About this tour
A private nine to ten hour loop through three UNESCO-listed Tuscan hilltop towns—Pisa, San Gimignano and Siena—departing Florence in a luxury minivan with your own English-speaking driver. You'll skip the hassle of navigation and rent cars, moving at your own rhythm through medieval streets and piazzas while your driver shares local knowledge of the region's architecture and history. Perfect for groups up to six travellers wanting flexibility and comfort over rigid itineraries.
Highlights
- Three UNESCO World Heritage cities in one day
- Private minivan with English-speaking driver throughout
- Hotel pickup and drop-off in Florence
- Set your own pace—linger where you wish
- Air-conditioned transport with WiFi and complimentary water
- Driver offers Tuscan insights and local recommendations
- Suits all fitness levels and families with prams
What to expect
Your driver collects you from your Florence hotel around 8:30 or 9:00 am and steers you through rolling Tuscan countryside towards Pisa first, where you'll explore the Leaning Tower and cathedral square on foot. Next, San Gimignano's dramatic medieval towers come into view as you climb narrow lanes lined with gelato shops and local wine bars—allow time to wander and eat. Finally, Siena's brick-built centro wraps around the famous Piazza del Campo. Throughout, your driver waits with suggestions about where to grab lunch, which side streets reward exploration, and stories about each town's medieval rivalries. You're back in Florence by early evening.
Good to know
Entrance fees to museums and churches aren't included—budget separately. Lunch is on you, eaten locally. Confirm your booking the day before by email. Umbrellas provided if weather turns. Minivan fits six comfortably; infant seats and pram space available.
Tour sold and operated by Viator via Viator. Descriptions on this page are original Global Hobo summaries written by our team — not copied from the operator. Prices and availability are confirmed at checkout.