Tours/Rome/Siena and San Gimignano from Rome: Wine Tasting Tour in Tuscany
Viator · group up to 12 pax

Siena and San Gimignano from Rome: Wine Tasting Tour in Tuscany

4.8(134)Rome1 hour
VIATOR4.8(102)TRIPADVISOR4.7(32)

Description

Enjoy a full-day journey from Rome, through the Chianti hills, to visit the cities of Siena and San Gimignano. Siena is a beautiful medieval city in Italy, you will visit the heart of city and the central square, “Piazza del Campo” where the famous Palio takes place, a medieval-style horse race. Siena is famous for its wine but and for its sweets: the “Panpepato”, “Panforte”, “Ricciarelli”. Continuation to San Gimignano, a UNESCO World Heritage Site, is known as “The City of the Hundred Towers” and it still maintains its original features and timeless charm. Furthermore, the name ‘San Gimignano’ is linked to one of the most historical Tuscan wines:” La Vernaccia". After we stop for a tasting of wines and local products in a beautiful cellar, visit the estate and the Cellars where wine production and grape processing takes place. the tasting includes 10 different types of wine and a lunch based on typical local products.

Tour Options

Shared Small Group Option
  • Small Group: Maximum 6 people per minivan Wine Tasting and Tuscan Lunch: Visit to the Winery Wine Tasting Tuscan Cuisine Tasting Car or Minivan Pickup included
Private Tour Option
  • Pickup included

Itinerary

20 min

The Basilica of San Domenico is located on the slopes of the historic center of Siena, framed by the houses that "climb" under the Duomo, it is among the most important churches in the city especially for its link with the life of Saint Catherine of Siena. Built between 1226 and 1265 and enlarged during the fourteenth century, the Basilica of San Domenico has undergone numerous vicissitudes over the centuries, fires, military occupations, earthquakes, interventions and modifications, which have led to its unmistakable Gothic style appearance being defined Cistercian and is characterized by an original relationship between exterior and interior.

Admission not included20 min

Duomo di Siena (visit outside), is a medieval church in Siena, Italy, dedicated from its earliest days as a Roman Catholic Marian church, and now dedicated to the Assumption of Mary. Built between 1214 and 1263, it has a Latin cross structure, a not very protruding dome with the bell tower next to it. Both the exterior and the interior are decorated in blocks of white marble which are alternated with thinner greenish black stripes, these are the representative colors of Siena.

60 min

It is the heart of the city of Siena, the fulcrum of the historic center declared a World Heritage Site by UNESCO, and one of the most beautiful squares in the world. Piazza del Campo has the shape of a shell divided into nine sections, in memory of the Nine Lords who governed the city at the end of the thirteenth century and amazes with its elegance and its unique shape in the world. Called this way because in the past it was a green space that hosted the market, Piazza del Campo today is the city's living room and the open-air arena where the famous Palio is run twice a year. Every year, on 2 July and 16 August, the piazza paved in pietra serena is covered with a layer of earth, composed of a mixture of tuff and sand, in which the horses of the districts challenge each other in a rapid race.

45 min

San Gimignano is a small walled medieval hill town in the province of Siena. “The City of the Hundred Towers” and it still maintains its original features and timeless charm. Furthermore, the name ‘San Gimignano’ is linked to one of the most historical Tuscan wines:” La Vernaccia di San Gimignano”. Arriving in San Gimignano you will explore its charming medieval streets, visit the old center of this wonderful city where the famous Chianti wine is produced.

120 min

Tenuta Torciano is a secret jewel in the heart of Tuscany, near San Gimignano and centrally located between Siena and Florence. Its history sees 13 generations of winemakers who have been able to create high quality wines. Here, in these places, the knowledge of ancient cultivation methods merges with modern technologies. You will discover the warmth of Tuscan hospitality and the simplicity of good living. Visit to the estate and wine tasting and local products in a beautiful wine cellar: 10 different types of wine and oil.

Highlights

Free transfer offered by Welcome Italy in air conditioning Minivan
Free Pick-up and drop-off to the Hotels, Appartments, Bed&Breakfast
Experience a Semi-Private Tour
Tour guides during the whole trip
Tasting of wines and local products in a famous cellar
Visit of San Gimignano, the city of 100 towers
2 hours visit of Siena with your tour leader

What's included

Included
Free transfer offered by Welcome Italy in air conditioning Minivan
Free Pick-up and drop-off to the Hotels, Appartments, Bed&Breakfast
Experience a Semi-Private Tour
Tour guides during the whole trip
Tasting of wines and local products in a famous cellar
Visit of San Gimignano, the city of 100 towers
2 hours visit of Siena with your tour leader
Not included
Siena Cathedral entrance tickets
Tips

Pickup Locations & Times

- Free Pick-up and drop-off to the Hotels, Appartments, Bed&breakfast, accomodations in the city center - The address must to be provided on the reservation. - Please contact customer services one day before the tour to confirm the pickup time. - Please wait in the hotel lobby or outside your accommodation 15 minutes before your scheduled pickup time

Traveller Ratings

4.8
134 reviews
5
115
4
11
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Important Information

  • Infants and small children can ride in a pram or stroller
  • Infants are required to sit on an adult’s lap
  • Specialized infant seats are available
  • Suitable for all physical fitness levels
  • Provide the Correct address of your accommodation , hotel, B&B
  • Pickup service only in the city center inside the Aurelian Walls
  • Provide the correct phone number with international country code
  • check that you provide all the details to the agency
  • Without this information we can not guarantee the correct service
  • Free transfer offered by Welcome Italy in air conditioning Minivan
  • Emergency number also operational via whatsapp
  • One day before call to confirm the pickup

Reviews(134)

J
Jerry_R
August 15, 2026
Excellent Tour. Our guide...

Excellent Tour. Our guide and driver were sisters and they were very professional and fun to be with for the entire trip. Highly Recommend them and the trip.

S
Saravill89
August 13, 2026
Amazing day trip

Such an amazing day trip to Tuscany! Long day but worth it. Monica was an amazing guide and so friendly and informative. Our driver was great as well. The highlight was lunch at the winery, amazing experience. Highly recommend booking if you are looking for a quick trip to see Tuscany.

D
Debra W
August 10, 2026
Lovely Day!

Very much enjoyed our day! Tour guide and driver were very kind and helpful. We and our grandchildren learned a lot about the places we visited.

Operator response

Thank you very much for your lovely review. We are delighted to know that you and your grandchildren enjoyed such a pleasant and enriching day discovering Siena and San Gimignano. It is especially rewarding to hear that both your tour guide and driver were kind, helpful, and contributed to making the experience comfortable and enjoyable for the whole family. We are also very pleased that the tour offered the opportunity to learn more about the history, culture, and character of these beautiful Tuscan destinations. Thank you sincerely for choosing us, and we hope to have the pleasure of welcoming you and your family again for another memorable experience in Italy.

J
Janice_T
July 5, 2026
A Wonderful Experience

This tour is one of our favorites. Monica was extremely knowledgeable and thoughtful throughout the tour. She made all the difference for us to enjoy an unforgettable experience. Our tour driver, Adam, was an excellent driver. It was very relaxing knowing we were in good hands throughout our travels. We highly recommend this tour!

Operator response

Thank you so much for your wonderful review. We’re delighted to hear that this tour became one of your favorites and that Monica made such a meaningful difference with her knowledge, thoughtfulness, and attention throughout the day. Adam will also be very happy to know that his professional driving helped you feel relaxed and comfortable during the journey. It means a lot to us to know that the experience was so memorable for you. Thank you sincerely for your recommendation and for choosing our tour. We hope to welcome you back to Tuscany for another unforgettable day.

M
Monica_L
June 22, 2026
Beautiful views and delicious food and wine!

We were picked up and dropped off at our hotel. The driver and tour guide were friendly and professional. Our guide, Monica, was very knowledgeable and she answered all of our questions. The trip was scenic and whenever we came across a landmark (that was on our way to a destination), Monica took the time to tell us all about it. We made a stop when we left and we came back (for bathroom and snacks), which we needed and appreciated. At our two stops prior to the winery, we were able to walk around on our own, which allowed us to shop. The winery was soooo much fun! It is beautiful. We tasted about 9 wines and we ate delicious food. The staff was super friendly. We have done the San Gimignano and Siena tour before but this time around, we saw different parts and heard new information. It was WONDERFUL! We would do it again and again and we will recommend this tour to our families and friends.

Operator response

Thank you so much for sharing such a detailed and thoughtful review. We’re delighted to hear that you enjoyed the entire experience, from the comfortable hotel pick-up and scenic journey to the time spent exploring Siena and San Gimignano at your own pace. Monica will be very happy to know that her knowledge, professionalism, and attention throughout the day made such a positive impression, and we’re equally pleased that your driver helped make the journey smooth and comfortable. It’s wonderful to hear that the winery was such a highlight, with its beautiful setting, delicious food, generous wine tasting, and welcoming staff. We especially appreciate hearing that, even though you had visited Siena and San Gimignano before, this tour still offered you new places to discover and new stories to enjoy. Thank you sincerely for your recommendation and for choosing to travel with us again. We would be truly happy to welcome you back for another memorable experience in Italy.

S
Spero_C
June 18, 2026
Great Trip to Tuscany!

This day trip was excellent! Monica was a very informative, patient, and knowledgeable guide. Natalia was an awesome driver. We loved Siena! The town was beautiful. Be advised there were many steep hills that we struggled to walk up and down during the walking tour. San Gimignano was less impressive and still had steep hills to walk. Even with this, Monica helped us and was always willing to assist us on the walking tours. The final stop was the wine tasting. The food was delicious. Be advised, they are trying to sell their wine and the sommelier did a lot of talking to try and convince us.

Operator response

Thank you very much for sharing your experience with us. We’re delighted to hear that you enjoyed the day and especially appreciated Monica’s knowledge, patience, and care, as well as Natalia’s excellent driving. Siena and San Gimignano are both beautiful historic towns, although their medieval streets and steep hills can certainly make the walking portions more challenging, and we’re very pleased to know that Monica was always attentive and ready to assist you along the way. We’re also glad you enjoyed the food during the wine tasting. As the tasting takes place at a working winery, the sommelier also presents the estate’s wines and products, but of course there is never any obligation to purchase. Thank you again for your thoughtful feedback and for choosing to spend the day with us. We truly hope to welcome you again on another experience in Italy.

J
J H
June 13, 2026
Amazing time, wonderful experience

We had the best time as a couple who enjoy wine and also wanted to see Sienna and San Gimignano. Pro top at San Gimignano go the very top of the castle and look at the views of the countryside. Our guide was great taking us around and then letting us explore each city. Once we were done, we headed to a beautiful winery where we had a three course meal filled with laughter, wonderful homemade dishes and of course 8-10 different wines. Our guides picked us up, dropped us off and stopped for coffee and breakfast in the morning. It is not a guided tour through the towns but you walk and explore on your own and then get o enjoy the best lunch and food. The lasagna with the truffle oil was the best and then they had the most delicious braised beef and potatoes served with the top of the line wine. Just got do it. It’s so worth it

Operator response

Thank you for your wonderful and detailed review. We are delighted to hear that you had such an enjoyable experience discovering Siena, San Gimignano, and the beautiful Tuscan countryside. It is especially rewarding to know that the balance between free time to explore at your own pace and the unforgettable winery experience created such a memorable day for you. We are pleased that you enjoyed the stunning views from San Gimignano, the warm hospitality at the winery, and the delicious food and wine tasting experience. Tuscany is famous for its exceptional cuisine and wines, and we are thrilled that the lunch, wine pairings, and authentic local flavors exceeded your expectations. We are also happy to hear that your guides helped make the day comfortable and enjoyable from start to finish. Thank you for your recommendation and for choosing to travel with us. We hope to have the pleasure of welcoming you back for another unforgettable experience in Italy.

O
oliver_m
May 16, 2026
A wonderful trip to Sienna and San Gimignano with a great guide, safe trip with Viator and a lovely lunch/ wine tasting

An absolute "must do", when visiting Italy. A great company, informative guide and safe trip. The best day tour we have ever done, and I just can't recommend them more in every respect. And such a lovely lunch and wine tasting experience. Just a fantastic experience

Operator response

Thank you so much for your wonderful review. We are truly delighted to hear that you considered this one of the best day tours you have ever experienced. It is especially rewarding to know that you enjoyed the organization of the tour, the knowledge of your guide, the safe and comfortable journey, and the lunch and wine tasting experience. Your kind words and recommendation mean a great deal to our entire team. Thank you for choosing to travel with us, and we hope to welcome you back to Italy for another fantastic experience in the future

M
Mary_T
May 12, 2026
Great Guide, Driver….Amazing Experience!

The Tuscan region is GORGEOUS! Our tour guide, Juliana was a wonderful guide who speaks great English! Our driver, Artur, also did a fantastic job of navigating the crazy traffic in Rome! I would highly recommend this tour!

Operator response

Thank you so much for your wonderful review! We’re thrilled to hear that you enjoyed the beauty of the Tuscan region it truly is one of the most breathtaking areas of Italy. Juliana will be very happy to know that her guidance and English-speaking skills helped make your experience even more enjoyable, and we’re also delighted that Artur’s professionalism and driving made you feel comfortable throughout the journey, especially in Rome’s busy traffic. Thank you again for your kind recommendation and for choosing our tour. We hope to welcome you back for another unforgettable experience in Italy soon!

F
FANNY F
May 11, 2026
Toscana adventure

great service! we were picked-up from our hotel early morning (right on time!) and stopped for a coffee right outside of Rome. everthing was great! our guide (Giuseppe) was a fountain of knowledge and Constantino, our driver, performed also as a great DJ on our way back to our hotel. though heavy rain, we got to see both towns and had a great lunch including a wine tasting experience at Tenuta Torciano. very nice Sunday!

Operator response

Thank you so much for your wonderful review! We’re delighted to hear that you had such a great experience from the very beginning of the day until your return to Rome. Giuseppe will be very happy to know that you appreciated his knowledge and guidance throughout the tour, and we love hearing that Constantino added even more fun to the journey with his great music on the way back! We’re also thrilled that, despite the heavy rain, you were still able to fully enjoy both towns, the beautiful countryside, and the wine tasting and lunch experience at Tenuta Torciano. Thank you again for choosing our tour and for sharing your kind words we hope to welcome you back for another very nice day in Italy soon!

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