Siena & San Gimignano
Private Tour From Florence
Two UNESCO-listed medieval gems — private driver, flexible itinerary, premium comfort.
Siena & San gimignano -Private Tour from Florence
This Siena San Gimignano tour from Florence is one of the most popular day trips in Tuscany. With a professional English-speaking driver you can explore Siena and the famous towers of San Gimignano in one day.
Discover the timeless beauty of Tuscany with a private full-day tour from Florence to Siena and San Gimignano—two of the region’s most celebrated medieval destinations. Travel in premium comfort with a private English-speaking driver, a flexible schedule, and door-to-door service—ideal for couples, families, and travelers who value privacy and a seamless experience.
Siena
Siena is one of Italy’s most enchanting medieval cities. Walk through the historic streets to the world-famous Piazza del Campo, the heart of the city and home of the legendary Palio horse race. Enjoy free time to explore elegant squares, artisan boutiques, and—if you wish—visit Siena’s magnificent Duomo area (tickets/guide can be arranged upon request). Siena is a city to experience slowly: its architecture, atmosphere, and details reward every step.
San Gimignano
After Siena, continue to San Gimignano, the iconic hilltop town known as the “Town of Towers.” Stroll the charming lanes, admire the skyline of medieval towers, and take in panoramic views over vineyards and rolling countryside. It’s the perfect place for beautiful photos and a relaxed walk through authentic Tuscan scenery.
Optional Winery & Lunch (highly recommended)
To elevate the day, we can include a stop at a selected Tuscan winery for a curated tasting and a typical lunch (wine-paired if desired). This option transforms the tour into a complete lifestyle experience—combining art, history, landscapes, and local flavors in one unforgettable day.
Why Siena & San Gimignano
Two iconic medieval destinations in one day. Siena offers grand architecture, elegant streets, and the world-famous Piazza del Campo. San Gimignano adds a relaxed hilltop atmosphere with its historic towers and panoramic countryside views.
Private, flexible, and comfortable. Your day is tailored to your pace—more time for sightseeing, photos, shopping, or a relaxed coffee break. We handle logistics so you enjoy Tuscany without stress.
Optional winery & lunch. If you’d like, we can include a carefully selected winery stop for a curated tasting and a typical Tuscan lunch, turning the day into a complete lifestyle experience.
This private day tour departs from Florence and takes you through some of Tuscany’s most celebrated wine and cultural destinations, combining breathtaking landscapes, historic villages and world-class food and wine experiences.
Inclusions
- Private chauffeur-driven tour from Florence (no shared groups)
- Flexible itinerary tailored to your pace and interests
- Door-to-door service in premium vehicle
- Free time in Siena and San Gimignano
- Optional winery & lunch in the Tuscan countryside
Frequently Asked Questions
How long is the Siena & San Gimignano private tour?
The tour lasts approximately 8–9 hours, including travel time, sightseeing, and free time in each destination. The schedule is flexible and can be adapted to your preferences.
Is this tour really private?
Yes. This is a 100% private tour with your own driver and vehicle. No shared groups, no fixed timetables, and no rushed stops.
What time does the tour start?
Pickup is usually between 8:00 and 9:00 AM from your hotel or accommodation in Florence. The exact time is confirmed after booking
How much time do we spend in Siena and San Gimignano?
Typically, you will spend around 2 hours in Siena and 1.5 hours in San Gimignano. The timing can be adjusted based on your interests.
Do we visit the Duomo or museums in Siena?
Entrance tickets are not included, but your driver can advise you on the best options. If you wish, we can help you plan a visit to Siena’s Duomo or other attractions.
Is a winery visit and lunch included?
The winery and lunch experience is optional and can be added upon request. We work with selected local wineries that offer wine tastings and traditional Tuscan meals.
What is included in the price?
The price includes a private chauffeur-driven vehicle, fuel, tolls, parking, and hotel pickup and drop-off in Florence.
What is not included?
Entrance fees, winery tastings, lunch, and personal expenses are not included unless requested in advance.
How many people can join the tour?
The tour is suitable for couples, families, and small groups. We can accommodate from 1 to 7 guests in a luxury van, or larger groups with a minibus..
Can we customize the itinerary?
Yes. This is a flexible tour. You can request photo stops, coffee breaks, more time in one town, or add a winery visit.
Is the tour suitable for children and seniors?
Yes. The pace is relaxed and the itinerary can be adapted for families with children and travelers with limited mobility.
How do I check availability or book?
You can contact us directly on WhatsApp using the green button on the page. We will confirm availability and details quickly.
- Please inform us in advance of any dietary restrictions or food allergies
- The itinerary may be adjusted depending on traffic, weather conditions or winery availability
- Wine tastings are reserved for guests aged 18 and over
- Comfortable shoes are recommended
- This is a private tour, only your group will participate
- Purchase and international shipping of local products are available upon request
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