Private Siena and San Gimignano Tour: Explore Medieval Hill Towns with Wine Tasting in Rome

Discover the charm of medieval hill towns with a private tour from Rome. Explore Siena and San Gimignano, indulge in wine tasting, and enjoy a memorable day in the enchanting Tuscan region.

Duration: 11 hours
Cancellation: 1 day learn more
Highlights

At 7:30am, an English-speaking driver will pick you up from your accommodation in Rome and take you on a scenic drive through the Tuscan countryside. After approximately 2.5 hours, you’ll arrive in the charming town of Siena. Here, you’ll have free time to wander and discover the town’s hidden gems, from Piazza del Campo, where the famous Palio horse race occurs twice a year, to the stunning Duomo and its impressive Bell Tower.

Next, you’ll board the van and head to San Gimignano, often referred to as “the Manhattan of Tuscany” due to its numerous medieval towers built by noble families. In San Gimignano, you’ll also have time to explore and sample some of Italy’s best gelato.

But the highlight is yet to come.

After soaking in the town’s atmosphere, you’ll descend into the surrounding valley to a remarkable venue for an unforgettable wine tasting and light lunch. Once you’ve enjoyed the wine and food, you’ll be driven back to Rome.

Points of Interest

  • Piazza del Campo

  • Duomo di Siena

  • San Gimignano Bell Tower

  • Centro Storico di Siena

  • Historic Centre of San Gimignano

  • Tenuta Torciano

What's Included
  • Private tour
  • Driver
  • Live commentary on board
  • Hotel/port pickup and drop-off
  • Transport by private vehicle
What's Not Included
  • Gratuities
  • Food and drinks, unless specified
  • Price doesn’t include wine tasting and light lunch (as above 55€ p.p.) to be paid on site
  • Wine tasting and lunch to be paid on site for 55 euro pp
Additional Information

Experience top-notch wine, ancient townships, and the age of knights on this phenomenal excursion from Rome. Starting with a hotel pickup at 7:30 am, an English-speaking guide will accompany you to explore the charming Region. A 2.5-hour journey will take you to Siena, a place to spare time for your leisure activities. Following this, the trip will continue to Gimignano, ensuring you get to delight in some strolls, try gelato, and enjoy absorbing the view. After this, the tour will proceed down the valley for a delightful lunch and wine tasting. This 11-hour tour comes to an end with a return to your hotel.

  • Operates in all weather conditions, please dress appropriately
  • Please advise any specific dietary requirements at time of booking
Location
Piazza del Campo
Piazza del Campo,
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
5.0
(17 Ratings)
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F9205tlpatrickb
Sep 19, 2024
Visit to Tuscany - We had a fabulous time on our excursion with Fabio. Fabio is a safe and competent driver. He made great conversation with my wife. His directions at each stop were very clear and helpful. We had never been to Sienna or San Gimignano before. Now Sienna may be my wife’s favorite town in all of Italy. The wine tasting at Tenuta Torciano was fun and relaxed. All in all it was a wonderful experience.
Review provided by Tripadvisor
Tony_p
Jul 5, 2024
Excellent - We went to Tuscany and had wonderful drivers to show us me and my family a great time. I highly recommend this tour.
Review provided by Viator
Anna_m
Jul 5, 2024
The best tour! - Luca and Manni were the best! Definitely recommend taking this tour! They were very knowledgeable. The drive was very pleasant-able.
Review provided by Viator
Karajcon
Jun 10, 2024
Professional, fun experience! - We had an amazing tour of Siena, San Gimignano with a wine tasting at Tortiano winery. Our driver was very professional and filled us with fun facts throughout the day. He offered great suggestions for places to experience the local culture in each of the towns. It was a wonderful day and we left wanting to experience more. We will use this tour company again!
Review provided by Tripadvisor
Delaneynation
Jul 10, 2023
Life changing! - Luca was absolutely incredible on our wine tour from Rome. He took us to the best wineries in the area and made sure we had everything we needed at all times, also was extremely knowledgeable and was able to answer any questions we had. The van was also in great condition and extremely clean so it made for a smooth and pleasant transfer. Can’t say enough great things about this experience! Truly life changing!
Review provided by Tripadvisor
Tj857
Apr 20, 2023
10/10 ⭐️ - Luca, Manny, and Johnny treated us from the very beginning like family and are unbelievably knowledgeable of every thing you pass by in Italy! They know all of the goods spots and even translated for us often to make sure we were taken care of. You may even get Luca to sing for you in the van. 🥳 10/10 ⭐️
Review provided by Tripadvisor
Stlchesterfield
Apr 2, 2022
Highly recommend! - The entire experience was fabulous! Manny was an excellent driver and so informative! He was patient with our group and all of his suggestions were amazing! Wine tasting was wonderful and so were all the amazing sites!
Review provided by Tripadvisor
Gbafa
Mar 19, 2022
Best part of Roman Holiday - Fantastic day. Skip Siena and go straight to San Gimigiano. Beautiful medieval town. You need time to get a glass of wine and look out at the countryside. Wine tasting at Torciano with Leonardo was amazing. Get ready 9 full glasses of great wine. Finally ask for Manny as your guide, really nice and knowledgeable. 5 stars!
Review provided by Tripadvisor
Hunter22537
Sep 22, 2021
Trip of a lifetime - Luca made this the most enjoyable trip I've ever taken. From the start he educated us about Rome and Italy with great passion and expertise. He and his associate Johnnie (Giovanni) were kind and wonderful guides on our Italian adventure. They made us feel welcome and made certain that we had everything we could possibly need. We will definitely be back to see more of Italy, and will absolutely do so with Luca! Ciao!
Review provided by Tripadvisor
Calit98
Aug 20, 2021
FANTASTIC! - Luca made the trip very smooth. Had plenty of time to enjoy the stunning Tuscany area. Everyone at the winery made you feel like family. This is how you want to experience Tuscany!!
Review provided by Tripadvisor
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October 2024
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