From Rome: Tuscany, Siena and San Gimignano with Tasting
Description
Embark on a fascinating excursion in the Tuscan hills, visiting the historic cities of Siena and San Gimignano. We will pick you up from your hotel or apartment in Rome. The tour will start with the exploration of Siena, its magnificent Piazza del Campo and its majestic Duomo. Admire the medieval architecture and immerse yourself in the history and culture of this beautiful city. The tour continues to San Gimignano, known as the "Manhattan of the Middle Ages" for its imposing towers. Stroll through the cobbled streets and enjoy the panoramic views of the surrounding hills. After enjoying free time in San Gimignano we will head to a charming wine estate in the countryside where you will have the opportunity to participate in a tasting of local wines accompanied by typical products, tasting the fine Tuscan wines and discovering the secrets of their production. Return to Rome is scheduled for the afternoon.
Tour Options
Itinerary
Siena, located in the heart of Tuscany, is a medieval city famous for its beauty and its historical heritage. The historic center of Siena, recognized as a World Heritage Site by UNESCO, is characterized by narrow and winding streets, historic buildings and charming squares. Piazza del Campo is the hub of city life and hosts the famous Palio, a horse race that takes place twice a year. Siena Cathedral, with its extraordinary black and white marble facade, is a masterpiece of Italian Gothic architecture. Inside, visitors can admire works of art by famous artists such as Donatello, Michelangelo and Pinturicchio. Siena is also renowned for its traditional Tuscan cuisine and fine wines, such as Chianti and Brunello di Montalcino.
San Gimignano, located in the heart of Tuscany, is famous for its many medieval towers, which have earned it the nickname "Manhattan of the Middle Ages". This charming city is a UNESCO World Heritage Site and offers visitors a fascinating immersion in medieval history and art. Walking through its cobbled streets, you can admire the ancient towers that stand out over the landscape. San Gimignano is also renowned for its white wine, Vernaccia di San Gimignano, one of the finest in Tuscany.
Highlights
What's included
Pickup Locations & Times
Wait in the lobby or outside your apartment/B&B 10 minutes before the agreed time.
Traveller Ratings
Important Information
- Infants and small children can ride in a pram or stroller
- Specialized infant seats are available
- Suitable for all physical fitness levels
Reviews(8)
Amazing from the driver Max to the toor guide Michaela & assistant Giuseppe, ALL very personable and fun =enjoyable conversation &knowledgeable loved it !=would recommend this tour -we had a great time!!!
Initially, we were unaware that the wine tour was actually a wine tasting. We had thought we were visiting a winery to learn about the process of winemaking, not tasting 8 different wines with a light lunch. We already know how to drink wine😊Somewhat disappointed about that. Especially with the long drive to and from. We would have like more time visiting the town Siena vs, unstructured time in churches.
Such a fantastic trip to end our first Italy trip ⭐️ Mamma Mia Italia has been so wonderful and very accomodating with all the tours we’ve booked with them. The Siena/San Gimignano tour today was great! Wine tasting was such a wonderful experience and the food was awesome too. Learned lots during the wine tasting experience. San Gimignano was such a beautiful place. We even had the award winning gelato 😋🍦 A must try! The drive there isnt too far. The van is comfy and our tour guide and driver made sure we were comfortable during the drive. Massimo, our driver, very pleasant and a very good driver.. Simone, our tour guide, so so wonderful 😊 very pleasant, caring, warm and very knowledgeable. Its been such a pleasure having him as our tour guide.
Exceeded expectations all around. Having a small group tour in a private van was absolutely worth paying a little more as opposed to large group tour and dealing with lots of people on a big bus. Being picked up and dropped off at hotel was also very nice not having to figure out transportation. We had our own tour guide and a driver. Tours of the city and cathedrals was educational and Dina was very knowledgeable about many different things. She was able to pivot between history, religion, and architecture intelligently. Had a little time to do some shopping in both places. The winery and staff were excellent. The wine was plenty, a great 3 course meal. The staff had us laughing off our chairs. The purchase options with discounts were good. Balsamic, several olive oils, and a few wines not sold in stores. Overall a great day spent in the Tuscany region. Highly recommended.
Dina and Massimo were wonderful, we were able to see and do everything that we wanted to, they were very flexible and accommodating to our group’s needs.
The perfect Italian day! January is a peaceful time for Tuscan villages! Max and Paula were amazing, immediately felt welcomed and never rushed. Perfect walking tours, history, and wine.
Thank you so much for this wonderful review! We are truly delighted that you experienced what you described as “the perfect Italian day.” January really does offer a special atmosphere in Tuscan villages, and knowing that you enjoyed it makes us very proud. It was a real pleasure to welcome you. We’re so happy you felt comfortable and never rushed, and that you appreciated the walking tours, the history, and of course the wine. We hope to welcome you back soon for another unforgettable experience in Tuscany!
If I could give Max and Paula 10 stars, I absolutely would. This experience was far beyond the typical “run-of-the-mill” tour — it felt personal and thoughtful! The day in Siena and San Gimignano was unforgettable. Paula shared not only the history and culture of each place, but also the hidden stories and local insights that you won’t find in guidebooks. Max drives very comfortably. Their warmth, professionalism, and passion for what they do made the entire journey exceptional. The wine tour was the perfect finale — beautiful vineyards, incredible wines, and an atmosphere that felt authentic and relaxed. I would wholeheartedly recommend this tour to all my family and friends. Grazie, Paula and Max, for an extraordinary experience!
Thank you sincerely for your wonderful words! We are very happy that your day with Paola and Max was so special and that you enjoyed both the cultural visits and the winery experience. Your enthusiasm fills us with joy and motivates us to always do our best. We hope to see you again soon to share more wonderful experiences together!
We had an unforgettable day with Mamma Mia Italia exploring Siena, San Gimignano, and enjoying a private wine tour. Dina was an incredible guide—knowledgeable, fun, and passionate—while Maximo was a fantastic driver who made the journey smooth and relaxing. The wine experience was outstanding and perfectly curated. Highly recommend this team for a truly memorable Tuscan adventure!
Thank you so much for your wonderful review! We’re absolutely thrilled that your day in Siena and San Gimignano was such a special experience for you. We’re also very glad the wine experience lived up to your expectations — it’s always a pleasure to share the magic of Tuscany! A special thank you from Dina and Massimo as well! Thank you again for choosing Mamma Mia Italia. We look forward to welcoming you back for another Italian adventure!
