PRIVATE Full-Day Tour of San Gimignano and Volterra

If you’re dreaming of wandering through scenic medieval towns, tasting local wines, and discovering ancient ruins in Tuscany, this private full-day tour offers just that—and more. The experience combines the charm of two UNESCO World Heritage sites with the comfort of private transportation, expert guiding, and plenty of authentic touches. It’s tailored for those who want a flexible, personalized day out without the hassle of driving or navigating alone.

What really sets this tour apart? For us, it’s the thoughtful curation—an itinerary that balances iconic sights with insider tips, all delivered in a comfortable, air-conditioned Mercedes van. And with reviews consistently praising the knowledgeable guides and stunning scenery, you can trust this experience will be both enriching and enjoyable. The only consideration might be the cost, but when you factor in the private transport, flexibility, and expert commentary, the value becomes clear.

This tour is perfect for travelers who prefer a curated, intimate experience rather than a large group packed with strangers. If you love history, architecture, and local flavors—plus want the convenience of hotel pickup and drop-off—this could be just the right fit for your Tuscan adventure.

Key Points

• Private, personalized experience with expert driver and flexible itinerary
• Comfortable Mercedes minivan equipped with Wi-Fi and unlimited mineral water
• Stunning views and insider tips from knowledgeable guides
• Visits to two UNESCO sites, with opportunities to explore historic streets and ruins
• Ideal for travelers seeking convenience and authenticity
• Cost reflects quality of private transportation, guided insights, and exclusive access

An In-Depth Look at the Itinerary

Starting at Your Hotel or Preferred Location

The tour kicks off in the morning with a hotel pickup in downtown Florence, making it easy to start your day without worrying about logistics. The driver, a licensed English-speaking guide, chauffeurs you comfortably in a sleek Mercedes minivan—air-conditioned, Wi-Fi-enabled, and stocked with unlimited cold mineral water. This setup immediately sets the tone for a relaxed, hassle-free day.

First Stop: San Gimignano

A little over an hour’s drive from Florence, San Gimignano is often called the “Manhattan of the Middle Ages” thanks to its skyline of ancient towers. As we approached, the first thing you notice is the view—rolling hills dotted with vineyards and cypress trees, with the town’s medieval silhouettes slowly emerging on the horizon.

Once in town, you’re free to explore at your own pace, with insider tips from your guide on where to find the best locally-made gelato or sample the famed Vernaccia di San Gimignano, a crisp white wine. The central Piazza della Cisterna, dating back to 1287, is the heart of the town and a great spot for photos. Its cobbled streets lead to the Collegiata Church, which houses beautiful frescoes and stonework—perfect for anyone interested in medieval architecture and art.

Climbing to the town’s highest point offers a panoramic vista of the towers, rooftops, and countryside—an image you’ll want to capture. Reviewers consistently mention how the views and atmosphere make this a highlight, with one saying, “San Gimignano is a treasure of medieval architecture, frozen in time at 1300 AD.”

Next Stop: Volterra

After a couple of hours, the journey continues to Volterra, perched on the highest point of Mount Volterra. Here, the landscape changes into a dramatic backdrop of stone walls and historic ramparts. The town’s fortress, the Rocca Antica and Rocca Nuova, commands impressive views and a peek into the city’s strategic importance—built on the site of the ancient Etruscan settlement.

Walking through Volterra’s winding streets, you’ll encounter ancient ruins, Roman baths, and a beautifully excavated theater carved into the rock. Fans of the Twilight saga will recognize the setting—this was the filming location for key scenes in “New Moon,” where the stone walls and medieval squares create a cinematic atmosphere.

The Palazzo dei Priori, built around 1200, is a highlight—its impressive architecture and central position make it a perfect place to soak in the medieval civic pride. The city walls, which began construction around 1200 and were completed by 1254, offer another opportunity for photos and appreciation of the town’s resilience and history.

Artisans and Local Flavors

Volterra is renowned for alabaster craftsmanship, and you’ll see artisans working by hand, creating delicate sculptures and jewelry. Some reviewers appreciated the chance to observe this age-old craft—adding an authentic, artistic element to the visit.

The tour concludes with a relaxed drive back to Florence, with the driver providing a panoramic view photo stop along the way—perfect for snapping one last memory of your Tuscan day.

What We Loved and What to Consider

Highlights include the knowledgeable guides who share insider insights, the stunning vistas, and the opportunity to explore these towns at your own pace. The private transport makes the day stress-free, especially when navigating the hilly landscapes and narrow streets.

Reviewers like “Alessandro is very knowledgeable and provided us with a lot of information about each site,” and “He was most kind, helpful, and informative throughout the trip,” illustrating how much value an expert guide adds. The Wi-Fi and unlimited mineral water on board are small touches that make the journey comfortable, especially during warmer months.

One potential drawback is the cost—at $374.53 per person, it’s not the cheapest way to see Tuscany. However, for those valuing personalized service, flexible timing, and deeper insight into local history and culture, the price often reflects the quality and exclusivity of the experience.

The 8-hour duration is enough to see the highlights without feeling rushed, but be prepared for a full day of sightseeing. The tour is most suited for travelers who prefer a curated, intimate experience and are okay with the expense for added comfort and personalized attention.

Who Should Consider This Tour?

This experience is ideal for couples, small groups, or solo travelers who want to explore Tuscany’s medieval towns with a knowledgeable guide and private transportation. If you’re someone who appreciates history, architecture, and local craftsmanship, you’ll find this tour very rewarding. It’s especially suitable for travelers who dislike driving, want a flexible schedule, or prefer a more personalized experience compared to group tours.

Final Thoughts: Is it Worth It?

For those seeking an authentic yet comfortable way to explore Tuscany’s iconic towns, this private tour ticks many boxes. The expert guidance and flexibility allow you to savor each location without feeling hurried, and the stunning scenery provides countless photo opportunities. The small group size or private arrangement ensures a personable, tailored experience that large tours simply can’t match.

While the price might seem steep, consider the value of personalized attention, convenient logistics, and insider insights—these are the ingredients for a memorable day that combines history, culture, and the simple joy of discovering Tuscany’s timeless towns.

FAQ

Is hotel pickup and drop-off included?
Yes, the tour includes pickup and drop-off at your hotel or chosen location in downtown Florence, making it convenient and stress-free.

What transportation is used?
A private, air-conditioned Mercedes minivan equipped with Wi-Fi and unlimited mineral water ensures a comfortable ride throughout the day.

How long is the drive between locations?
The drive from Florence to San Gimignano is approximately 1 hour, with additional driving time to Volterra. The exact timing allows for scenic views and photo stops.

Are meals included?
No, lunch is not included, but there are plenty of options available in both towns. The focus is on sightseeing and cultural exploration.

Can I customize the tour?
This is a private experience, so you can discuss specific interests or adjustments with your guide beforehand, subject to logistical feasibility.

What is the group size?
The tour is limited to a maximum of 8 travelers, ensuring an intimate, personalized experience.

Is this tour suitable for children?
Yes, most travelers can participate, but it’s best for those who enjoy walking and are comfortable with a full day of sightseeing.

What should I bring?
Comfortable shoes, sun protection, a camera, and a sense of adventure. The driver provides umbrellas if needed in case of rain.

What is the cancellation policy?
You can cancel free of charge up to 24 hours in advance for a full refund.

This private full-day tour of San Gimignano and Volterra offers a fantastic blend of history, scenery, and personalized service, making it a standout choice for travelers eager to experience Tuscany authentically and comfortably.