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 eyes of an expert tour guide! This Tuscan gem is renowned for its medieval architecture. Upon arrival, delve into Siena’s rich history and art with your guide, visiting notable landmarks like the iconic seashell-shaped Piazza del Campo and the magnificent Siena Cathedral. Wander through historic streets filled…
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Siena - Discover Siena through the eyes of an expert tour guide! This Tuscan gem is renowned for its medieval architecture. Upon arrival, delve into Siena’s rich history and art with your guide, visiting notable landmarks like the iconic seashell-shaped Piazza del Campo and the magnificent Siena Cathedral. Wander through historic streets filled with local shops, perfect for tasting regional delicacies or picking up unique gifts!
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Duomo di Siena - The Cathedral of Santa Maria Assunta stands as the main Catholic worship site in Tuscany and the diocese of Siena. Located in the central square of the same name, this Italian Gothic masterpiece is one of 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, celebrated worldwide for its unique seashell shape, beauty, and architectural harmony. It’s also famous for hosting the Palio di Siena horse race twice a year.
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Monteriggioni - Enjoy a charming visit to this small, fortified village, still encircled by its original medieval walls. Just a short distance from Siena, Monteriggioni is perfect for a leisurely stroll after lunch at a local eatery.
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Chianti Road - Known as the SS222 or Chiantigiana, this scenic route is one of Italy’s most picturesque drives, stretching from Florence to Siena through the Chianti region. Traveling north from Siena to Castellina in Chianti, you’ll encounter castles and villages, including a stop at the Castle of Fonterutoli to admire the medieval village, surrounded by vineyards, ancient woods, and rolling hills.
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Podere La Marronaia- Le Colonne Biodynamic Winery & Farm - OPTIONAL lunch at the Farm or Winery.
Savor a meal at this delightful organic farm. The owner will guide you around the property while his wife prepares a memorable lunch for your group. Visit the cellar to see the Super Tuscans and Chianti Classico wines, and the vinegar cellar with its aged vinegar. Enjoy a unique dining experience with a stunning Tuscan view, tasting organic dishes like traditional lasagna, crostini, local meats, legumes, seasonal vegetables, honey, and cheeses with aged balsamic vinegar. Each course and dessert will be paired with a distinct wine. Finish with ice cream and balsamic vinegar or other desserts. -
San Gimignano - This enchanting stronghold is a top tourist destination in Tuscany, known for its well-preserved medieval architecture and ancient towers, earning it the nickname Manhattan of the Middle Ages. Don’t miss the award-winning Dondoli ice cream shop, famed for the best ice cream in the world. This is the final stop 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
- Lunch in farm or winery (to be paid on-site from 50€pp to 60€pp)
- Lunch in farm or winery (to be paid on-site from 50€pp to 60€pp)
• 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). Should your group exceed this size, you can make two reservations.
- 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 wine cellars or on farms, this is a highly recommended experience, especially for wine lovers. (We also offer vegetarian and gluten-free lunches, and accommodate allergies. Upon request 24hrs before the tour).
- *OPTIONAL FARM LUNCH (This option will slightly reduce your time to visit the cities of Siena and 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.