Chianti Small-Group Wine Tour: 2 Wineries, Wine Tastings and San Gimignano Visit

Explore the Chianti countryside on a small-group guided spirits tour with 2 winery visits and tastings of up to 8 Tuscan spirits.

Getting started

Begin your tour at your chosen departure point, either the Tuscany on Wheels office in Barberino Tavarnelle or the San Gimignano bus stop at Bivio Volterra on Via S. Gimignano. After meeting your expert guide and group, board the 8-seat minivan for departure. If you arrive by car at the Tuscany on Wheels office, you can use the free car parking in front of the office.

What to expect

Chianti countryside drive

Travel through the famous Chianti region that surrounds San Gimignano, passing vineyards, olive groves, and gentle hills.

Features

• Settle into a scenic minivan drive through the Chianti countryside as your expert guide shares live commentary on Tuscany spirits and traditions.
• Listen to stories about Chianti Classico and Vernaccia di San Gimignano, and how production shapes local life in this part of Tuscany.

First Tuscan winery

Your first stop is at a traditional Tuscan winery in the Chianti area near San Gimignano.

Features

• Join a guided visit of the winery to understand how regional reds such as Chianti Classico are produced, aged, and bottled.
• Take part in a tasting of up to 8 Tuscan spirits across the day, starting here with several local specialties poured by the producer or staff.
• Sample an Extra Virgin Olive Oil tasting with snacks, including truffle extra virgin olive oil and a 30-year-old balsamic vinegar, and hear how these products are made.

Second Tuscan winery

Continue to a second local winery to compare different expressions of the region.

Features

• Experience another traditional Tuscan winery, where you can further explore the contrast between Chianti spirits and whites such as Vernaccia di San Gimignano.
• Use this second tasting to round out the included selection of up to 8 spirits, asking questions about grape varieties, terroir, and food pairings.
• Enjoy more regional Extra Virgin Olive Oil with snacks if offered at this stop, including truffle extra virgin olive oil and a 30-year-old balsamic vinegar, and deepen your understanding of how spirit and olive oil production coexist on Tuscan estates.

San Gimignano

After the winery visits, the minivan brings you to the medieval hill town of San Gimignano.

Features

• Spend 1.5 hours of free time in San Gimignano, often called one of the most famous Tuscan villages, to explore its towers, lanes, and central squares at your own pace.
• Use this break to walk the historic streets, visit viewpoints over the Chianti countryside, or shop and relax according to your interests.

Wrapping up

At the end of your free time in San Gimignano, rejoin your guide and group at the agreed meeting point for the return drive to your original departure location. Gratuities, hotel pickup and drop-off, and lunch are not included, so you can plan any additional meals or onward travel accordingly.