Embark on a private full-day tour of Siena, San Gimignano, and Chianti in Tuscany. Explore medieval cities, visit vineyards, and indulge in a wine tasting experience.
Embark on a private full-day tour of Siena, San Gimignano, and Chianti in Tuscany. Explore medieval cities, visit vineyards, and indulge in a wine tasting experience.
- Siena - Discover Siena through the expert guidance of a professional tour guide! As one of Tuscany’s most popular destinations, Siena is renowned across Italy for its remarkable medieval architecture. Upon arrival, delve into Siena’s rich history and art with your guide, exploring notable landmarks such as the iconic seashell-shaped Piazza del…
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Siena - Discover Siena through the expert guidance of a professional tour guide! As one of Tuscany’s most popular destinations, Siena is renowned across Italy for its remarkable medieval architecture. Upon arrival, delve into Siena’s rich history and art with your guide, exploring notable landmarks such as the iconic seashell-shaped Piazza del Campo and the magnificent Siena Cathedral. The historic streets of Siena are lined with local shops, offering a perfect chance to sample local cuisine or purchase souvenirs!
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Duomo di Siena - The Cathedral of Santa Maria Assunta serves as the primary Catholic worship site in Tuscany and the diocese of Siena. Situated in the square bearing its name in the city center, this Italian Gothic masterpiece is among Italy’s most significant and stunning churches.
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Piazza del Campo - Piazza del Campo, or simply il Campo, is Siena’s main square. Famous for its unique seashell shape, it is celebrated worldwide for its beauty and architectural harmony, and as the venue for the biannual Palio di Siena.
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Monteriggioni - Enjoy a delightful visit to this small, fortified village, still encircled by its original medieval walls. Located near Siena, Monteriggioni is perfect for a leisurely stroll after lunch at a local restaurant.
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Podere La Marronaia- Le Colonne Biodynamic Winery & Farm - OPTIONAL lunch at the Farm or Winery.
Savor lunch at a charming organic farm. The owner will guide you around the property while his wife prepares a memorable meal for your private group.
Explore the cellar to admire the Super Tuscans and Chianti Classico wines - Craft Wine - and visit the nearby Acetaia, a vinegar cellar with aged vinegar.
Enjoy a unique dining experience with a stunning Tuscan view, tasting organic delights like traditional Lasagna, crostini, local meats and cold cuts, legumes, seasonal vegetables, honey, and cheeses enhanced with exquisite aged balsamic vinegar. Wine will complement each course, with a different distinctive glass paired with each of the four main courses and desserts.
The meal concludes with ice cream and balsamic vinegar or other desserts. -
Chianti Road - The SS222 road, known as Chiantigiana, is one of Italy’s most picturesque routes, traversing the Chianti region from Florence to Siena. Driving along it offers a wonderful way to explore the area.
Travel this scenic road northward, starting from Siena and reaching Castellina in Chianti.
The region is rich with castles and villages, such as the Castle of Fonterutoli, where you can admire the quaint medieval village surrounded by endless vineyards, ancient woods, and lush hills. -
San Gimignano - The enchanting fortress of San Gimignano is a top tourist attraction in Tuscany. This medieval architectural gem remains unchanged since 1300 AD. It is especially renowned for its ancient towers, which dominate the skyline, earning it the nickname “Manhattan of the Middle Ages.”
Be sure to visit the famous Dondoli ice cream shop, acclaimed for having the best ice cream in the world.
This is the final stop of the day before returning to Florence.

- Unlimited cold mineral water
- On-board WiFi
- Panorama view photo stop
- Pick-up and drop off at your selected hotel/location (Florence Down Town)
- English-speaking licensed driver
- A licensed TOUR GUIDE in Siena 2/3hrs
- Private transportation by Mercedes Minivan Air-Conditioned
- Unlimited cold mineral water
- On-board WiFi
- Panorama view photo stop
- Pick-up and drop off at your selected hotel/location (Florence Down Town)
- English-speaking licensed driver
- A licensed TOUR GUIDE in Siena 2/3hrs
- Private transportation by Mercedes Minivan Air-Conditioned
• PRIVATE GROUP EXPERIENCE •
This ESCORTED journey will escort you in the morning to explore the city of Siena with the guidance of a knowledgeable official guide. The afternoon will be set aside for exploring the historic Chianti wine region. You’ll get the chance to visit some famous vineyards, or small family-run establishments, explore their wine…
• PRIVATE GROUP EXPERIENCE •
This ESCORTED journey will escort you in the morning to explore the city of Siena with the guidance of a knowledgeable official guide. The afternoon will be set aside for exploring the historic Chianti wine region. You’ll get the chance to visit some famous vineyards, or small family-run establishments, explore their wine cellars and try their delicious food and wines. Finally, discover the stunning medieval city of San Gimignano, known as one of the most attractive historic Italian villages. You can also choose to add the bonus of a memorable lunch to enjoy traditional Tuscan wines and delicacies in a local organic farm or winery!
• 9hr Full-Day private Tuscan journey from Florence
• Included LICENSED GUIDE in Siena
• Explore the medieval cities of Siena, Monteriggioni, San Gimignano and Fonterutoli
• Produce Chianti Classico wine at a local vineyard
• Private Mercedes Minivan air-conditioned transportation
- Departure is at 9:00am. Pick-up time can be changed upon request.
- In case of rain, umbrellas will be provided by your driver.
- A confirmation is appreciated the day before the appointment by e-mailing or via iMessage or WhatsApp.
- This tour/experience is for a maximum of 7 travelers (your private party).
- You will be picked up directly at your hotel or address (Florence down Town) provided at the time of booking at the exact time of the start of the tour.
- Upon request, during the reservation we can organize lunch in winery, this is a highly recommended experience, especially for wine lovers. We also offer vegetarian and gluten-free lunches, and accommodate allergies. **Lunch in farm or winery (to be paid on-site from 55€pp to 65€pp)
- *OPTIONAL FARM LUNCH (This option will exclude the possibility to visit the fortress of Monteriggioni).
- Our drivers will happily assist with any questions or requests. They are vastly familiar with Tuscany and will share curiosities and facts, or offer suggestions about the area being toured, and more.
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.