Siena and San Gimignano from Rome: Private Wine 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
4.7/5
Based on 12 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Siena and San Gimignano from Rome: Private Wine Tour in Tuscany worth booking?
Siena and San Gimignano from Rome: Private Wine Tour in Tuscany is a 10-hour experience in Rome, Italy, from $128 per person. It scores 67 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 4.7/5 rating across 12 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 67 / 100
- Rating
- 4.7/5 (12)
- Duration
- 10 hours
- From
- $128 per person
Discover the magic of Tuscany on a private full-day journey from Rome through the rolling Chianti hills. Explore the medieval splendor of Siena, wandering its charming streets to the iconic Piazza del Campo, home of the
What you get
- Tasting of Wines and local products in a famous cellar
- Free Pick-up and drop-off to the Hotels, Appartments, Bed&Breakfast.
- Free transfer offered by Welcome Italy in air conditioning Minivan
- 2 hours visit of Siena with our tour leader
- Tour Assistant during the whole trip
- Visit of San Gimignano, the city of 100 towers
About this experience
Discover the magic of Tuscany on a private full-day journey from Rome through the rolling Chianti hills. Explore the medieval splendor of Siena, wandering its charming streets to the iconic Piazza del Campo, home of the legendary Palio horse race, and savor traditional sweets like Panpepato, Panforte, and Ricciarelli. Continue to San Gimignano, the UNESCO listed City of a Hundred Towers, where cobblestone streets and timeless charm create an unforgettable backdrop. Enjoy a private wine tasting at a historic estate, sampling 10 exceptional Tuscan wines paired with local delicacies and a traditional lunch. Explore the cellars, learn the secrets of winemaking, and immerse yourself in Tuscany’s rich culture, history, and gastronomy. An intimate, luxurious experience designed exclusively for you perfect for wine, food, and history lovers alike.
What's included
Included
- Tasting of Wines and local products in a famous cellar
- Free Pick-up and drop-off to the Hotels, Appartments, Bed&Breakfast.
- Free transfer offered by Welcome Italy in air conditioning Minivan
- 2 hours visit of Siena with our tour leader
- Tour Assistant during the whole trip
- Visit of San Gimignano, the city of 100 towers
Not included
- Siena Cathedral entrance tickets
- Tips
What you'll see and do
Basilica Cateriniana Di S. Domenico
The Basilica of San Domenico is one of the most important churches in Siena and is located between the square of San Domenico and Via della Sapienza. Built in the 13th century, it was enlarged in the following century. It contains the head-relic of Saint Catherine of Siena, inside a splendid Renaissance chapel built for the occasion.
15 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.
15 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
Wine Tasting and Tuscan Lunch: Visit to the Winery Wine Tasting Tuscan Cuisine Tasting Minivan or Car Pickup included
Shared Small Group Option
Small Group: Maximum 6 people per 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
- Not recommended for travelers with poor cardiovascular health
- Travelers should have at least a moderate level of physical fitness
- Provide the Correct address of your accommodation , hotel, B&B
- Hotel pickup and drop-off (central Rome only)
- Provide the correct phone number with international country code
- check that you provide all the details to the agency
- Free transfer offered by Welcome Italy in air conditioning Minivan
- Emergency number also operational via whatsapp
- One day before call to confirm the pick up
Photos
What travelers are saying
Outty’s summary of the themes that recur across 12 traveler reviews. Written by us, not quoted from reviewers.
The guide
8 mentionsTravelers single out the guide as the reason the experience works.
Food and drink
7 mentionsThe tastings and food stops are a highlight for most reviewers.
Knowledge and storytelling
6 mentionsReviewers describe the commentary as informative rather than scripted.
Photo opportunities
2 mentionsThe views and photo stops come up again and again.
Traveler reviews
12 verified traveler reviews for Siena and San Gimignano from Rome: Private Wine Tour in Tuscany. Ratings and reviews provided by Viator and Tripadvisor.
Amazing
The guide was very knowledgeable. The tour exceeded my expectations. It made for a very memorable and fun day!
Response from the operator: Thank you so much for your wonderful review. We’re delighted to hear that your private tour of Siena and San Gimignano exceeded your expectations and made for such a memorable and enjoyable day. It’s especially rewarding to know that you appreciated the knowledge and expertise of your guide throughout the experience. Thank you for choosing our tour, and we hope to welcome you back to Tuscany for another unforgettable day.
via Tripadvisor
Day tour to siena san tsimitsiano
We had an excellent day tour staff were very friendly and professional 5 stars for Roberto and Giuseppe Thank you for the beautiful day.
Response from the operator: Thank you very much for your kind review we are delighted to hear that you had an excellent day and that Roberto and Giuseppe helped make your experience so enjoyable we truly appreciate your feedback and hope to welcome you again for another beautiful day
via Tripadvisor
Amazing experience!!❤️
Our guide Antoinetta & driver Pedro were phenomenal! She shared so many amazing stories along the way, made every stop exciting & on top of it all, treated us like family. The cities we visited were so rich in history & just beautiful. The final stop was the winery where we had a great lunch paired with 6-7 different wines. Pedro kept us safe and was always there to pick us up from each location. A really perfect day in Italy.
Response from the operator: Thank you so much for your wonderful review! We’re thrilled to hear that you had such a perfect day and that Antoinetta and Pietro made the experience so special. It’s fantastic to know that Antoinetta’s storytelling and warm approach made you feel like family and brought each stop to life. We’re also very happy that you enjoyed the winery experience with lunch and wine tasting, a truly memorable way to end the day. A big thank you as well for mentioning Pietro’s professionalism and care in ensuring a safe and smooth journey throughout. We truly appreciate your kind words and hope to welcome you again soon for another unforgettable experience in Ital
via Tripadvisor
Great Day Trip from Rome! Don’t miss it!
Don’t miss this wonderful experience! Our day trip from Rome to Siena and San Gimignano exceeded all expectations!!! Our tour guide, Monica, did a great job! We loved seeing these two very old cities and stepping back in time. The Wine Tour was our favorite!!! Very delicious and we learned so much! The lunch was fantastic and the service was fabulous. This is a tour you don’t want to miss.
Response from the operator: Thank you for your glowing review! We’re thrilled to hear that your day trip from Rome to Siena and San Gimignano exceeded your expectations. It’s wonderful that Monika made the experience so enjoyable and informative. We’re glad you loved exploring these historic cities, enjoyed the wine tour, and had a fantastic lunch with excellent service. Your enthusiasm means a lot, and we’re delighted this tour became such a memorable part of your trip!
via Tripadvisor
The most fantastic day!
My daughter and I had the most amazing day with Giuseppe as our fabulous host and 4 other wonderful people on our tour. Giuseppe was knowledgeable, kind, funny and he really set the scene for the most memorable day in the most gorgeous towns of Siena and San Gimignano! Lunch at the winery was also a highlight of the tour, the food and wine was fantastic. The van was beautiful and clean and our host and driver were great! This tour exceeded all expectations, I highly recommend.
Response from the operator: Thank you so much for your wonderful feedback! We’re thrilled to hear that Giuseppe made your day in Siena and San Gimignano so memorable with his knowledge, kindness, and great sense of humor. It’s fantastic that you enjoyed the winery lunch and found the van comfortable and clean. Your high recommendation means a lot to us, and we hope to welcome you and your daughter on another unforgettable tour soon!
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
- 4
- Verdict
- Solid Choice
Why this scores 67
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Siena and San Gimignano from Rome: Private Wine 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: Private Wine 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: Private Wine 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: Private Wine Tour in Tuscany worth it?
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It holds an Outty Ranking of 67 out of 100, which we label "Solid Choice". That score blends traveler sentiment (4.7/5 across 12 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: Private Wine 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: Private Wine 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: Private Wine Tour in Tuscany?
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Around 4 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: Private Wine 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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