Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Discover Tuscany’s medieval charm with this private 8-hour tour from Florence, visiting San Gimignano and Volterra with expert guides and flexible stops.

This private tour from Florence offers a full-day journey through Tuscany’s historic towns of San Gimignano and Volterra. Priced at $868.20 per group, it accommodates up to 7 people, making it ideal for small groups seeking an intimate and personalized experience. The tour lasts approximately 8 hours, including scenic drives through the iconic Chianti countryside, with hotel pickup and drop-off included for maximum convenience.
The standout feature of this tour is the luxury private van and the knowledgeable driver who takes care of navigation and local insights. Unlike group excursions, this tour allows you to explore each town at your own pace, with the flexibility to linger or move on. It’s a well-balanced option for those who appreciate comfort, privacy, and a tailored itinerary, though it’s worth noting that lunch is not included—you’ll want to plan your meal at one of the charming local spots or a nearby farm house.
Prefer personalized experiences? Here are other private options we've covered in Florence

The tour begins with a scenic one-hour drive from Florence, during which the private driver showcases the rolling hills and vineyards of Chianti. Upon arrival in San Gimignano, the focus is on its UNESCO World Heritage-listed historic center, famous for its medieval towers that define the skyline.
Rich with history, San Gimignano’s Piazza Duomo invites you to stroll among ancient buildings, while the Collegiate Church impresses with its frescoes and stone architecture. The Piazza della Cisterna buzzes with vibrant activity and offers plenty of space to soak up the colorful atmosphere. You’ll find many enchanting restaurants and trattorias nearby for lunch or a quick gelato, with insider tips on where to enjoy the best local flavors.
The town’s medieval architecture and lively streets provide an authentic step back in time, perfect for taking photos and browsing boutiques. After exploring at your own pace, you’re free to continue enjoying the town or relax at a local cafe before moving on to Volterra.

After San Gimignano, the tour proceeds to Volterra, a city renowned for its Etruscan roots and Roman sites. The Cattedrale di Santa Maria Assunta is a key stop, featuring impressive frescoes and Gothic stonework. Here, the Etruscan tombs, built centuries before Christ, demonstrate Volterra’s ancient significance.
The town’s historical sites include Roman baths and an excavated stone theater, which reveal layers of Roman-era architecture. Walk through winding cobblestone streets lined with boutiques and workshops, notably those selling alabaster artwork—a traditional craft that Volterra is celebrated for. The alabaster workshops allow visitors to learn about this ancient craft and appreciate its craftsmanship firsthand.
One of the more atmospheric parts of Volterra are its film sites, where scenes from New Moon were shot against the backdrop of stone walls and ramparts. Visitors can also explore historic piazzas and ramparts that offer picturesque views. The town’s artistic and archaeological appeal makes it a perfect place for a relaxed stroll, browsing boutiques or simply enjoying the medieval scenery.

A highlight of this tour is the optional visit to Fattoria San Donato, a local farm where wine tasting and sampling of organic regional products take place. Although lunch is not included in the tour price, this farm visit provides a wonderful opportunity to taste local wines and house-made delicacies in a peaceful rural setting.
If you choose to include this stop, it offers an authentic taste of Tuscan agriculture and wine culture, complementing the historical exploration of the towns. The farm visit is a flexible add-on, and the admission ticket is not included in the main price.

Unlike larger group tours, this private experience grants the flexibility to spend as much time as desired at each location. You can linger in San Gimignano to shop or take photos, or explore Volterra’s historic sites more deeply. The private driver ensures a smooth, stress-free journey, allowing you to relax and enjoy local insights without the hassle of navigation.
The tour begins at 9:30 am, with a comfortable pace designed to maximize enjoyment without feeling rushed. The van offers a relaxing environment for the return trip to Florence, where you are dropped off directly at your hotel or accommodation.
While in Florence, here are other experiences we've covered

The drive between Florence and these towns showcases the scenic Chianti landscape, dotted with vineyards, olive groves, and traditional farmhouses. The private transportation ensures a quiet, comfortable ride, enabling travelers to appreciate the lush scenery and get the most out of their day.
The route is carefully curated to balance sightseeing with travel time, so you’re not confined to a rigid schedule. The scenic views add to the overall experience, making the trip feel like a true escape into Tuscany’s countryside.

With a maximum of 7 guests, this tour offers a more personalized experience compared to large group excursions. The private driver acts as a guide, sharing local insights and historical context, making the day both informative and engaging.
This small-group format allows for flexible timing, spontaneous stops, and a more intimate atmosphere. It’s especially suitable for those seeking a luxury experience with personal attention and tailored exploration.

While the official reviews show a 4.6/5 rating, guests particularly praise the knowledgeable guides and stunning views. One review highlights a guide named Massimo, who spends quality time sharing historical knowledge and making the experience memorable.
Another reviewer appreciates the less crowded, peaceful atmosphere of the area, capping a day that balances visual beauty with cultural discovery. These insights emphasize the tour’s strong points—expert guidance and the chance to explore Tuscany’s historic towns at your own pace.
This tour can be booked up to 50 days in advance, with a free cancellation policy if canceled at least 24 hours before. The confirmation is immediate upon booking, and the tour guarantees a private experience that is suitable for most travelers, including those near public transportation.
The meeting point is flexible, with pickup offered at your Florence hotel, making logistics simple for visitors. The tour price is all-inclusive except for lunch and personal expenses, giving good value for a personalized, full-day experience.
This 8-hour private tour offers a seamless way to discover Tuscany’s medieval charm with comfort, flexibility, and expert guidance. It is especially suitable for visitors who want to explore San Gimignano’s towers and Volterra’s archaeological sites on their own terms, without the constraints of a large group.
While lunch is optional and not included, the opportunity to enjoy local farm products or dine at charming trattorias adds to the authentic Tuscan experience. The scenic drives, expert driver, and personalized itinerary make this tour a strong choice for those seeking luxury and flexibility in their Tuscan adventure.
“We had a wonderful time with our tour guide Massimo. He spent a lot of valuable time showing us around and sharing his knowledge about the history…”
Is hotel pickup included in this tour?
Yes, the tour offers hotel pickup and drop-off in Florence for convenience.
How many people can join this tour?
A maximum of 7 guests can participate, ensuring a private and intimate experience.
What is the duration of the tour?
The tour lasts approximately 8 hours, including driving and exploration time.
Are meals included?
No, lunch is not included, but there is an option to visit a farm for wine tasting and organic products.
What stops are included in this tour?
Stops include Cattedrale di Santa Maria Assunta in Volterra and the historic center of San Gimignano, with optional visits to alabaster workshops and Etruscan tombs.
What are the highlights of San Gimignano?
The medieval towers, Piazza Duomo, and rain of frescoes inside the Collegiate Church are key attractions.
What archaeological sites does Volterra feature?
Visitors can see Etruscan tombs, Roman baths, and an excavated stone theater.
Can I customize the itinerary?
Yes, the private nature of this tour allows for personalized pacing and stops as desired.
How can I book this tour?
Booking can be made through the provider, Chianti Drivers private tours, with confirmation immediately after booking.
What is the cancellation policy?
You can cancel free of charge up to 24 hours before the scheduled start time for a full refund.