Siena and San Gimignano from Rome: Wine Tasting Tour in Tuscany
Recommended by 94% of travelers
Badge of Excellence
Rome, Italy
- 10 hours (approx.)
- Pickup offered
- Group discounts
- Mobile ticket
- Offered in: English
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Overview
If you’re short on time but want to make the most of your visit to Italy, experience the Tuscan countryside on a full-day tour from Rome. Travel by air-conditioned minivan to a landscape of rolling hills, olive groves, and vineyards, stopping at the UNESCO-listed hilltop village of San Gimignano. Visit a Chianti-region winery for a tasting with local lunch, and explore the medieval city of Siena.
- Enjoy a day away from the hustle and bustle of the city
- Choose between small-group and private tour options
- Simplify your day with round-trip transportation from Rome
- Includes wine tastings and a delicious lunch to keep you energized
Why Travelers Choose This Tour
As well as Siena and San Gimignano, this tour includes 10 wines and a local lunch at a 13th-generation winery.
What's Included
- Free transfer offered by Welcome Italy in air conditioning Minivan
- Free Pick-up and drop-off to the Hotels, Appartments, Bed&Breakfast
- 2 hours visit of Siena with your tour leader
- Visit of San Gimignano, the city of 100 towers
- Tasting of wines and local products in a famous cellar
- Tour guides during the whole trip
- Experience a Semi-Private Tour
- Siena Cathedral entrance tickets
- Tips
Meeting and Pickup
Pickup points
Select a pickup point
Pickup details
- 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
Operating hours.7:00 am
Itinerary
1
Basilica Cateriniana Di S. Domenico
20 minutes • Admission Ticket Free
2
Duomo di Siena
20 minutes • Admission Ticket Not Included
3
Centro Storico di Siena - World Heritage Site
1 hour • Admission Ticket Free
4
Historic Centre of San Gimignano
45 minutes • Admission Ticket Free
5
Tenuta Torciano
2 hours • Admission Ticket Free
Additional Info
- Confirmation will be received at time of booking
- Not wheelchair accessible
- Stroller accessible
- Infants must sit on laps
- Infant seats available
- Most travelers can participate
- 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
- This tour/activity will have a maximum of 12 travelers
Supplied by
Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos
Reviews
4.8
based on 116 reviews
Nora_S, Nov 2025
Amazing tour.
Our guide, Stephano, was amazing, very knowledgeable and sweet. The wine testing was incredible.
Response from Host, Nov 2025
Thank you so much for your lovely review! We’re delighted to hear that you enjoyed the tour and the wine tasting experience. It’s wonderful to know that your guide helped make the day so special. We hope to see you again soon for another unforgettable experience with us!
Nina, Nov 2025
This is a top notch experience, especially if you don’t have enough time to viisit Siena and Tuscany. Giuseppe and Luigi once again provided excellent service, very accommodating, flexible , with a personalized service! Wine tasting with lunch at San Gigmiano was the best ever! This is a must in Tuscany! Once again our tour guide and driver delivered the best service! Thank you Welcome Italy
Response from Host, Nov 2025
Thank you so much for your wonderful review! We’re thrilled to hear that you enjoyed your Siena and San Gimignano tour and that the wine tasting experience was unforgettable. It’s always a pleasure to know that Giuseppe and Luigi provided excellent, personalized service once again they truly love making every guest’s day special. We’re grateful for your kind words and hope to welcome you back soon for more memorable adventures with Welcome Italy!
Janessa_T, Nov 2025
This tour ended up being just me and my husband with our guide, Pino, and our driver, Artur. From the moment we left Rome for Siena, we were already joking around like we’d known them for years. Pino (also known as Giuseppe, Joseph, or Pepe—take your pick) was funny, entertaining, and ridiculously knowledgeable.
Siena is small but full of surprises. We learned so much about the life of St. Catherine of Siena without anything feeling too serious or museum-lecture heavy. Lunch at the winery was delicious and definitely catered to carnivores—but don’t worry, they’ll throw some vegetables at you too if that’s your thing.
San Gimignano is stunning, like a medieval fairytale village that somebody forgot to turn into a movie set. Amazing day, great company, and honestly, it felt more like a road trip with friends than a tour.
Response from Host, Nov 2025
Thank you so much for your amazing review! We are thrilled to hear that your tour of Siena and San Gimignano with Pino and Artur exceeded your expectations. It’s wonderful that from the very start, the day felt relaxed and fun, almost like traveling with old friends. Pino’s humor, knowledge, and engaging storytelling make history come alive without ever feeling heavy or formal, and we’re delighted that you appreciated learning about the life of St. Catherine of Siena in such a lively way.
We’re also glad that the winery lunch was enjoyable and suited your tastes it’s great that you could experience authentic Tuscan cuisine in a beautiful setting. And of course, San Gimignano’s fairytale charm is always a highlight, so it’s wonderful to know it left such an impression.
Your description of the day as a “road trip with friends” is exactly the experience we aim to create personalized, comfortable, and memorable. Thank you again for taking the time to share your feedback; it means so much to us and to our team. We would be thrilled to welcome you on another adventure in Italy anytime!
ElizabethR_R, Oct 2025
Tour manager Teresa & driver Roberto were fantastic! From the time they picked us up at our hotel to the time they dropped us back off, they took great care of us. Teresa was very knowledgeable, professional and courteous. She ensured our safety and that we were enjoying ourselves. The trip there & back was planned & coordinated to perfection! The wine was great & the food was delicious. Thank you Teresa for an amazing & awesome experience!
Response from Host, Oct 2025
Thank you so much for your wonderful feedback! We’re delighted to hear that Teresa and Roberto took such great care of you throughout the entire tour. It’s fantastic that Teresa’s knowledge, professionalism, and attentiveness made your experience both safe and enjoyable. We’re glad you enjoyed the wine, food, and seamless coordination of the trip. Thank you again for sharing your experience, and we hope to welcome you back for more amazing adventures soon!
James_S, Oct 2025
We had a great time. My wife 😍 needed to walk slowly with a cane and she was not rushed or left behind like many other tours. Our guide kept everything at her pace. Great job!
Response from Host, Oct 2025
Thank you so much for sharing your experience! We’re delighted to hear that your wife felt comfortable and supported throughout the tour, and that our guide was attentive to her pace. Making sure every guest feels included and cared for is very important to us. We’re glad you both had a great time and hope to welcome you back for more wonderful experiences!
Stephanie_B, Sep 2025
This experience was amazing! Can’t call it anything else.
Big shout out to Sam and Roberto our guide and driver who were excellent.
There are a lot of steep areas but Sam gave us plenty of time to do these. Take/ be prepared to buy a lot of water as we had a very hot and humid day but the towns were beautiful and so worth the drive and the walking.
Wine tasting was an excellent way to end the day.
Response from Host, Sep 2025
Thank you so much for your wonderful feedback! We’re thrilled to hear that your experience was truly amazing.
Sam and Roberto will be delighted to know they made such a positive impression. We’re glad Sam paced the day well and that you enjoyed the beautiful towns despite the challenging terrain and weather. Staying hydrated is definitely key on those hot days!
Ending with a wine tasting sounds like the perfect way to unwind, and we’re so happy it was a highlight for you.
We appreciate your kind words and hope to welcome you back for another memorable tour soon.
lisa_d, Aug 2025
Beautiful drive to Tuscany. Walking through the towns was like walking through a history book. Finishing the day with a light lunch and a wine tasting was a perfect way to experience Tuscany. It was an easy drive from Rome. Sam and Jordan were awesome guides
Response from Host, Aug 2025
Thank you for your wonderful feedback!
We’re thrilled to hear that you enjoyed the beautiful drive through Tuscany and that exploring the charming towns felt like stepping back in time. It’s great to know that the light lunch and wine tasting were the perfect way to end your day.
Sam and Jordan will be delighted to hear your kind words they truly love sharing the beauty and history of Tuscany with our guests.
We appreciate your review and hope to welcome you back for another memorable experience soon!
Cynthia_M, Aug 2025
Our driver Pietro was an excellent driver. Our tour guide Antonette was very knowledgeable and cordial,
Response from Host, Aug 2025
Thank you for your kind words!
We’re so pleased to hear that you had a positive experience with us. We're especially glad you enjoyed the journey with Pietro, who is indeed an excellent and experienced driver, and that Antonette made the tour even more enriching with her knowledge and warm, friendly approach.
Your feedback means a lot to us, and we hope to welcome you again soon on another unforgettable adventure!
Christine_M, Aug 2025
Artur and Monica are the best!! I can’t recommend this tour enough! Please
Do it. Totally worth it. They are attentive and very informative. I am so glad I did this tour!
I was sick the day of my original tour reservation. They worked with me and rescheduled my tour for the next day! I’ve used this company many times in many cities. Always a good experience!!
Response from Host, Aug 2025
Thank you so much for your wonderful review and continued trust in Welcome Italy!
We’re delighted to hear that Artur and Monika made your tour informative and enjoyable, and that we could accommodate your rescheduling with ease. It means a lot to us to know you’ve had great experiences with us across many cities.
Your heartfelt recommendation truly warms our hearts, and we look forward to welcoming you again on many more unforgettable tours!
Warmest regards,
The Welcome Italy Team
Beth_W, Aug 2025
Amazing tour! So happy to get out of the city and enjoy the beautiful countryside of Tuscany! Do not hesitate to book this tour! Interesting, fun, and incredible tour guide Monica! Perfect day!
Response from Host, Aug 2025
Thank you so much for your amazing feedback!
We’re thrilled to hear that you had such a perfect day exploring the beautiful Tuscan countryside it really is a special escape from the city. Monika will be so happy to know she helped make your tour interesting, fun, and unforgettable!
Your recommendation means the world to us, and we hope to welcome you back soon for more incredible experiences in Italy.
Warmest regards,
The Welcome Italy Team
Karoly_K, Jul 2025
Our guide Juliana and driver Artur did a tremendous job. The tours of Siena and San Gimigano were excellent. We were given great information. The wine tasting at Tenuta Torciano was fantastic!
Response from Host, Jul 2025
Dear Guest,
Thank you so much for your kind words!
We’re truly delighted to hear that you had such a great experience with Juliana and Artur they’ll be thrilled to know their efforts made your day memorable. Siena and San Gimignano are such beautiful destinations, and we’re glad you enjoyed the insights shared along the way.
We’re also happy to hear that the wine tasting at Tenuta Torciano was a highlight of your tour , it’s one of our favorite spots too!
Thank you again for choosing Welcome Italy. We hope to welcome you back soon for another unforgettable experience in Italy.
Warm regards,
Christopher_L, Jul 2025
Two wonderful cities to see and explore. Especially Sienna which is far too big to see in the time allotted. Wish we could’ve skipped the wine tasting and spent more time in Sienna! But when in San Gimignano you have to try the gelato near the outside market just up from the gate. Too die for!
Response from Host, Jul 2025
Dear Guest,
Thank you for sharing your experience with us! We're so glad you enjoyed exploring Siena and San Gimignano two truly unforgettable cities full of charm and history.
We understand your wish for more time in Siena; it certainly has so much to offer and can’t be fully appreciated in just a short visit. Your feedback is valuable and will help us continue refining our itineraries to better match our guests’ interests.
And yes the gelato in San Gimignano is absolutely a must try! We're happy you got to enjoy that sweet highlight.
We hope to welcome you back again soon for more discoveries in Italy!
Warm regards,
The Welcome Italy Team
Tirsa_S, Jun 2025
It is a long trip, please use sport shoes and comfortable clothes.
Bring water and be prepared to enjoy.
Response from Host, Jun 2025
Thank you very much for your kind review and thoughtful advice. We are pleased to hear that Julianna and Luigi contributed to making your visit to Siena and San Gimignano a memorable experience. As you mentioned, it is indeed a long journey, and we appreciate your helpful suggestions for future travelers. We look forward to welcoming you again with Welcome Italy
Samantha_S, Mar 2025
Amazing experience. Theresa was great! She was very knowledgeable and guided us to wonderful stops and spots on our tour. She was excellent and engaging with our children as well. Sienna and San Gimignano were both beautiful and we had a good amount of time in both. The winery lunch and tasting was amazing as well with great wines and views. The owner was very friendly and welcoming. We had a great time and would definitely strongly recommend the experience.
Irina_P, Nov 2024
Excellent tour with Dina and our driver, Pietro! Dina is extremely knowledgeable and personable, and was very kind to let us stop for breaks or quick shopping when we saw something we wanted. She was very clear in her instructions regarding meeting points and times. Overall and excellent day with an excellent guide!
Lenette_C, Oct 2024
Teresa was our guide and Pino was our driver. We enjoyed both of them, and they made the trip very enjoyable.
We really liked Sienna and Teresa gave us a lot of background on the area. We then went to San Gimignano for a wine tasting and lunch. They treated us very well there and the food kept coming. This, too, was enjoyable.
We left hotel around 6:30 a.m. (they picked us up at 2 hotels) and returned around 6:00 p.m.
It was a wonderful day and very glad to get out of the congestion in Rome.
Dierdre_R, Oct 2024
Our guide Monica and driver Natalia made this experience truly memorable. They were both knowledgable, courteous, friendly and totally helpful. This itinerary is amazing and the two ladies ensured that the day was wonderful
Thomas_J, Sep 2024
Joseph (Jessippi) and Roberto took us to Sienna, San Gimignano and to the Tenuta Torciano winery. The most rememberable and most cherished part of this trip was when we met the owner and his family at the Tenuta Torciano winery. We had seen them and this winery on U-Tube videos and were so excited that we had an opportunity to meet them. Joseph shared much knowledge about this region and winery with us. My wife and I had just finished a 9-day Mediterranean cruise that started in Barcelona and ended in Rome, and we both have to say, without a doubt, that this tour was the highlight of our vacation.
Biju_V, Sep 2024
The journey, visit to the towns of Siena and San Gimignano are definitely etched in our memory. Special mention to tour guide Dina and driver Roberto, who made the journey very interesting, pleasurable and safe.
Bernard_N, Sep 2024
Wonderful, intimate experience! Our guide Monika and driver Adam were both outstanding. And the Tuscan food, wine and views! Highest recommendation possible from us!
Kathleen_S, Jul 2024
Severino was welcoming and very knowledgeable explaining history and culture. He accommodated me to walk at my pace and stop for a brief rest as needed. The tour was interesting & Severino answered all questions. The driver Maximo was excellent providing a smooth safe ride, opening doors and always being prompt to meet us. The lunch & wine tasting was superior and provided awesome landscapes to take photographs.
Charles_F, Jun 2024
Daniella was very professional and did an excellent job driving us to the different sites. We enjoyed chatting with her and sharing life experiences.
Jenny_L, Jun 2024
Wonderful experience! We loved every minute. Theresa, was very polite and incredible knowledgeable all the way. Thank you for also being the best guide and help with my family.
Christina_P, Jun 2024
We were pleasantly surprised to see we had a private tour in a sleek BMW. Our driver Luigi was excellent and our tour guide Fabio looked after us. We had an early start so we stopped for breakfast. He made sure we tried local delicacies. But the highlight of the tour was the wine tasting with lunch. Perfect!
Krystal_B, May 2024
Even in the rain, we very much enjoyed our tour. Our small group ended up being just my husband and I. The two Tuscan villages were stunning and the wine tasting was a dream. This was our favorite tour of our time in "Rome". We're so glad we got out of the city for this relaxing beautiful tour of the Tuscan countryside.
Response from Host, May 2024
Dear customer, thank you for your review, we are happy that you were able to have a positive experience with us, our philosophy is to bring emotions to life
Thank you for choosing our services and we hope to have you again as our guest to enjoy other wonderful experiences.
Roselyn_B, Apr 2024
The views we experienced during our all day trip were amazing. Our guide, Josh, was extremely knowledgeable about the entire region and was able to give us the history of area, as well.
Paul_R, Apr 2024
Everything!!
Our guide Teressa was great!!!
She gave us do much information and free time!
So enjoyable!!
Our driver Max was also so accommodating!
Great tour!!
Robin_T, Apr 2024
We had the best time with Giuseppe and Claudio was such a great driver. Everything was so special about the whole day. Would do it again in a minute I highly recommend it. Those two were the best.!!! Coming back next April for them to take us somewhere else!! ❤️
Craig_B, Mar 2024
Dina was phenomenal and very knowledgeable.
The lunch was epic and amazing!
Highly recommend this experience!
Craig
Jen_P, Feb 2024
Our driver Mr. Adam and tour guide Josh both did an amazing job! Josh did such a great job sharing the history of the cities.
The winery was fantastic! 4 course lunch with homemade lasagna! Spend a little more for this smaller tour (max 6 ppl and we lucked out with only 2 of us on ours) and the food is so much better than what it sounds like some of the cheaper tours offer.
Response from Host, Feb 2024
Dear customer, thank you for your review and kind words. our greatest satisfaction is to give unforgettable emotions.
All our staff are carefully selected and highly qualified, Adam and Joshua are serious professionals who take their work very seriously.
We hope to have you again as our guest on your next trip to Italy.
From $291.02
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