Tuscany Wine Tour from Florence to Siena & Chianti

Tuscany Wine and Food Tour Description

Your 9-hour day trip from Florence includes:

• Round-trip transportation from Florence in a climate-controlled vehicle

• Visit beautiful Siena with free time to visit the cathedral (on your own)

• Wine tour and tasting at a traditional, family-run winery in Chianti

• Traditional Tuscan lunch

• Visit the picturesque medieval town of San Gimignano

• An English-speaking trip leader for the day

• Maximum group size of 16

Historic Siena

Your first stop on this Tuscany day trip is the famous city of Siena. Twice a year, the city holds the famous Palio horse race that has been run since the Middle Ages in Siena's central square, Piazza del Campo. Along with your knowledgeable trip leader, you'll see this famous square and the oldest bank in the world. After getting oriented in Siena, you'll have some free time to explore, and we recommend purchasing a ticket to visit the Siena Cathedral on your own.

Chianti Winery for Lunch and Wine Tasting

Continue your journey through the Chianti hills and olive groves, before arriving at a traditional family-run farm and winery. You'll learn from the locals about famous grapes and the winemaking process from vine to bottle, before sampling them yourself!

Then sit down for a delicious lunch made from locally grown ingredients from the farm, staying true to the Italian slow food movement and traditions of Tuscan cuisine. Lunch and wine are included, and it's easy to order a few extra bottles to take home with you too!

Medieval San Gimignano

The next stop on your Tuscan journey is an incredible little town, sometimes nicknamed “Medieval Manhattan.” As a UNESCO World Heritage site that feels straight out of a fairy tale, San Gimignano is known for the towers that create its iconic skyline, bringing to mind modern day skyscrapers. Once inside the city walls, enjoy some free time to explore this remarkable and historic town. 

Chianti Region to Florence

After an idyllic day visiting historic Tuscany cities and enjoying the food and wine of Chianti, it's time to head back to Florence. Simply sit back and relax as your professional driver takes you safely back to the city.