Discover the enchanting landscapes and historic charm of Tuscany’s most beloved destinations on a private tour by minivan. Venture along the renowned Strada 222 wine route, explore UNESCO World Heritage sites in Siena and San Gimignano, and enjoy an authentic wine tasting experience at a local winery. This personalized journey offers an intimate and comfortable way to uncover the region’s stunning beauty and rich cultural heritage. What will you discover on this unforgettable Tuscan adventure?
Key Points

- A private minivan tour exploring the UNESCO World Heritage sites of Chianti, Siena, and San Gimignano.
- Scenic drive along the Strada 222 wine route with a visit to a local Chianti winery.
- Flexible pickup locations and a maximum group size of 7 for a personalized experience.
- Stunning photo opportunities, including Piazzale Michelangelo and the charming medieval town of San Gimignano.
- Customizable itinerary allowing guests to tailor the tour to their preferences.
Tour Overview and Highlights

This private tour offers visitors a comprehensive exploration of Chianti, Siena, and San Gimignano, two UNESCO World Heritage sites.
The typical itinerary includes a scenic drive via the Strada 222 wine route, a visit to a Chianti winery, and lunch at an additional cost.
Guests can capture stunning photos from Piazzale Michelangelo before discovering the charming medieval town of San Gimignano.
With a group size of up to 7 people, this personalized experience provides the flexibility to tailor the tour to individual interests.
Priced from $650.75 per group, the tour includes private transportation and bottled water.
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Inclusions and Pricing

The private tour includes private transportation in an air-conditioned vehicle and provides bottled water for guests.
Lunch and wine tasting are available at an additional cost of €70 and €30 per person, respectively.
Guests can also take advantage of the free cancellation policy up to 24 hours before the experience starts, and onboard Wi-Fi is available throughout the tour.
- Lunch and wine tasting at extra cost
- Free cancellation up to 24 hours before
- Onboard Wi-Fi available
Meeting and Pickup Information
Pickup points for the private tour of Chianti, Siena, and San Gimignano can be customized to suit the needs of guests.
The tour starts at 9:00 AM, offering flexibility for the pickup location. While the tour isn’t wheelchair accessible, stroller and infant seats are available.
Travelers with serious medical conditions are advised to reconsider this tour. The minivan provides onboard Wi-Fi, ensuring guests can stay connected throughout the journey.
With a maximum group size of 7 people, the tour offers a personalized experience, allowing for efficient transportation and exploration of the Tuscan countryside.
Traveler Reviews and Experiences

Guests have overwhelmingly praised the private tour, with 72 reviews earning a stellar 4.8 rating, and 96% recommending the experience.
Reviewers highlighted several memorable aspects:
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The flexibility and personalized service of guides, particularly Francesco and Gino, who enhanced the overall experience with their knowledge and warmth.
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The charming atmosphere of San Gimignano and the enjoyment of lunch at local wineries along the tour.
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The stunning views and unique souvenirs that made the tour a highlight of their travels in Tuscany.
While drivers provide valuable information, guests noted they aren’t professional guides in Siena, emphasizing the importance of clear communication regarding the tour structure.
Exploring Chianti: Scenic Drives and Winery Visits

As the private tour makes its way through the picturesque Chianti region, guests embark on a scenic drive along the Strada 222 wine route.
This renowned road winds through vineyards and olive groves, offering breathtaking vistas at every turn.
The tour’s highlight is a visit to a local winery, where guests can indulge in a wine tasting and learn about the region’s winemaking traditions.
The knowledgeable guide provides insight into the Chianti wine production process, enabling guests to appreciate the complexities and nuances of the area’s renowned vintages.
This immersive experience offers a true taste of Tuscany.
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Discovering Siena: UNESCO World Heritage Site
After traversing the picturesque Chianti region, the private tour arrives in the historic city of Siena, a UNESCO World Heritage Site.
Guests can:
- Admire the striking Gothic architecture of the Piazza del Campo, home to the famous biannual Palio horse race.
- Visit the Siena Cathedral, a stunning marble masterpiece with intricate façade and interiors.
- Explore the winding medieval streets, discovering charming shops, cafes, and the unique contrada (neighborhood) culture.
The guide provides insights into Siena’s rich history and heritage, enhancing the experience of this remarkable Tuscan city.
Charming San Gimignano: Another UNESCO Gem
The private tour then proceeds to the charming medieval town of San Gimignano, another UNESCO World Heritage Site. Nestled atop a hill, the town’s iconic skyline of medieval towers offers a captivating glimpse into its storied past. Guests can explore the picturesque piazzas, visit historic churches, and browse the charming shops lining the narrow streets. San Gimignano’s well-preserved architecture and tranquil atmosphere make it a highlight of the tour, allowing travelers to enjoy the authentic ambiance of Tuscany.
| Feature | Description |
|---|---|
| History | Established in the 3rd century BC, San Gimignano flourished as a wealthy trading post |
| Architecture | Renowned for its striking medieval towers, some reaching heights of 200 feet |
| Landmarks | Includes the Duomo, Palazzo del Popolo, and the Piazza della Cisterna |
| Cuisine | Famous for its Vernaccia white wine and delectable gelato |
| Atmosphere | Enchanting medieval charm and a serene, pedestrian-friendly ambiance |
Customizable Itinerary and Personalized Service

One of the key highlights of this private tour is its customizable nature, allowing guests to tailor the experience to their unique preferences.
The pickup locations are flexible, accommodating travelers’ convenience. Plus, the tour group size is limited to 7 people, ensuring a more personalized and intimate experience.
Guests can also choose to include a winery visit and lunch, providing an opportunity to immerse themselves in the local culinary and wine culture of the Chianti region.
This customizable approach and attentive service contribute to the overall satisfaction of the tour, as evidenced by the overwhelmingly positive reviews.
- Flexible pickup locations
- Small group size (up to 7 people)
- Optional winery visit and lunch
Frequently Asked Questions
Can We Customize the Itinerary Further?
Yes, the tour can be customized further. Travelers can work with the tour provider to adjust the itinerary, add or remove activities, and personalize the experience to their preferences and interests.
How Much Time Is Spent at Each Location?
The itinerary can be customized, but generally, you’ll spend around 2 hours in Chianti, 1.5-2 hours in Siena, and 1-1.5 hours in San Gimignano. The exact timing may vary based on your preferences and pace.
Are There Any Dress Code Requirements?
There are no strict dress code requirements, but comfortable walking shoes and weather-appropriate clothing are recommended. Visitors should avoid overly casual attire like shorts or tank tops, as some sites may require more modest dress.
Can We Have Vegetarian/Dietary-Restricted Meals?
Yes, the tour provider can accommodate vegetarian and other dietary-restricted meals. Guests should communicate any dietary needs when booking the tour, and the provider will work to ensure a suitable lunch is provided at the winery.
Is It Possible to Add Extra Activities?
Yes, you can add extra activities to this tour. The tour provider offers flexibility, and they’re happy to customize the itinerary to include additional experiences, such as visiting local artisan workshops or exploring other Tuscan towns, based on your interests.
The Sum Up
This private tour provides a comprehensive and intimate experience of Tuscany’s renowned wine region and historic towns. Guests will enjoy the breathtaking Chianti countryside, taste authentic local wines, and explore the UNESCO World Heritage sites of Siena and San Gimignano. The personalized, comfortable minivan transport ensures a seamless and enjoyable journey tailored to individual preferences.
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