Siena Monteriggioni San Gimignano with Lunch&WineTasting Fullday from Florence - Visiting Pisa’s Piazza dei Miracoli and the Leaning Tower

Siena Monteriggioni San Gimignano with Lunch&WineTasting Fullday from Florence

Discover Tuscany with a full-day private tour from Florence, visiting Pisa, San Gimignano, and Siena, including wine tasting and a traditional lunch.

Exploring Tuscany beyond Florence becomes effortless with this full-day private tour priced at $921.92 per person. Lasting about 9 hours, it offers a seamless way to see iconic sights such as Pisa’s Leaning Tower, the medieval San Gimignano, and Siena, both designated UNESCO World Heritage sites. The tour features hotel pickup, a private, air-conditioned minivan, and flexibility to tailor the experience to your interests, making it ideal for those seeking a personalized day trip through Tuscany’s scenic landscapes and historic towns.

A notable highlight is the inclusive wine tasting and light lunch at a Tuscan farm winery with panoramic views. This addition enhances the experience by offering a taste of local wine and cuisine amidst the rolling hills. While the driver cannot accompany guests into the major sites, they provide plenty of tips to maximize your exploration time. Reviewers consistently praise the outstanding guides and friendly drivers, making this tour a popular choice for those wanting a curated, relaxed day in Tuscany.

Key Points

Siena Monteriggioni San Gimignano with Lunch&WineTasting Fullday from Florence - Key Points

  • Private, fully customizable day trip from Florence to key Tuscan destinations
  • Visit Pisa’s famous Leaning Tower and Piazza dei Miracoli landmarks
  • Explore the medieval town of San Gimignano, known as the Town of Fine Towers
  • Discover Siena, UNESCO-listed with sights like the Siena Cathedral and Piazza del Campo
  • Includes wine tasting and a light lunch at a scenic Tuscan farm winery
  • Convenient hotel pickup and dropoff with a professional driver and optional tour guide

Starting the Day with Florence Hotel Pickup and Scenic Drive

Siena Monteriggioni San Gimignano with Lunch&WineTasting Fullday from Florence - Starting the Day with Florence Hotel Pickup and Scenic Drive

The tour begins bright and early at 8:00 am with hotel pickup in Florence. Traveling in a private, air-conditioned minivan, passengers enjoy the scenic ride through Tuscany’s lush countryside. The vehicle accommodates up to eight guests, ensuring a comfortable and personalized experience. This setup allows for flexible stops and the opportunity to ask the driver for local tips along the way.

The journey sets a relaxed tone, with the driver providing guidance on the day’s itinerary. The scenic landscape of rolling hills and vineyards makes the drive itself a highlight, giving a true taste of Tuscany’s pastoral charm. This is especially appreciated by those who prefer an intimate, less crowded experience compared to group tours.

Visiting Pisa’s Piazza dei Miracoli and the Leaning Tower

Siena Monteriggioni San Gimignano with Lunch&WineTasting Fullday from Florence - Visiting Pisa’s Piazza dei Miracoli and the Leaning Tower

The first major stop is Pisa, home to the world-famous Leaning Tower of Pisa and the Piazza dei Miracoli. The iconic bell tower is the centerpiece, offering opportunities for photos of its tilt and magnificent architecture. Along With the tower, visitors can explore other highlights of the square, including the cathedral, baptistery, and cemetery.

While the driver cannot go into the sites, they are available for guidance on how to best explore each landmark. This stop provides an essential glimpse of Pisa’s architectural wonders, perfect for quick visits or more in-depth exploration, depending on your interests and pace.

San Gimignano: The Town of Fine Towers

After Pisa, the tour continues to San Gimignano, a UNESCO World Heritage Site known worldwide for its medieval skyline. The town’s nickname, “Town of Fine Towers,” refers to its well-preserved Gothic and Romanesque tower houses. The hilltop setting offers spectacular views of the Tuscan countryside, which can be enjoyed during a leisurely walk through the historic streets.

You’ll find about a dozen towers still standing, giving San Gimignano a distinctive silhouette. The UNESCO-listed town center has charming cobblestone streets and medieval architecture, providing ample opportunities for photos and exploration. This stop is perfect for those interested in medieval history and architecture.

Tuscan Wine Tasting and Light Lunch at Tenuta Torciano

Siena Monteriggioni San Gimignano with Lunch&WineTasting Fullday from Florence - Tuscan Wine Tasting and Light Lunch at Tenuta Torciano

Midway through the day, the tour features a wine tasting at Tenuta Torciano, a scenic farm winery perched on the rolling hills of Tuscany. Here, guests can sample local wines in a relaxed setting, paired with a light lunch. The experience not only offers a taste of Tuscany’s renowned wines but also an insight into the region’s agricultural traditions.

The winery setting provides panoramic views and a chance to experience local flavors firsthand. The light lunch complements the wine tasting, making this a delightful culinary interlude that enhances the Tuscany experience.

Exploring Medieval Monteriggioni: The Illusion of a Fortress

Siena Monteriggioni San Gimignano with Lunch&WineTasting Fullday from Florence - Exploring Medieval Monteriggioni: The Illusion of a Fortress

Next, the group visits Monteriggioni, a medieval walled town perched on a hilltop. Its stone halo and fortified walls evoke a sense of stepping back into the Middle Ages. The town’s illusions of a fortress make it one of Italy’s most memorable medieval settlements.

While the visit is brief—around an hour—the impressive architecture and historic ambiance leave a lasting impression. Monteriggioni’s small size makes it easy to explore on foot and enjoy the atmosphere of a well-preserved medieval town.

Siena: The Artistic Heart and Horse Race Capital

Siena Monteriggioni San Gimignano with Lunch&WineTasting Fullday from Florence - Siena: The Artistic Heart and Horse Race Capital

The final major stop is Siena, a UNESCO World Heritage Site renowned for its medieval cityscape, art, and the famous Palio horse race. The tour allows about two hours to explore the city’s highlights, including the magnificent Siena Cathedral, with its stunning façade and interior.

While guided tours of the city aren’t included, walking around the Piazza del Campo and viewing the main attractions from the outside still captures Siena’s unique charm. This stop provides a perfect balance of sightseeing and leisure, allowing visitors to soak in the atmosphere of this historic city.

Return Journey to Florence in the Afternoon

Siena Monteriggioni San Gimignano with Lunch&WineTasting Fullday from Florence - Return Journey to Florence in the Afternoon

After a full day of sightseeing, the tour reassembles in the early afternoon for the return trip to Florence. The driver takes care of the logistics, ensuring comfortable and scenic routes back to your hotel. The experience wraps up with drop-off at your Florence accommodation, making it easy to continue exploring or relax after the day.

The Value of a Fully Customizable Experience

Siena Monteriggioni San Gimignano with Lunch&WineTasting Fullday from Florence - The Value of a Fully Customizable Experience

This tour is private and customizable, which means you can request modifications or focus on specific interests with advance notice. The professional driver and optional local licensed guide in Siena add layers of flexibility and expertise, ensuring a personalized day tailored to your preferences.

The inclusion of wine tasting and a traditional lunch in the countryside makes this experience stand out among typical group excursions. It offers a wonderful combination of sightseeing, culinary delights, and Tuscany scenery, all within a flexible, private framework.

Who Will Enjoy This Tour Most?

This full-day private tour is ideal for those seeking a relaxed, personalized way to explore Tuscany’s highlights. It suits travelers interested in medieval towns, architectural landmarks, and wine tasting. The hotel pickup and private transportation make it particularly convenient for visitors who prefer a stress-free experience without large crowds.

While the $921.92 price point reflects a premium, the quality of guides, flexibility, and inclusions make it a worthwhile choice for those wanting a comprehensive, curated day in Tuscany. It’s well-suited for families, couples, or small groups eager to see multiple towns without the hassle of organizing logistics themselves.

Ready to Book?

Siena Monteriggioni San Gimignano with Lunch&WineTasting Fullday from Florence



5.0

100% 5-star

“My family thoroughly enjoyed this day excursion from Florence into the heart of Tuscany. Pisa was a must-see, but we really enjoyed San Gimignano a…”

— John J, Jul 2018

Frequently Asked Questions

What is included in the price of the tour?
The tour includes hotel pickup and dropoff, a private, air-conditioned vehicle, wine tasting and light lunch, and an optional professional guide in Siena.

Can the tour be customized?
Yes, since it’s a private experience, it can be modified or tailored to your interests, depending on requests made at booking.

How long is the wine tasting and lunch stop?
The wine tasting and light lunch at Tenuta Torciano lasts approximately one hour.

Is this tour suitable for children?
While the tour is designed for most travelers, note that wine tasting is for adults aged 18 and over. The sightseeing stops are suitable for children and families.

What are the main highlights of San Gimignano?
San Gimignano is famous for its medieval towers and UNESCO World Heritage designation. It offers spectacular skyline views and well-preserved architecture.

How much time is spent in Siena?
The stop in Siena lasts about two hours, giving ample time to admire the cathedral, Piazza del Campo, and surrounding sights.

Are the sites accessible to people with mobility issues?
Specific accessibility details are not provided, but the stops involve walking through historic streets, which may have cobblestones and uneven surfaces.

What are the main advantages of this tour?
The tour offers full-day flexibility, personalized attention, scenic drives, and culinary experiences with wine tasting and a traditional Tuscan lunch.

What is the cancellation policy?
This tour is non-refundable once booked. Cancellations or changes are not permitted, emphasizing the importance of confirming plans beforehand.

Is this tour suitable for small groups or solo travelers?
As a private tour, it is designed for small groups or individuals wanting a tailored, exclusive experience in Tuscany.

This Siena Monteriggioni San Gimignano with Lunch & Wine Tasting tour offers a well-rounded, flexible way to enjoy some of Tuscany’s most famous towns and culinary delights. It balances sightseeing with culture, making it an excellent choice for those seeking a curated day in Italy’s scenic heartland.