Siena and San Gimignano from Rome: Wine Tasting Tour in Tuscany
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September 2026
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Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
4.8/5
Based on 134 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Siena and San Gimignano from Rome: Wine Tasting Tour in Tuscany worth booking?
Siena and San Gimignano from Rome: Wine Tasting Tour in Tuscany is a 10-hour experience in Rome, Italy, from $128 per person. It scores 80 out of 100 on the Outty Ranking, which we label “Strongly Recommended”, based on a 4.8/5 rating across 134 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 80 / 100
- Rating
- 4.8/5 (134)
- Duration
- 10 hours
- From
- $128 per person
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
What you get
About this experience
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.
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
What you'll see and do
Basilica Cateriniana Di S. Domenico
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.
20 minutes here
Duomo di Siena
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.
20 minutes here · Admission not included
Centro Storico di Siena - World Heritage Site
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.
60 minutes here
Historic Centre of San Gimignano
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.
45 minutes here
Tenuta Torciano
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.
120 minutes here
Where it starts and ends
Hotel pickup
Pickup is included for all travelers. Pickup begins about 15 minutes before departure.
Options you can book
Private Tour Option
Pickup included
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
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- pt, en, it, fr, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 12 travelers per booking
- Operated by
- Welcome Italy
Know before you go
- 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
Photos
What travelers are saying
Outty’s summary of the themes that recur across 134 traveler reviews. Written by us, not quoted from reviewers.
The guide
10 mentionsTravelers single out the guide as the reason the experience works.
Knowledge and storytelling
6 mentionsReviewers describe the commentary as informative rather than scripted.
Food and drink
6 mentionsThe tastings and food stops are a highlight for most reviewers.
Photo opportunities
2 mentionsThe views and photo stops come up again and again.
Value for money
2 mentionsTravelers feel they got more than they paid for.
Traveler reviews
134 verified traveler reviews for Siena and San Gimignano from Rome: Wine Tasting Tour in Tuscany. Ratings and reviews provided by Viator and Tripadvisor.
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.
via Viator
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.
via Tripadvisor
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.
Response from the operator: 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.
via Tripadvisor
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!
Response from the operator: 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.
via Viator
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.
Response from the operator: 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.
via Viator
Good to know
- Duration
- 10 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $128 to $696
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 47
- Verdict
- Strongly Recommended
Why this scores 80
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Siena and San Gimignano from Rome: Wine Tasting Tour in Tuscany: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Rome.
How much does Siena and San Gimignano from Rome: Wine Tasting Tour in Tuscany cost?
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Prices start at $128 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Rome usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Siena and San Gimignano from Rome: Wine Tasting Tour in Tuscany take?
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Plan for about 10 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Rome is not rushed.
Is Siena and San Gimignano from Rome: Wine Tasting Tour in Tuscany worth it?
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It holds an Outty Ranking of 80 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (4.8/5 across 134 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Rome, and how flexible the cancellation terms are.
Can I cancel or reschedule Siena and San Gimignano from Rome: Wine Tasting Tour in Tuscany?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Siena and San Gimignano from Rome: Wine Tasting Tour in Tuscany suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 10-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Siena and San Gimignano from Rome: Wine Tasting Tour in Tuscany?
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Around 47 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Rome can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Rome and add a light layer if any part of the 10-hour experience runs outdoors or after sunset.
Where does Siena and San Gimignano from Rome: Wine Tasting Tour in Tuscany start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Rome within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Rome?
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Rome runs on skip-the-line access. The Colosseum underground, the Vatican before opening, and the catacombs south of the walls all require a licensed operator, and the price gap between the good ones and the rest is smaller than you would expect. We rank by guide credentials, group size and how reliably the promised access actually materialises. On Outty we rank every Rome experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Rome Pasta and Tiramisu Class: Ravioli, Fettuccine & Fine Wine 5*, Pasta Making & Wine Tasting with Dinner in Frascati from Rome, Rome: Pizza & Tiramisu or Gelato Class with Flowing Fine Wine 5*. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Rome?
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April, May, September and October. August is hot and half the city is shut. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Rome?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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