Tuscany Day Trip: Siena, Chianti and San Gimignano - Small Group Tour

Enjoy Tuscany without the hassle of trying to find your way around its beautiful but often confusing country roads on a well-planned day trip from Florence.

When visiting Florence, don’t miss a day trip to the scenic, gourmet paradise of the Tuscan countryside. On this small-group tour, wander the storybook streets of the UNESCO-listed village San Gimignano. Indulge your taste buds with a seasonal lunch and wine tastings at a family-run farm in the Chianti region, and visit the remarkably well-preserved medieval town of Siena, home to a magnificent cathedral and the famous Palio horse race.

Your day starts in Central Florence where you’ll meet your small group of no more than 14 people and an expert tour guide. Then you’ll hop into private transportation and be spirited out of the city and over to Siena. On the way out of the city, we'll pass the best panoramic viewpoint of Florence and stop to take a few pictures. A little over an hour drive away, you'll stop at San Gimignano, a town of such unique architectural beauty it has been designated a UNESCO World Heritage Site. You'll have free time to shop for Tuscan culinary delicacies in the rustic, winding streets, or learn about the architectural marvels of the famous medieval tower houses that punctuate the city like sentinels of times long past. 

Walking the hills of Tuscan towns will make you hungry and thirsty so your next top is an authentic Italian family farm where you will have a behind-the-scenes tour of the vineyards, winery, and wine cellars before sitting you down for a sumptuous, all-inclusive lunch of local, seasonal ingredients — and of course, plenty of Chianti wines specially selected to perfectly complement the flavors of each dish.

After indulging your taste buds, you'll hop on your private bus to the final Tuscan town of the day, Siena is one of the best-preserved examples of medieval Italian architecture in the world. Spared bombing in World War II, this time capsule of ancient, precarious-looking buildings is home to the Palio, one of the greatest and most dangerous horse races in the world. Your tour leader will share an overview of the unique history and culture of Siena before letting you explore its narrow streets and admire the breathtaking Siena Cathedral (ticket not included in tour) on your own. 

Please note that this description is an example and your experience may vary depending on the season, day of the week, and group size. Regardless of where your tour goes, you always have an excellent experience.

Important information

This tour will be exclusively guided in English.

Ticket for the Siena Cathedral is not included in the tour. If you wish to visit the Cathedral, your guide will assist you. The Cathedral is closed on Sundays and on certain holy days.

In order to get into the city center, we utilize small luxury minivans. This allows us to avoid the parking lots outside of the centre requiring us to walk. Your guide may need to split time between vehicles on groups larger than 8.

Language

English