Private Pisa, Siena and San Gimignano Tour from Florence
One day, three UNESCO-listed treasures, and the timeless landscapes of Tuscany
This private Tuscany day tour from Florence takes you through three of the region's most celebrated destinations in a single, unhurried journey. Siena, San Gimignano, and Pisa each reveal a distinct chapter of medieval Italian history, art, and culture. Your private vehicle ensures door-to-door comfort from your Florence accommodation throughout the entire excursion.
The tour is designed for travelers who want to explore Tuscany's heritage without the constraints of a large group. A licensed guide accompanies you through the UNESCO World Heritage sites of Siena and San Gimignano, offering context that transforms monuments into living stories. The day flows at a measured pace, with time built in for independent exploration at each stop.
A midday visit to a winery situated between Siena and San Gimignano provides a genuine taste of local gastronomy. The lunch menu draws on regional staples, from bruschetta and fresh cheese to tagliatelle with ragu, accompanied by a curated wine tasting. The afternoon then carries you onward through the Chianti countryside to Pisa and its celebrated Piazza dei Miracoli.
Tour Highlights
Walk through Siena's Piazza del Campo and Palazzo Pubblico, the civic heart of one of Italy's finest medieval cities.
Admire the Siena Cathedral, a masterpiece of Italian Gothic architecture set within a UNESCO World Heritage city center.
Explore the medieval towers of San Gimignano, stroll Piazza della Cisterna, and sample the town's world-famous artisan gelato.
Enjoy a seated lunch and wine tasting at a working Tuscan winery, featuring Vernaccia and other celebrated local wines.
Stand before the Leaning Tower of Pisa and explore the Piazza dei Miracoli, including the Baptistery and Cathedral.
Travel in a private, luxury vehicle with pickup and drop-off directly at your Florence accommodation.
Itinerary
Your private vehicle collects you from your Florence accommodation at the agreed time. The drive south takes you through the rolling hills of the Tuscan countryside before arriving in Siena.
An official guide leads you through Siena's UNESCO-listed historic center, covering Piazza del Campo, the Torre del Mangia, Palazzo Pubblico, and the striking Cathedral. Free time follows for independent exploration of the city's lanes and artisan shops.
Midway between Siena and San Gimignano, you stop at a regional winery-restaurant for a traditional Tuscan lunch. The menu includes bruschetta, salami, fresh cheese, tagliatelle with ragu, dessert, and a tasting of local wines including Vernaccia, with water and wine included.
The afternoon visit to San Gimignano, another UNESCO World Heritage Site, brings you through Piazza della Cisterna and Piazza del Duomo. Free time allows you to visit the medieval streets, try the acclaimed local gelato, and photograph the iconic tower skyline.
Following the panoramic roads of the Chianti region, the tour continues to Pisa. Here you visit the Piazza dei Miracoli to view the Baptistery, the Cathedral, and the Leaning Tower up close.
Your private vehicle returns you directly to your Florence accommodation in comfort, completing a full day of Tuscan discovery.
What Is Included
Included
- Private luxury vehicle with driver for the full day
- Official licensed guide in Siena and San Gimignano
- Winery lunch with starter, pasta, dessert, water, and wine
- Wine tasting of local Tuscan wines including Vernaccia
- Hotel pickup and drop-off in Florence
- All transportation between destinations
Not Included
- Entrance fees to monuments or museums
- Personal travel insurance
- Gratuities for guide and driver
- Additional food and beverages beyond the included lunch
Important Information
Reserve Your Private Tuscany Day Tour
Secure your full-day private journey through Siena, San Gimignano, and Pisa with flexible booking and dedicated service from Florence.
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