Chianti Winery & San Gimignano Day Trip


8 people

8-9 hours



What could be more Italian than visiting a Tuscan village and tasting of one of its most famous wines? This daylong tour will take you to the hilltop town of San Gimignano, a walled city dating back to the Medieval era. You’ll also visit the Chianti vineyards and taste the red wines that have made this region famous all over the world. Throughout the tour, you will be discussing the finer points of Chianti with a knowledgeable tour guide. For a perfectly comfortable and hassle-free experience pick-up and drop-off from your accommodation are included.

The Chianti Wine Tour Experience

After days spent exploring the bustling Italian city of Florence, travellers may wish to escape the metropolitan lifestyle for a bit of country living. This tour combines the stunning Old World atmosphere of San Gimignano with the most relaxing of Italian hobbies: wine tasting. Together with Brunello wines, Chianti wines are Tuscany’s greatest red wines, and the first to achieve the DOCG designation (in English – Denomination of Controlled and Guaranteed Origin). You’ll learn about the Chianti winemaking process from vineyard to bottle and experience the beauty of Tuscany’s hilltop Medieval village.

San Gimignano

As one of the most well preserved Medieval settlements in Italy, San Gimignano offers an unparalleled window into the lifestyle of ancient Tuscany. You will very soon find out what is the reason why San Gimignano has enchanted generations of visitors. It is a charming town beloved for its skyline of medieval towers. Your guide will point out several buildings and areas of historical interest, from the town’s Romanesque Cathedral to the towering Palazzo Comunale. Walking through the old center of San Gimignano is like stepping back into time; it was designated as a UNESCO World Heritage site in 1990.


Vineyards have dotted the Tuscan landscape for centuries, as ideal weather patterns and soil conditions encourage the growth of healthy, flavourful grapes. The countryside that surrounds San Gimignano is responsible for producing Italy’s Chianti wine, one of the country’s most popular wine.

Your daylong tour of San Gimignano will include a visit to a Chianti winery, where you’ll learn about the processes that result in one of the greatest wines of the world. Of course, you’ll have the opportunity to taste several of the wines produced in Tuscany as well as Italian foods like bruschetta, cheese, and cured meats.

The Tuscan Countryside

Arguably the most appealing part of this daylong tour is the atmosphere of San Gimignano and the Tuscan countryside. From the top of San Gimignano’s walls you’ll have the opportunity to see miles of rolling countryside; the beautiful yellow, green, and orange colours that dominate the landscape are stunning in all seasons. Visiting the Tuscan countryside is the preferred retreat of travellers who want to escape the city and immerse themselves in the beauty and silence of these non-urban areas. We encourage visitors of Florence to visit San Gimignano to bask in the Tuscan sun and breathe the fresh air of the countryside; it is truly one-of-a-kind!

A Premium Experience

Our San Gimignano and Chianti Winery experience offers the opportunity to escape the bustle of Florence for a relaxing day in the Italian countryside while gaining valuable knowledge about wines. An experienced tour guide will take you directly from your hotel to the beautiful landscapes of Tuscany, and they’ll be on hand throughout the day to answer any questions you may have about winemaking, Medieval Italy, or any other topic. The Explore Italy team has designed this experience as a private tour, where you decide who joins you. This tour begins at 9:00 AM and lasts between eight and nine hours.