About this tour
A private eight-to-ten-hour excursion from Florence into the heart of Tuscany, visiting the cathedral-dominated hilltop town of Siena and the tower-studded medieval settlement of San Gimignano. Your dedicated driver navigates rolling countryside whilst you spend two hours exploring Siena's Gothic cathedral, baptistery, and library, then move on to San Gimignano's distinctive skyline before returning to base. Lunch at a local trattoria is built into the itinerary, giving you time to eat properly rather than rush between sites.
Highlights
- Two hours inside Siena's Gothic cathedral and library
- San Gimignano's 13 surviving medieval towers up close
- Private vehicle with knowledgeable driver throughout
- Lunch break at authentic local restaurant included
- Countryside views between Florence and hilltop towns
- Bottled water and snacks provided en route
What to expect
You'll be collected in a private car and driven south through Tuscan farmland to Siena, where you have genuine breathing room to wander the cathedral precinct—no herding. The Piccolomini Library's illuminated manuscripts reward close looking. San Gimignano comes next: the town is compact and pedestrianised, so you'll climb narrow streets between honey-coloured stone buildings. The towers are visible from outside the walls, but stepping inside reveals the tight medieval layout. Lunch happens at a restaurant of your choosing; your driver can advise. The return journey gives you time to decompress rather than feel rushed.
Good to know
The tour suits all fitness levels, though both towns involve walking uphill on cobbles. Prams and strollers work in flatter areas but stairs are unavoidable in parts of the old towns. Wheelchair-accessible transport is available; let your operator know in advance if needed. Bring sturdy shoes, sunscreen, and a hat. Tips are separate from the quoted price.
Tour sold and operated by Viator via Viator. Descriptions on this page are original BugBitten summaries written by our team — not copied from the operator. Prices and availability are confirmed at checkout.