Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery
Features
For a full refund, cancel at least 24 hours before the scheduled departure time.
12 hours
- Hearty farmhouse lunch with 4 wine tastings (for selected options only)
- Siena Cathedral entrance fee (for selected options only)
- Free time to explore the towns at your own pace
- Professional English speaking tour guide with you for the whole day
- Air-conditioned vehicle
- Gratuities
- Hotel pickup and drop-off
- Food and drinks, unless specified
- Mobile or paper ticket accepted
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Travelers should have at least a moderate level of physical fitness
Famous for a wealth of art, history, striking landscapes and outstanding produce, Tuscany really does have the best of all worlds! With only a day to spare, see the best Tuscany has to offer on this full-day guided coach trip from Florence.
- Duration 12 Hours
- Group Tour
- Max 40 people in the group
- 1
Siena
Leaving Florence behind, the journey begins with a scenic drive through the rolling Tuscan countryside until the skyline of Siena appears, a perfectly preserved medieval city perched atop three hills. Known for its warm-toned brick buildings and Gothic character, Siena offers an immediate sense of stepping back in time.
- Duration 1 Hour and 30 Minutes•
- No Admission Ticket Required
- 2
Piazza Salimbeni
Upon arrival, a short walk leads to Piazza Salimbeni, a refined and quieter square framed by elegant palaces. At its center stands a statue of Sallustio Bandini, surrounded by the historic headquarters of one of the oldest banks in the world, giving the square a distinctly noble and intellectual atmosphere.
- Duration 20 Minutes•
- No Admission Ticket Required
- 3
Contrada della Torre
As the tour continues, you’ll be introduced to the unique concept of the “contrade,” Siena’s historic districts. Each contrada has its own emblem, traditions, and fierce identity, all of which come to life during the famous Palio horse race. Walking through these neighborhoods reveals flags, fountains, and symbols that tell...
- Duration 20 Minutes•
- No Admission Ticket Required
- 4
Piazza del Campo
The heart of Siena reveals itself in Piazza del Campo, a vast shell-shaped square that gently slopes toward the Palazzo Pubblico. This is the stage for the Palio and one of the most unique public spaces in Europe, where locals and visitors alike gather to relax and soak in the...
- Duration 20 Minutes•
- No Admission Ticket Required
- 5
Duomo di Siena
The route then leads uphill to the magnificent Duomo di Siena, a masterpiece of Italian Gothic architecture. Its striking black-and-white marble façade and richly decorated interior—featuring intricate floors, sculptures, and works by masters like Michelangelo—make it one of the most breathtaking churches in Italy.
- Duration 30 Minutes•
- No Admission Ticket Required
- 6
Fattoria Poggio Alloro
Next, we visit an organic, family-run wine estate—one of the true highlights of the day. Here, you’ll enjoy a relaxed and informal tasting experience, sampling regional wines such as Chianti, Vernaccia, and the traditional Tuscan dessert wine, Vin Santo. This is followed by a generous lunch featuring authentic local flavors,...
- Duration 2 Hours•
- No Admission Ticket Required
- 7
San Gimignano
Leaving the winery, the journey continues through vineyards and olive groves to San Gimignano, often called the “Medieval Manhattan” for its skyline of ancient towers. This UNESCO-listed hill town offers a striking contrast with its vertical silhouettes rising above the countryside.
- Duration 1 Hour and 30 Minutes•
- No Admission Ticket Required
- 8
Piazza Della Cisterna
Entering the town, you’ll find yourself in Piazza della Cisterna, a triangular square named after the well at its center. Surrounded by towers and medieval houses, it’s a picturesque and lively spot, perfect for pausing and taking in the timeless ambiance.
- Duration 20 Minutes•
- No Admission Ticket Required
- 9
Piazza del Duomo
A few steps away lies Piazza del Duomo, the town’s religious and civic center. Here, the Collegiate Church stands opposite the Palazzo Comunale, creating a harmonious space that reflects the balance of power in medieval life.
- Duration 20 Minutes•
- No Admission Ticket Required
- 10
Rocca of Montestaffoli
The visit continues to the Rocca di Montestaffoli, a fortress offering panoramic views over the surrounding countryside. From this vantage point, the rolling hills, vineyards, and distant villages create a quintessential Tuscan landscape.
- Duration 20 Minutes•
- No Admission Ticket Required
- 11
Pisa
In the afternoon, the itinerary heads west toward Pisa, a historic maritime republic known worldwide for its architectural treasures. The city’s atmosphere blends academic energy—thanks to its university—with centuries of history.
- Duration 1 Hour and 15 Minutes•
- No Admission Ticket Required
- 12
Piazza dei Miracoli
Arriving in Pisa, you’ll step into the remarkable Piazza dei Miracoli, a vast green space where some of Italy’s most celebrated monuments stand in striking harmony. This UNESCO World Heritage Site showcases an extraordinary collection of Romanesque architecture.
- Duration 30 Minutes•
- No Admission Ticket Required
- 13
Leaning Tower of Pisa
The visit naturally culminates at the iconic Leaning Tower, Pisa’s most famous landmark. Instantly recognizable for its distinctive tilt, this elegant white-marble bell tower has fascinated visitors for centuries. Whether admired from afar or up close, it provides the perfect opportunity for memorable photos and a fitting finale to a...
- Duration 30 Minutes•
- No Admission Ticket Required
- 14
Florence
You will be dropped off in Florence at around 8.30pm with a camera full of pictures, a stomach full of hearty Tuscan food and a host of new friends.
- Duration 1 Hour and 15 Minutes•
- No Admission Ticket Required
For a full refund, cancel at least 24 hours before the scheduled departure time.
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