Private driver from Florence: Siena, San Gimignano, Pisa 12 hours

Discover Tuscany in a day with this private driver tour from Florence, visiting Siena, San Gimignano, Pisa, plus wine tasting—luxury, flexibility, and insider charm.

Exploring Tuscany in a Day: A Private Driver Tour from Florence

If you’re dreaming of a day that combines iconic cities, rolling countryside, and a touch of wine country magic, this private driver tour from Florence might just be what you need. It offers a chance to tick off Siena, San Gimignano, and Pisa—all in one go—without the hassle of driving or navigating public transport. We’ve looked into what makes this experience stand out, and it’s clear that for those who want a personalized, comfortable way to see the highlights, it’s worth considering.

What we particularly like about it? First, the luxury vehicle with Wi-Fi makes the whole journey feel special and stress-free. Second, the private aspect means your group can customize the experience a bit, asking questions, stopping for photos, or lingering longer in spots you love. That said, one thing to keep in mind is that lunch and wine tasting aren’t included in the base price, so you’ll want to budget for that if you’re into a leisurely meal or wine experience.

This tour is ideal for travelers who want to maximize their day’s sightseeing in Tuscany without the worry of driving or sticking to a strict group schedule. It suits those looking for convenience, comfort, and a bit of insider access—perfect if you prefer a more tailored experience over large tour groups.

Key Points

Private driver from Florence: Siena, San Gimignano, Pisa 12 hours - Key Points

  • Private, customizable experience tailored to your group’s pace and interests.
  • Comfortable transportation in a luxury Mercedes-Benz with Wi-Fi and bottled water.
  • Visit major Tuscan highlights: Siena, San Gimignano, Pisa, with a stop at a biodynamic Chianti winery.
  • Includes a wine tasting and optional lunch (at your own expense), adding flavor to your day.
  • Flexible itinerary, with stops that are free of admission fees, allowing you to soak in the atmosphere more than pay for entry.
  • Highly rated guides, praised for their knowledge and friendliness.

The Itinerary: What You Can Expect

Private driver from Florence: Siena, San Gimignano, Pisa 12 hours - The Itinerary: What You Can Expect

Siena: A Step Back in Time

Your day kicks off with a visit to Siena, a city famous for its medieval streets, Gothic architecture, and the shell-shaped Piazza del Campo. With around an hour and a half here, you’ll have enough time to walk around, take photos, and soak in the historic vibe. The reviews highlight the guide’s charm and knowledge, making the experience feel more personal. One reviewer shared that the guide was very good, helping them see the highlights without feeling rushed.

Poggio Amorelli: A Wine Stop with a View

Next, you’ll head to Poggio Amorelli, a well-known Chianti winery near San Gimignano. Here, you’ll get the chance to enjoy a wine tasting and a farm visit (though this is paid separately, costing around €70 per person). The vineyard offers fantastic photo opportunities, especially if you’re into landscapes and vineyards. The reviews note that the driver and guide sometimes take extra time to show off scenic spots or answer questions, which adds a layer of authenticity and care many travelers appreciate.

San Gimignano: The Medieval Marvel

A short drive later, you arrive at San Gimignano, renowned for its medieval towers and charming streets. With about an hour to explore, you can wander freely, browse local shops, or snap photos of the skyline dotted with towers. Reviewers mention that this stop is perfect for grabbing a gelato or taking the classic photos, with one calling San Gimignano a “famous medieval village” that’s worth the visit.

Pisa: The Leaning Wonder

Your day wraps up with a quick stop at Pisa’s Piazza dei Miracoli, home to the famous Leaning Tower. In about 50 minutes, you’ll get a glimpse of the tower, cathedral, and baptistery—all free to admire from the outside. While there’s no included admission, the views and the photo ops are iconic. The short time means you’ll need to prioritize your photos and quick strolls.

Transportation & Comfort

Traveling in a luxury Mercedes-Benz makes the long day more comfortable, especially since the vehicle is air-conditioned and equipped with Wi-Fi—perfect for sharing photos or just relaxing. The driver is English-speaking, ensuring smooth communication and helpful local insights. This setup is ideal for a small group (up to three people) who value comfort and personalized service.

What about the cost?

At approximately $1,709 for a group of up to three, this tour is a fair investment if you’re seeking an exclusive, hassle-free day. When you consider the private transportation, guided insights, and the convenience of avoiding public transport, it’s a solid option even if it’s pricier than joining a larger group tour. Plus, since the tour is private, you can personalize the timing and stops to some extent.

Authentic Experiences & Review Highlights

Private driver from Florence: Siena, San Gimignano, Pisa 12 hours - Authentic Experiences & Review Highlights

Based on glowing reviews, Gianluca, the guide, shines in his role. One reviewer mentioned Gianluca was “charming, knowledgeable, flexible,” taking extra time for memorable photos and scenic drives. Another praised driver Josef for his skillful driving and engaging commentary, making the trip feel both relaxed and informative.

Travelers appreciated the stunning countryside views as they drove through Tuscany. One noted that Gianluca took “extra time to show us some fantastic photo ops,” which makes this tour feel more like a curated experience rather than just a checklist.

The wine tasting stop at Poggio Amorelli is another highlight, especially if you enjoy good wine and a scenic setting. Although not included in the booking price, the €70 per person fee is reasonable for a quality experience, and many travelers find it adds local flavor to the trip.

Who Is This Tour Best For?

Private driver from Florence: Siena, San Gimignano, Pisa 12 hours - Who Is This Tour Best For?

This private tour is perfect if you value comfort, flexibility, and personalized attention. It suits travelers who want to see the major Tuscan sights without the stress of navigating on their own or feeling rushed with large groups. It’s a solid pick for couples, small groups of friends, or even small families willing to pay for a premium experience.

If you’re someone who enjoys a pause for wine tasting and a leisurely lunch (which you’ll pay for separately), this tour offers that relaxed pace. However, if you prefer a very structured schedule or are on a tight budget, the added costs for wine tasting or meals might be worth considering.

The Fine Print & Practical Info

Private driver from Florence: Siena, San Gimignano, Pisa 12 hours - The Fine Print & Practical Info

  • The tour lasts about 12 hours, making it a full-day adventure with plenty of sightseeing.
  • Pickup is arranged from your Florence accommodation, so there’s no need to worry about extra transfers.
  • The tour is best suited for most travelers, given its flexible and relaxed pacing.
  • Confirmations are quick, usually within 48 hours if booked less than 9 days in advance.
  • Cancellation is free up to 24 hours before, which is handy if plans change unexpectedly.
  • The price includes bottled water and Wi-Fi on board, but lunch and wine tasting are extras.

Final Thoughts

Private driver from Florence: Siena, San Gimignano, Pisa 12 hours - Final Thoughts

If you’re after a luxurious, personalized way to see Tuscany’s highlights in a single day, this private driver tour from Florence ticks many boxes. It combines the ease of private transport with the freedom to explore at your own pace, guided by knowledgeable locals who genuinely want you to enjoy your day.

It’s especially suited to travelers who appreciate comfort, prefer avoiding large tour groups, and don’t mind paying a bit extra for a tailored experience. The stops are well-chosen, giving you a good mix of history, scenery, and culture, capped off with a wine tasting that adds a special touch.

While the price might seem steep compared to group tours, the level of comfort, flexibility, and personalized service makes it a worthwhile option if these are priorities for your Tuscany trip.

✨ Book This Experience

Private driver from Florence: Siena, San Gimignano, Pisa 12 hours



5.0

100% 5-star

“Absolutely superb trip. For a first time visit to Toscana, the best way to see the highlights as well as a charming lunch at a winery. Josef was a …”

— Michael f, Nov 2024

FAQ

Private driver from Florence: Siena, San Gimignano, Pisa 12 hours - FAQ

Is this tour suitable for families or children?
While not specifically marketed as family-friendly, the private nature and manageable schedule make it adaptable. However, keep in mind the stops are relatively short, and the focus is on sightseeing and wine tasting, which might not appeal to very young children.

Can I customize the stops or timing?
Since it’s a private tour, your driver and guide can potentially adjust the timing or focus on certain locations more than others, within the overall schedule.

How much does the wine tasting at Poggio Amorelli cost?
The winery experience is not included in the tour price. You can expect to pay between €30 and €70 per person for the tasting and tour, with €70 being a typical rate.

What is included in the price?
The cost covers private transportation in a Mercedes-Benz vehicle, Wi-Fi, bottled water, and an English-speaking driver. It does not include meals, wine tasting, or entry fees (though most stops are free to admire).

How long are the stops?
Stops are approximately 1.5 hours in Siena, 2.5 hours at the winery (including tasting), 1 hour in San Gimignano, and 50 minutes in Pisa.

Is there a guide with me during the tour?
You’ll have an English-speaking driver who is knowledgeable and friendly. It’s a private experience, so you won’t be part of a large group but can ask questions or get tailored insights.

What if I need to cancel?
Cancellation is free up to 24 hours before the tour. You’ll receive a full refund if you cancel in time.

How do I book this tour?
You can reserve directly through Viator or the provider’s contact info, with confirmation usually in 48 hours if booked less than 9 days before travel.

In the end, this private driver tour offers a flexible, comfortable, and scenic way to explore Tuscany’s most celebrated towns in a single day. If you’re after a personalized experience that takes the stress out of logistics, it’s worth considering—just be prepared for the costs associated with added extras like wine tasting and meals.