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Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery
$113.43
This is an experience gift voucher. The recipient will book the experience after
they redeem the gift voucher.
Overview
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.
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The experience offers several options. This price includes:
Tour NO LUNCH NO CATHEDRAL
Tour NO LUNCH NO CATHEDRAL : This option does not include the entrance to the Cathedral in Siena and the lunch at the winery
Tour NO LUNCH NO CATHEDRAL : This option does not include the entrance to the Cathedral in Siena and the lunch at the winery
Tour guide
Language: English
Human tour guide
Duration: 12 hours
The experience offers several options, check yours above
- Air-conditioned vehicle
- Guided walking tour of Siena with entrance fee to the cathedral
- Professional English speaking tour guide with you for the whole day
- Hearty farmhouse lunch – veggie and gluten-free options available
- Free time to explore the towns at your own pace
- Wine tasting of four varieties
- Food and drinks, unless specified
- Hotel pickup and drop-off
- Gratuities
Meeting point
Check-in: 7.45am - Your guide will be holding a WALKABOUT TOURS sign, right by the taxi stand at Santa Maria Novella train station across from the outside McDonald's
Return details
Check-in: 7.45am - Your guide will be holding a WALKABOUT TOURS sign, right by the taxi stand at Santa Maria Novella train station across from the outside McDonald's
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SienaLeaving 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.
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Piazza SalimbeniUpon 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.
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Contrada della TorreAs 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 stories of centuries-old rivalries and pride.
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Piazza del CampoThe 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 atmosphere.
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Duomo di SienaThe 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.
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Fattoria Poggio AlloroNext, 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, all served with sweeping views over the surrounding countryside. It’s the perfect moment to unwind, connect with fellow travelers, and savor fresh, organic farm produce, including homemade pasta, artisanal cured meats like prosciutto and salami, local cheeses, a crisp garden salad, and classic Tuscan biscotti.
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San GimignanoLeaving 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.
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Piazza Della CisternaEntering 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.
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Piazza del DuomoA 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.
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Rocca of MontestaffoliThe 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.
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PisaIn 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.
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Piazza dei MiracoliArriving 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.
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Leaning Tower of PisaThe 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 day rich in history, culture, and unforgettable landscapes.
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FlorenceYou 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.
If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
If it’s canceled because the minimum isn’t met,
you’ll be offered a different date/experience or a full refund.
How it works?
01
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You choose from 10,000+ experience gifts
02
—
We deliver the eVoucher or the Physical box to the recipient
03
—
Recipient books the experience and creates unforgettable memories!
Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery
$113.43
This is an experience gift voucher. The recipient will book the experience after
they redeem the gift voucher.
How it works?
01
—
You choose from 10,000+ experience gifts
02
—
We deliver the eVoucher or the Physical box to the recipient
03
—
Recipient books the experience and creates unforgettable memories!