Siena, San Gimignano & Tuscan Wine Tour from Florence
Our Siena, San Gimignano & Tuscan Wine Tour from Florence is one of our most scenic experiences and offers a full immersion into the breathtaking landscapes of Tuscany. This perfectly planned private tour is ideal for travelers who wish to relax in comfort, avoid the crowds, and discover some of the most beautiful Tuscan towns while enjoying the rolling countryside.
Your professional, English-speaking driver will pick you up directly from your accommodation in Florence in a comfortable, air-conditioned vehicle. The journey begins toward Siena, a remarkable city in southern Tuscany famous for its spectacular monuments, historic architecture, and enchanting piazzas. Along the way, you will stop at Monteriggioni, a stunning medieval hilltop fortress surrounded by olive groves and vineyards.
Upon arrival in Siena, you will enjoy free time to explore Piazza del Duomo (Cathedral Square), the iconic Piazza del Campo, and—if you wish—climb the Mangia Tower or walk along the panoramic Facciatone for unforgettable views of the city.
Around lunchtime, the tour continues to San Gimignano, one of the most charming 12th-century medieval villages in Tuscany, located in the heart of the Chianti wine region and famous for its skyline of ancient towers.
This full-day tour takes you through the heart of Tuscany, surrounded by rolling hills, vineyards, olive groves, and Mediterranean forests of pine trees and cypresses—an authentic Tuscan postcard come to life.
Wine lovers may choose to enhance their experience with a visit to a family-owned winery, where you will enjoy a guided wine tasting and learn about the art of traditional Italian winemaking. The tasting is paired with an authentic Tuscan lunch (see details below).
This tour is the perfect choice for travelers seeking a day of complete relaxation, breathtaking scenery, and the opportunity to experience the food, wine, and culture of Tuscany.
Join us for an unforgettable Tuscan experience!
Important Information:
The starting price is based on a minimum of 2 travelers.
Prices may vary depending on the number of participants and payment method.
Please contact our reservation department for detailed pricing and availability.
Optional Add-Ons:
Siena Walking Guide
Enhance your visit with a private, licensed walking guide in Siena, who will escort you through the city and provide in-depth insights into its rich history and iconic monuments.
Duration: 3 hours
Cost: €300, payable in cash to the driver at the end of the tour
Note: Entrance fees to monuments are not included and must be purchased on-site.
Chianti Wine Tasting & Full Lunch:
Visit a local winery and enjoy a selection of premium Tuscan wines paired with local specialties and a full meal.
Cost: €60–€70 per person, payable directly on-site
Note: Fixed menu. Vegetarian or gluten-free options are available upon request—please inform us in advance.
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