Tuscany Day Trip from Florence: Chianti, Siena & San Gimignano, Florence

Discover the picturesque region of Tuscany, known for its historic hilltop towns, rolling hills scenery, delicious cuisine, and world-famous wines. This guided tour will help you experience all that Tuscany offers in an authentic, relaxed way. You’ll visit the beautiful medieval towns of Siena and San Gimignano, savor a traditional lunch, join a wine-tasting, and watch an authentic Italian pasta-making demonstration at a Chianti farmhouse and vineyard. Your friendly, English-speaking guide will teach you about the sites you pass, the towns you visit, and the food and wine you consume. 

You’ll meet your guide in central Florence and learn a bit about the itinerary. From start to finish, the emphasis of your day is indulgence! Indulge in stunning scenery, delicious wines, and lazy strolls on an all-inclusive Tuscan adventure. Start with a scenic transfer into the beautiful hills of Tuscany, stopping first in Siena. Miraculously spared during the bombings of WWII, this hilltop village is an incredible example of medieval town planning and architecture.

Famous for its wine of the same name, Chianti is a beautiful area full of rolling hills and picture-perfect farmhouses. Enjoy lunch and a wine tasting at one of these authentic Chianti farms, starting first with a property tour of its vineyards and wine cellars. Pair your lunch with a guided wine tasting and learn a few cooking tips as you watch an Italian pasta-making demonstration. What you eat will depend on the season, as Tuscan cuisine is famous for its seasonal produce. Traditional dishes use only the best and freshest ingredients.

Next, explore the historic Tuscan town of San Gimignano, an architecturally significant UNESCO World Heritage Site. You'll enjoy a full tour of the city, then have free time to shop for souvenirs or climb the city’s campanile for some of the best views in Tuscany. You’ll then return to Florence.

Read more about unique and interesting experiences in and around Florence.