Siena and San Gimignano: Epic Small Group Wine Day Tour from Rome

Badge of ExcellenceRome, Italy
Tuscany All Day Wine Tour Siena and San Gimignano
  • 8 hours
  • Pickup offered
  • Mobile ticket
  • Offered in: English


If you’re short on time but want to make the most of your visit to Italy, experience the famous Tuscan countryside with this full-day tour from Rome. Travel by air-conditioned minivan to a landscape of rolling hills, olive groves and vineyards, stopping to stroll through the UNESCO-listed hilltop village of San Gimignano. Visit a winery in the famed Chianti region for a tour and tasting with appetizers, and explore the well-preserved medieval city of Siena, home to the popular Il Palio horse race.
  • Enjoy a day away from the hustle and bustle of the city
  • Soak up the atmosphere on a walking tour
  • Explore the local streets on a walking tour of the city
  • Small group ensures personal service

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, accomodations
  • 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
  • Siena Cathedral entrance tickets
  • Tips

Meeting and Pickup

Pickup points

Select a pickup point

Start time

07:00 AM

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

What To Expect

Basilica Cateriniana Di S. Domenico

20 minutesAdmission Ticket Free

Duomo di Siena

20 minutesAdmission Ticket Not Included

Centro Storico di Siena

1 hour Admission Ticket Free

Historic Centre of San Gimignano

45 minutesAdmission Ticket Free

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

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.

Traveler Photos

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83 reviews
Total review count and overall rating based on Viator and Tripadvisor reviews
Reviews by Viator travelers.
Showing 1-10 of 83 reviews
Best ever!’
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
Great small group tour and amazing food at the winery!
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.
An outstanding experience
Severino our guide and Max our driver were the perfect companion to make this tour really memorable We felt cosy and comfortable from the the beginning. Highlight the wine and food tasting at a magnificent place in San Gimigniano Totally recommended
Trip to Tuscany
hdnqx9rhgh, Dec 2023
Joseph and Maximo were a great team to take us around parts of Tuscany! The landscape is all I hoped. Both towns we visited were filled with history. Ended with the food and wine pairing was the highlight of the day. Thanks for the wonderful experience and memories!
Iconic Tuscany
Scott_G, Nov 2023
Perfect day trip to experience the Tuscan countryside! Iconic sights, the best winery experience with tasting and full Italian meal, all with the ease of your own driver and local guide. You won’t regret it!
Siena wine tour
Karen_D, Nov 2023
Excellent tour. Picked up on time. Siena was beautiful and the winery and gardens were beautiful. Highly recommend.
Tuscan Sun and Fun
Jefbab, Nov 2023
We wanted to take a day to explore Tuscany but not on a big bus tour. This was the perfect way to do it. We were joined by a wonderful couple so the six of us whisked through Rome and headed for the hills and quaint towns of Tuscany. We had perfect weather; our guide and driver were excellent. Siena was charming, along with San Gimignano. We worked up an appetite walking around and when we arrived for lunch, we were greeted by the owner of the winery. Farm to Table in a beautiful rustic setting. Lots of delicious wine and a lasagna that was finished off with a light drizzle of truffle oil. This is a must do trip if you want a brief but thorough overview of the area. We will definitely be back for a longer visit.
The Day Trip of a Lifetime! Simply Amazing
Allison_F, Oct 2023
Our guide Giuseppe and driver Roberto were top notch. Roberto had nerves of steel and drove us safely through the harrowing streets of Rome & winding hills of Tuscany without breaking a sweat. Guiseppe was fun, knowledgeable and very accommodating of individual requests and needs. The winery lunch was absolutely amazing! If I could give it 10 stars I would. If I could live there and eat & drink that way every day I would! I would also weigh 600 lbs. But, it would be worth it. I definitely recommend this tour to anyone wanting to experience the countryside in a semi-private format. It was the experience of a lifetime!
Day in the country
Robin_H, Sep 2023
Nice day with one other couple. Great escape from Rome for a day. Spent some money buying wine that got sent home.
Nice experiences in Tuscany
James_S, Sep 2023
Josh was our guide and ended up being a private tour. Started in Siena which was a small town. A little disappointed we’re not allowed to visit Duomo di Sienna as an advance ticket was required. This should have been included in tour or give you option to buy. Tenuta torciano winery for lunch in San Gimignano was great. Tasted so many wines. San Gimignano was beautiful. Josh took us to shops for various tasting of chocolates, oils, limoncello, meloncello, and cheeses. Lots of walking.Great day.
Great way to see Tuscany Area
Michele_B, Jul 2023
Excellent value! Great wine! Definitely not a light lunch :). Josh our tour guide was very well informed and showed us some of his local favorites in the two cities.
Wonderful trip to Siena and wine tasting.
Samara_P, Jun 2023
Joseph (Giuseppe) was wonderful. He is very knowledgeable about the areas and took his time to explain and answer our questions. I highly recommend this tour.
A great experience. Highly recommend.
Sherry_K, Jun 2023
I LOVED this tour. We had Peitro and Anntonette as our tour guide and driver. Our tour guide was like an old friend and such a great storyteller. She made Siena come alive and had great recommendations. The winery was just ok. The food was not very good to me but my husband loved it. I would recommend this trip many times over.
Breathtaking views
Michelle_G, Jun 2023
We had a wonderful day traveling out to the country. Our guide, Josh, and our driver, Giovani, were great at making everything safe, interesting, and fun!
Great guide and fun tour
John_K, May 2023
The guide was great and we greatly enjoyed the tour. Prospective customers should know the tour - from the time we were picked up at our hotel to the time we were dropped off - was approximately 12 hours, but the day was well worth it, and it was very memorable and fun.
Great day trip
Peta_A, May 2023
Great wine and food and the sommelier Leonardo was fantastic Good day out from the hustle and bustle of Rome
Laura_S, May 2023
If I could give 10 stars I would! Our tour guide, Josh, was awesome. We had a wonderful day and got to see and experience beautiful sites/towns. Would definitely do another excursion with this group and can’t recommend Josh highly enough.
Wanted to visit historical site not gift shop
Gerard_C, May 2023
Riding in a hot van with no AC. Visiting a gift shop and not a major landmark, the Basilica or museum. We paid for a tour, and got more tome at gift stores and not enough at landmarks.

From $269.31

Price varies by group size

up to 24 hours before the experience starts (local time)

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