Tuscany Day Trip from Florence
From€85.5
12 hours
Florence, Italy
About this activity
Experience the best of Tuscany in a single day with guided tours of Siena, San Gimignano, and Pisa, complemented by a delightful lunch and wine tasting at a local winery.
Highlights
- Explore Siena's historic center
- Stroll through San Gimignano's medieval streets
- Visit Pisa's iconic Leaning Tower
- Enjoy a traditional Tuscan lunch
- Taste local wines at a renowned winery
Full description
Discover the enchanting Tuscan countryside on this full-day excursion from Florence. Begin with a guided tour of Siena, renowned for its medieval architecture and the stunning Piazza del Campo. Next, wander through the charming streets of San Gimignano, famous for its medieval towers and rich history. In Pisa, marvel at the iconic Leaning Tower and the surrounding architectural wonders. Throughout the day, indulge in a traditional Tuscan lunch paired with exquisite local wines at a renowned winery, offering a true taste of the region's culinary delights. This tour provides a perfect blend of history, culture, and gastronomy, ensuring an unforgettable experience in Tuscany.
Included / Excluded
- Guided tour of Siena, San Gimignano, and Pisa
- Lunch at a local winery with wine tasting
- Transportation in a comfortable air-conditioned vehicle
- Hotel pickup and drop-off
Itinerary
1
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: 1h 30mAdmission: NOT_APPLICABLE
2
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 minAdmission: NOT_APPLICABLE
3
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 stories of centuries-old rivalries and pride.
Duration: 20 minAdmission: NOT_APPLICABLE
4
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 atmosphere.
Duration: 20 minAdmission: NOT_APPLICABLE
5
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 minAdmission: NOT_APPLICABLE
6
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, 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.
Duration: 2 hoursAdmission: NOT_APPLICABLE
7
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: 1h 30mAdmission: NOT_APPLICABLE
8
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 minAdmission: NOT_APPLICABLE
9
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 minAdmission: NOT_APPLICABLE
10
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 minAdmission: NOT_APPLICABLE
11
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: 1h 15mAdmission: NOT_APPLICABLE
12
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 minAdmission: NOT_APPLICABLE
13
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 day rich in history, culture, and unforgettable landscapes.
Duration: 30 minAdmission: NOT_APPLICABLE
14
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: 1h 15mAdmission: NOT_APPLICABLE
Meeting point
Start Location
Unknown location
Important information
Know before you book
- The tour operates in English; ensure you are comfortable with the language.
- Confirm the meeting point and time upon booking to avoid any confusion.
- Be prepared for a full-day excursion with multiple walking tours.
Know before you go
- Wear comfortable walking shoes suitable for uneven terrain.
- Bring a camera to capture the picturesque landscapes and historic sites.
- Check the weather forecast and dress accordingly for the day's conditions.
Cancellation policy
Free cancellation up to 1 days before the activity starts
For a full refund, cancel at least 24 hours before the scheduled departure time.
Accessibility
- Stroller Accessible
- Easy Public Transport
- Infants Required On Laps
Good to know
- Due to uneven surfaces, we cannot accept anyone with walking difficulties or using a wheelchair
- Vegetarian option is available, but we regret that gluten free or other alternative dietary requirements cannot be catered for
- It is recommended to book any rail travel from Florence after 9pm to allow time for any traffic delays on your return journey
- When the Duomo of Siena is closed for religious services, Palazzo delle Papesse will be visited instead
- Operates in all weather conditions, please dress appropriately
- Please note: For the Leaning Tower of Pisa children under the age of 8 are not admitted. Children between 8 and 12 years old must be accompanied by an adult and held by the hand at all times while you are in the Leaning Tower of Pisa. Teenagers between 13 and 18 years old must be accompanied by an adult while you are in the Leaning Tower of Pisa
- Classic Tour option includes the visit to Pisa but not the ticket to climb the Leaning Tower
- With Leaning Tower Tickets option also include the tickets to climb on the Leaning Tower in Pisa.
Traveler reviews
4.922,584 reviews
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worth every penny!! excellent!!
The Tuscany trip was excellent !! The Tour-guide Luca was exceptional!! He was extremely cordial , super friendly and extremely hardworking!! The trip was super excellent .
Naureen IMay 25, 2026TRIPADVISOR
Amazing experience
amazing 10/10! Luca did an awesome job, he was extremely informative, professional and we could not have asked for a better guide!
Mahmira_KMay 25, 2026VIATOR
Gorgeous Day Touring Tuscany
Our tour guide, Luca, did a wonderful job explaining the historical context of each place we visited. He also gave us many pointers of how to best explore each town in our spare time. The lunch was amazing!
Jessica_EMay 25, 2026VIATOR
Our Tuscany tour with...
Our Tuscany tour with Luca was absolutely unforgettable! He made the entire experience both informative and incredibly fun. You can truly feel his passion for the region through the stories, history, and hidden gems he shared along the way. Luca kept the atmosphere light, engaging, and enjoyable while also teaching us so much about Tuscany’s culture, food, and traditions. It felt less like a tour and more like exploring Tuscany with a knowledgeable friend. Highly recommend this experience to anyone visiting Italy!
Jaynittza_NMay 25, 2026VIATOR
Fantastic Day and Tour of...
Fantastic Day and Tour of the Tuscan side. The tour is punctual. The Host Claudia was amazing and patient. Covers all you need and more with ample time at all spots
HarshBhavesh_SMay 25, 2026VIATOR
Additional information
Due to uneven surfaces, we cannot accept anyone with walking difficulties or using a wheelchair
Vegetarian option is available, but we regret that gluten free or other alternative dietary requirements cannot be catered for
It is recommended to book any rail travel from Florence after 9pm to allow time for any traffic delays on your return journey
When the Duomo of Siena is closed for religious services, Palazzo delle Papesse will be visited instead
Operates in all weather conditions, please dress appropriately
Please note: For the Leaning Tower of Pisa children under the age of 8 are not admitted. Children between 8 and 12 years old must be accompanied by an adult and held by the hand at all times while you are in the Leaning Tower of Pisa. Teenagers between 13 and 18 years old must be accompanied by an adult while you are in the Leaning Tower of Pisa
Full Tour option includes the visit to Pisa but not the ticket to climb the Leaning Tower
Full Tour plus Leaning Tower Tickets option also include the tickets to climb on the Leaning Tower in Pisa.