Siena, a city in central Italy’s Tuscany region, is distinguished by its medieval brick buildings. The fan-shaped central square, Piazza del Campo, is the site of the Palazzo Pubblico, the Gothic town hall, and Torre del Mangia, a slender 14th-century tower with sweeping views from its distinctive white crown. The city’s 17 historic “contrade” (districts) extend outward from the piazza.San Gimignano is an Italian hill town in Tuscany, southwest of Florence. Encircled by 13th-century walls, its old town centers on Piazza della Cisterna, a triangular square lined with medieval houses. It has a skyline of medieval towers, including the stone Torre Grossa. The Duomo di San Gimignano is a 12th-century church with frescoes by Ghirlandaio in its Santa Fina Chapel.
Italy · City Tours
Private Day Trip Best of Tuscany Landscape and Wine Tour From Florence
The journey
- 01 Private day trip through the Tuscan countryside from Florence
- 02 Free time to explore medieval Siena at your own pace
- 03 See Piazza del Campo and the historic center of Siena
- 04 Optional winery stop for wine tasting or wine tasting with light lunch
- 05 Visit San Gimignano, a UNESCO World Heritage site
- 06 Travel in a private air-conditioned sedan or minivan
- 07 Hotel pickup included in Florence
Discover the timeless beauty of Tuscany on a private day trip from Florence, combining medieval cities, rolling countryside, and the region’s celebrated wine culture. Travel in a private air-conditioned vehicle with an English-speaking driver-guide as you head first to Siena, where you’ll have free time to explore its narrow lanes, admire Piazza del Campo, and take in the atmosphere of this remarkably preserved historic town.
Continue through the Tuscan landscape to a local winery for an optional wine tasting or wine tasting with light lunch, then round off the day in San Gimignano, the famous hill town known for its medieval towers and UNESCO-listed old town. This is a relaxed and scenic way to experience some of Tuscany’s most iconic highlights in a single day.
Discover the timeless beauty of Tuscany on a private day trip from Florence, combining medieval cities, rolling countryside, and the region’s celebrated wine culture.
From the itinerary
At a glance
What this trip includes
Day by day
The itinerary
The route
Where you'll travel
The fine print
Trip details
What's Included
- Professional English-speaking driver/guide
- Private transport by air-conditioned sedan or minivan
- A visit to Siena
- A visit to San Gimignano
What's Not Included
- Admission fees
- Meal
- Gratuities
- Wine tasting (cost is 25 Eur per person to be paid at the winery)
- Wine tasting and lunch (cost is 45 Eur per person to be paid at the winery)
Know before you go
- WHEELCHAIR ACCESSIBLE
- STROLLER OR PRAM ACCESSIBLE
- PUBLIC TRANSPORTATION NEARBY
- INFANTS MUST SIT ON LAPS
- Not suitable for pets
- Infant seats unavailable
- Wheelchair accessible
- Not wheelchair accessible
- Due to strict Italian laws & regulations that protect officially licensed guides, our drivers can only comment and explain the sights from inside the vehicle, and are not allowed to do so once they are outside the vehicle. A Professional licensed guide, where needed, can be hired on request at an extra cost.
- Your driver will pick you up from your hotel 10 minutes before tour starts.
- Driver will pick you up from your hotel or apartment.
Logistics
Meeting & route
Your 8 hours finish where they began, in Pickup service provided in Florence..
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