Explore San Gimignano’s medieval charm, savor Chianti wines, and indulge in Tuscan cuisine on a private tour from Florence. Book your adventure today.
Explore San Gimignano’s medieval charm, savor Chianti wines, and indulge in Tuscan cuisine on a private tour from Florence. Book your adventure today.
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San Gimignano - Renowned globally for its distinctive skyline marked by medieval towers, San Gimignano was once home to 72 towers built by noble families as symbols of their power and wealth. Today, 14 towers remain. The village’s core is centered around two main squares:
Piazza della Cisterna: Notable for its unique triangular shape, this square…
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San Gimignano - Renowned globally for its distinctive skyline marked by medieval towers, San Gimignano was once home to 72 towers built by noble families as symbols of their power and wealth. Today, 14 towers remain. The village’s core is centered around two main squares:
Piazza della Cisterna: Notable for its unique triangular shape, this square features an ancient stone well at its center and is surrounded by elegant noble palaces.
Piazza del Duomo: This square serves as the hub of religious and political life, housing the Collegiate Church (the Duomo, adorned with magnificent 14th-century frescoes), the Palazzo del Popolo, and the most impressive towers.
In addition to its architectural splendor, San Gimignano is celebrated for its exceptional products:
Vernaccia di San Gimignano: Esteemed as one of Italy’s finest white wines, it was the first to receive the DOC designation in 1966.
Artisanal Gelato: Piazza della Cisterna hosts some of the world’s most acclaimed ice cream parlors. -
Barberino Val d’Elsa - An ideal stop to pair with a wine tasting and lunch at a local winery.

- Private transportation
- Mercedes Benz Minivan
- Meet and greet
- Bottled water
- On-board WiFi
- English speaking driver
- In-vehicle air conditioning
- Private transportation
- Mercedes Benz Minivan
- Meet and greet
- Bottled water
- On-board WiFi
- English speaking driver
- In-vehicle air conditioning
- Meals
- Meals
The tour kicks off with a visit to San Gimignano, known as the “Manhattan of the Middle Ages.” Participants will have the opportunity to explore the UNESCO-listed old town, admire the iconic towers, and wander between the Piazza della Cisterna and the Duomo.
The journey then proceeds along the charming scenic roads of Chianti Classico, nestled between…
The tour kicks off with a visit to San Gimignano, known as the “Manhattan of the Middle Ages.” Participants will have the opportunity to explore the UNESCO-listed old town, admire the iconic towers, and wander between the Piazza della Cisterna and the Duomo.
The journey then proceeds along the charming scenic roads of Chianti Classico, nestled between Florence and Siena. This area is celebrated for its castles, historic villages, and especially its vineyards.
A highlight of the tour is the food and wine experience at a traditional Tuscan winery or farm, often a Chianti Classico DOCG winery. Participants will explore the vineyards, aging cellars, and learn about the winemaking process.
The tour includes a tasting of selected wines from the azienda, accompanied by either a light or full lunch featuring local specialties such as olive oil, bruschetta, cold cuts, cheeses, and typical dishes.
This tour provides a delightful mix of art, scenery, and authentic flavors, with the added benefit of flexible and personalized private service.
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.