Quick Details

Tour Location: San Gimignano (45 min from Florence)
Type of Tour: Farm Tour, Wine Tour
Duration: 3 Hours
Info: Minimum party of 2 required to book
Questions about the tour: +351911701055 (WhatsApp)

The most complete winery experience available in San Gimignano: visit two estates in a single afternoon. At the first winery, walk through the vineyards and explore the barrel aging and fermentation cellars before sitting down to a tasting of Brunello di Montalcino, Chianti Classico, three Super Tuscans, olive oils, and balsamic vinegar. A shuttle then transfers you to the second winery, where a guided tour of historic underground cellars and barrel rooms leads into a wine tasting with sweeping views of San Gimignano’s medieval towers and the surrounding hills. Shuttle between the two wineries is included. Available all year, advance booking required.

A 3-hour guided tour of two Tuscan wineries near San Gimignano

This 3-hour experience takes you to two distinct Tuscan winery estates near San Gimignano in a single visit — each offering its own architecture, history, and tasting perspective. The first stop begins with a guided walk through the vineyards and a visit to the barrel aging and grape fermentation cellars, followed by a tasting spanning Brunello di Montalcino DOCG, Chianti Classico, three Super Tuscan blends, three olive oils, and Balsamic Vinegar Gold Reserve, paired with Tuscan cheeses, salami, and bruschetta. A shuttle then carries you to the second estate, where historic underground cellars and barrel rooms set the stage for a final wine tasting with panoramic views of San Gimignano’s medieval towers and the rolling Tuscan hills. Shuttle transfer between wineries is included.

Itinerary

Arrival and welcome at the first winery estate near San Gimignano
Guided tour of the vineyards, wine cellar, barrel aging cellar, and fermentation cellar
Tasting of wines, olive oils, and balsamic vinegar paired with Tuscan cheeses, salami, and bruschetta
Shuttle transfer to the second winery
Guided tour of the historic underground cellars and barrel rooms
Wine tasting with panoramic views of the San Gimignano medieval towers
End of experience

What is included

At the first winery estate:

Guided tour of the vineyards, wine cellar, wooden barrels, and grape fermentation cellar
Tasting of: Brunello di Montalcino DOCG, Chianti DOCG, Chianti Classico DOCG, Morellino di Scansano DOCG, Super Tuscan Baldassarre, Cavaliere, Bartolomeo, Vernaccia di San Gimignano DOCG, Rosè
Olive oil tasting: extra virgin, truffle-flavored, and spicy pepper
Balsamic Vinegar Gold Reserve tasting
Tuscan appetizers: cheeses, salami, and bruschetta

Shuttle transfer:

Transfer by shuttle to the second winery (included)

At the second winery:

Guided tour of the historic underground cellars and barrel rooms
Wine tasting with panoramic views of the San Gimignano medieval towers and surrounding hills

Highlights

Two Estates, One Day. This tour offers a rare side-by-side comparison of two distinct Tuscan winery estates — each with its own cellar architecture, tasting style, and character.

Underground Cellars and Medieval Tower Views. The second estate adds a layer of drama the first doesn’t have: historic underground cellars carved into the rock, followed by a tasting with the medieval towers of San Gimignano directly in view.

The Most Complete Tasting Line-Up. Between the two estates, guests taste across the full range of the Chianti and San Gimignano territories — Brunello, Chianti Classico, three Super Tuscans, Vernaccia DOCG, three olive oils, and balsamic vinegar.

Shuttle Included. The transfer between the two wineries is included in the price — no logistics to organize between stops, just step onto the shuttle and let the day unfold.

Three Hours, Two Worlds. At 3 hours, this is the longest experience in this portfolio of San Gimignano tours — ideal for serious wine travelers who want depth, not just a taste.