drop-off included at your hotel or given address
• Commute in a luxury Mercedes-Benz minivan

  • In case of rain the umbrellas are provided by your driver.
  • Kindly share your mobile number for an easy communication during the pickup
  • This tour/experience will have a maximum of 7 travelers (your private party). In any case your group is bigger you can make two reservations.
  • With agreements during the reservation we can organize lunch in wine cellars or in the farms, this is a highly recommended experience, especially for the wine lover. (dedicated lunches for people with cilia, allergies or vegetarians. On request 24 hrs before) (This option will slightly reduce your time to visit the cities of Siena and San Gimignano, and will exclude the possibility to visit the fortress of Monteriggioni).
  • Departure is suggest at 9:00am. Pick-up time can be choise during the reservation
  • Our drivers are all extremely familiar with Tuscany and its main destinations. They will gladly share any information, curiosities and traditions about the area being toured and more. They are open to any questions and requests.
  • Minors under 18 years old are not allowed to drink alcohol (wine tasting)
Location
Siena
Cancellation Policy

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

Customer Ratings
5.0
(183 Ratings)
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911ignaciom
Jul 30, 2024
Well worth it! - The tour was incredible! Alessandro, our guide, was very knowledgable, he explained everything about the region and even gave us a lesson about Tuscan wines. He helped us book a nice restaurant where we had a really good lunch. Wonderufl conversations, comfortable van, very convenient and easy stops.
Review provided by Tripadvisor
Billb775
Jul 25, 2024
A Perfect Day in Tuscany - An unbelievable experience from the start. Alessandro was the perfect guide, both personable and knowledgeable. Explained the history on the drive through the gorgeous rolling countryside. Recommended the best spots in Siena and San Gimignano, took us to a wonderful winery for lunch, and always made sure to find us at our designated meeting spots. Everyone in the family said it was a top vacation day! Definitely recommend!
Review provided by Tripadvisor
Sarahce318tn
Jul 20, 2024
Absolutely amazing! - Alessandro was absolutely amazing! We felt like we got an insiders tour of the Chianti Classico region with a journey through the spectacular countryside sprinkled with beautiful historic facts from Alessandro. Oh! And did I mention the wine!!! Focused on highlighting local small to medium sizes producers, Alessandro featured wineries we wouldn't have been able to find on our own. Towards the end of our tour we settled into Casa Emma. The wonderful food and two hour tasting was more than we had hoped for! I must almost mention the setting! As you sip wine you are perched on top a shaded terrace, hovering over the vineyards. I truly can't say enough great things about this experience. It's a must do!!!
Review provided by Tripadvisor
Michael_d
Jul 13, 2024
Elevate your visit to Tuscany - Alessandro was an amazing host. Picked us up right from the door of our stay and captivated our group of four en route to Siena. He gave us a wonderful overview of the area, the wine context, and engaged us like family. At Siena and San Gimignano, we were oriented to each city and we roamed for a couple of hours and then rendezvous at an easy to find location. Lunch and wine tasting at Podere La Marronaia was exquisite. Like having your college best friend from Tuscany proudly showing off his home country. I will recommend Alessandro to all of my friends considering a visit to Florence.
Review provided by Viator
A3074ivgeorges
Jul 10, 2024
Great day in Tuscany - Unique Tuscany and Alessandro were recommended by a friend who had taken his private full day tour of Tuscany. Alessandro did not disappoint. Starting with picking us up near our apartment in Florence in his large and comfortable Mercedes van to his knowledge of Tuscany made the day so enjoyable. Alessandro provided tips at each stop and set up a wonderful lunch and tasting at a winery. All in all a great experience and I can’t recommend him enough. I would absolutely use Unique Tuscany and Alessandro again!
Review provided by Tripadvisor
Kimlom1733
Jul 9, 2024
Day Trip Perfection - Our day trip with Alessandro was absolute perfection! His excellent planning, local expertise and wonderful personality made the visit to Siena and San Gimignano the very best experience. We can’t recommend his service enough…and will be return customers for years to come!
Review provided by Tripadvisor
Raana_z
Jul 5, 2024
Perfect day trip to Tuscany - We had an amazing day in Tuscany with Alessandro as our driver. He was very friendly, enthusiastic, knowledgeable, and professional. Our day was planned perfectly with enough time in each stop. The vehicle was very comfortable and could easily fit more than our family of four. I highly recommend Alessandro!
Review provided by Viator
Shannon
Jun 27, 2024
Perfecto day in Tuscan countryside. - Our day with Alessandro was the highlight of our trip! Alessandro communicated clearly from booking to drop off. He was prompt and our day with him was comfortable and informative. Everything was considered and convenient from drop off points, recommendations and flexibility. The Tuscan countryside is breathtaking and we enjoyed each stop. We will definitely book another day with Alessandro for another countryside adventure when we return. An addition highlight was his recommendation for Pizza in Florence and it was the best of our trip. Highly recommend this day with Alessandro!
Review provided by Tripadvisor
X375mwowenh
Jun 26, 2024
A unique, memorable tour to learn about the wine and heritage of Tuscany. And plenty of laughs along the way! - Alessandro was an amazing tour guide. He put together a custom trip for myself and wife to visit some of the wineries in the Chianti region and it delivered on all our expectations! Taking us into the country side, we stopped by a few small villages devoid of tourists mobs to try some local produce, and then swung by a few beautiful village/castles still in use. Alessandro was full of knowledge about these places and was very open to answering any questions we had. The first winery we stopped at was a very small rustic family winery where the owner did the tour and tasting, a very colourful and entertaining character. The second was small also by slightly larger which offered a three course lunch with a tasting following a tour of their cellars. It too had excellence service and entertaining and engaging staff. We arrived home truly satisfied with the best day of our trip yet (plus a few extra local secret spot in florence) and a new friend in Alessandro! Amazing experience. Thoroughly recommend!
Review provided by Tripadvisor
Michael_c
Jul 15, 2024
Great experience in the Tuscan countryside - Saw the two mountain towns and casa Emma winery - plus countryside as we drove Guide very accommodating to shopping delays and picture stops Very informative on the drives Broke drive up so not in van too long Did NOT guide in the cities - basically dropped us off and gave us pick up spot - do do your own research in each city to figure what you want to see
Review provided by Viator
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