Private Day Tour from Florence to Pisa, Chianti and San Gimignano

Experience the Best of Tuscany in a Private Day Tour from Florence

This private day tour offers a comprehensive taste of Tuscany in less than a day, perfect for those wanting to explore iconic towns and scenic landscapes without the hassle of public transport. For $754.70 per group, up to 6 people can enjoy a fully personalized adventure with pickup included and a mobile ticket. The tour lasts approximately 8 to 9 hours, making it an efficient yet relaxed way to see some of Tuscany’s most famous sights.

What sets this tour apart is the private transportation in an air-conditioned Mercedes-Benz vehicle, led by a speaking driver who provides detailed insights throughout the day. The tour hits Pisa, San Gimignano, and Chianti, with plenty of time at each stop. The highlights include the Leaning Tower of Pisa, medieval San Gimignano, and the scenic wine route through Chianti. A key advantage is the flexibility to customize parts of the experience, such as a lunch and wine tasting at a local winery, available for an extra $60 per person.

While this tour offers excellent value, it is best suited for those comfortable with a busy day of sightseeing, with moderate walking at some stops. The group size keeps the experience intimate, and the expert driver-guides ensure smooth transitions and engaging commentary.

Key Points

• Private, personalized tour with pickup and drop-off in Florence included
• Visit Pisa’s Miracoli Square and see the Leaning Tower at your own pace
• Explore San Gimignano, a charming medieval hilltop town with panoramic views
• Drive along the scenic Chianti wine route, with an optional wine tasting and lunch
• Enjoy breathtaking sunset views of Florence from Piazzale Michelangelo
• Comfortable Mercedes-Benz vehicle, with bottled water provided

Starting the Day with Florence’s Iconic Views

The tour begins at 9:00 am with hotel pickup in Florence, in a luxury Mercedes-Benz van. The first stop is Piazzale Michelangelo, which offers one of the best panoramic views of Florence. Here, travelers can snap photos of the city skyline and the Arno River, especially as the sun sets over the Tuscan hills. This short 15-minute stop is perfect for capturing the beauty of Florence from a high vantage point.

Visiting Pisa’s Miracoli Square and the Leaning Tower

Next, the tour heads to Pisa, with a drive of approximately 2 hours from Florence. Upon arrival, the driver takes guests directly to the famous Miracoli Square, where the Leaning Tower of Pisa and other historic monuments await. Visitors have about 2 hours of free time to explore the area at their own pace, marvel at the architecture, and take photos with the leaning tower as a backdrop.

While admission tickets are not included, at €12 per person, entry allows visitors to climb the tower and see the interior. The flexible timing means guests can enjoy the site without feeling rushed, and the driver remains available for any additional assistance.

Wine Tasting and Lunch at Farm Sant’Appiano

The third stop offers a delightful chance to experience local wine production. At Farm Sant’Appiano, visitors can tour a cellar to witness the wine-making process firsthand. Those opting for the lunch and six-wine tasting enjoy a two-hour experience at an additional cost of $60 per person.

This stop provides a relaxed break amid scenic vineyard views, giving an authentic taste of Tuscan wine culture. For those not participating in the tasting, there is still plenty of time to stroll through the farm’s surroundings.

Exploring the Medieval Charm of San Gimignano

After leaving Pisa, the journey continues through the Tuscan countryside to San Gimignano, a medieval hilltop town famous for its towers and narrow streets. The two-hour visit allows ample time for wandering the ancient walls, enjoying stunning panoramic views of the rolling hills, and soaking up the town’s historic charm.

San Gimignano’s atmosphere makes it a favorite for photography, with its tower-filled skyline creating a picturesque backdrop at every turn. The tour provides free time to explore, shop for local crafts, or simply enjoy a coffee in one of the town’s quaint cafes.

Scenic Return via the Chianti Wine Route

On the way back to Florence, the driver takes the Strada Statale 222 Chiantigiana, also known as the wine route, which meanders through the most beautiful vineyards and rolling hills. This two-hour drive showcases the classic Tuscan landscape, with views of lush vineyards, olive groves, and picturesque farms.

This part of the tour offers a peaceful moment to take in the breathtaking scenery while the driver shares insights about the region’s wine culture and agricultural traditions.

Sunset Views from Piazzale Michelangelo

The tour concludes with a return to Florence, where guests are dropped off at Piazzale Michelangelo to enjoy the sunset over Florence. This 15-minute final stop provides a spectacular view of the city bathed in golden light, perfect for memorable photos and reflection on the day’s discoveries.

Practical Details and Booking

The tour operates daily, with confirmation received at booking and most travelers able to participate. The vehicle is air-conditioned for comfort, and bottled water is provided throughout the day. The private nature of the tour ensures an intimate experience, with the driver acting as your guide and offering customized attention.

The cost of tickets for the Leaning Tower and Farm Sant’Appiano entrance fees are not included in the base price, with optional extras available. The tour starts promptly at 9:00 am and can be booked up to 79 days in advance, highlighting its popularity.

Who Will Appreciate This Tour Most

This tour appeals to those seeking a convenient, private experience with flexible stops and personalized guidance. It’s ideal for small groups or families wanting to see key sights without the rush of larger bus tours. The wine tasting option enhances the experience for wine enthusiasts, and the scenic drives make it a good choice for lovers of landscape photography.

Travelers who appreciate comfort, insider knowledge, and customized itineraries will find this tour especially rewarding. The moderate walking at stops makes it accessible for most participants, although some sites do involve walking on cobblestones and uneven streets.

The Sum Up: A Personalized Taste of Tuscany

This private day tour from Florence provides a well-rounded introduction to Tuscany’s most iconic towns and landscapes. With expert guides, flexible timings, and luxury transportation, it makes for a comfortable yet engaging experience. The scenic drives, historic sights, and wine tasting options create a balanced day that showcases the region’s charm.

While the cost may be higher than group bus tours, the personalized service and flexibility offer significant value, especially for those who want a more intimate experience. It’s particularly suitable for small groups or couples looking to make the most of a single day in Tuscany, with the option to customize parts of the itinerary for a truly tailored adventure.

Frequently Asked Questions

Is this tour suitable for children?
Yes, the tour’s group size, comfortable vehicle, and flexibility make it appropriate for families with children, though some walking on cobblestone streets might be challenging for very young kids.

How long is the drive between stops?
The drive from Florence to Pisa takes around 2 hours, and the trip from Pisa to San Gimignano, then back via the wine route, is about 2 hours each way.

Can I customize the tour?
Yes, especially if you choose the lunch and wine tasting option, which can be tailored to your preferences with prior arrangement.

What is included in the tour price?
The private transportation, air-conditioned vehicle, and bottled water are included. Entrance fees for the Leaning Tower and Farm Sant’Appiano are not included but are available for purchase.

Is there enough time to explore each town?
Yes, the schedule allows for ample free time at Pisa, San Gimignano, and the wine farm, ensuring a relaxed experience without feeling rushed.

What should I bring?
Comfortable shoes for walking, a camera for photos, and some cash or cards for optional purchases or entrance fees are recommended.

How do I book this tour?
You can reserve your spot up to 79 days in advance through the booking platform, with confirmation sent immediately upon purchase.

What is the cancellation policy?
Cancellation is free up to 24 hours in advance, allowing for flexibility if your plans change.

This private tour offers a personalized, scenic, and enriching way to experience Tuscany’s highlights in just a day, making it an excellent choice for those seeking comfort and flexibility during their Italian adventure.