Exclusive Wine Tour in Chianti and San Gimignano with Lunch and Wine Tasting
A private journey through rolling vineyards, medieval towers, and the flavors of a genuine Tuscan family farm
This Chianti wine tour invites you to leave Florence behind and spend a full day discovering the countryside, villages, and culinary traditions that define authentic Tuscany. Your private driver collects you directly from your accommodation and guides you through some of the region's most rewarding landscapes and experiences. The pace is relaxed, the company is small, and the access is genuinely personal.
The route winds along the legendary Chianti wine road, passing through olive groves, cypress-lined lanes, and hillside vineyards before arriving at the remarkable medieval town of San Gimignano. Here you have a free hour to wander the main square, explore artisan workshops, and, if you choose, sample the gelato from Gelateria Dondoli, which has earned a strong international reputation.
The heart of the day is a sit-down lunch at a family-run organic farm in the Chianti hills. This is not a commercial tasting room but a working property where the family shares its products, methods, and table with guests. The return journey crosses quieter, less-traveled corners of Chianti, with stops for photographs among the vines and olive trees.
Tour Highlights
Scenic private drive along the Chianti wine road through vineyards and medieval villages.
Self-guided visit to San Gimignano, the UNESCO-listed Town of Fine Towers, with its remarkable medieval skyline.
Wine tasting at a family-run organic farm, featuring Chianti, Chianti Riserva, Sangiovese, and Vernaccia.
Tuscan farm lunch with bruschetta, homemade pasta or lasagna, cured meats, pecorino cheese, and dessert.
Tastings of extra virgin olive oil, truffle and pepper varieties, and aged balsamic vinegar.
Photo stops among the vineyards and olive trees in the rural, lesser-known areas of Chianti on the return.
Fully private and exclusive experience with hotel pickup and drop-off included throughout Florence.
Itinerary
Your expert driver collects you from your hotel, bed and breakfast, or private apartment in a comfortable minivan. The journey begins with a scenic drive through the Tuscan countryside heading toward the Chianti hills.
The route follows one of Tuscany's most celebrated wine roads, winding through gentle hills covered in olive groves, cypress trees, vineyards, and historic villages. Your driver highlights points of interest along the way and provides context for what you are seeing.
You arrive at the walled medieval hill town of San Gimignano, renowned throughout Europe for its surviving towers and its Vernaccia white wine. Approximately one hour of free time allows you to explore the main square, visit artisan workshops, and discover the town at your own pace.
The group moves to a family-run organic farm in the Chianti area for a full sit-down lunch served in the garden or a private room. The meal is accompanied by a structured tasting of wines, olive oils, balsamic vinegar, and other farm products, with the family sharing the story behind each one.
On the way back, the driver takes secondary roads through the quieter, more rural sections of Chianti. The vehicle pauses at viewpoints where guests can photograph the vineyards and olive groves in the afternoon light.
The tour concludes with a direct return to your hotel or accommodation. Total duration from pickup to drop-off is approximately six hours.
What Is Included and Excluded
Included
- Private transport in a comfortable air-conditioned minivan
- Professional English-speaking driver and guide
- Hotel pickup and drop-off
- Visit to San Gimignano with free exploration time
- Lunch at a family-run organic Tuscan farm
- Wine tasting: Chianti, Chianti Riserva, Sangiovese, Vernaccia
- Extra virgin olive oil tasting including truffle and pepper varieties
- Balsamic vinegar tasting
- Scenic stops for photography along the Chianti route
Not Included
- Entrance fees to museums or paid attractions in San Gimignano
- Personal purchases at the farm or in the town
- Gratuities for the driver or guide (discretionary)
- Travel insurance
- Alcoholic beverages beyond the included tasting
Important Information
Reserve Your Private Chianti Experience
Spaces on this private tour are limited by design. Secure your place now to enjoy a full day in the Tuscan countryside with a dedicated driver, a farm lunch, and wine tastings that go well beyond the typical tourist experience.
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