About this tour
A nine-hour private drive from Rome into the heart of Tuscany, stopping at Montepulciano and Pienza. You'll travel through the region's signature landscape—vine-draped valleys and clay hills—visiting two Renaissance hilltop towns built on medieval foundations. The tour includes transport, water, and drinks, though meals and entry fees fall to you. Pitched at all fitness levels, it's a leisurely introduction to Tuscan countryside and architecture without the coach-party rush.
Highlights
- Rolling vineyard views between Rome and Tuscany
- Montepulciano: Renaissance town and Vino Nobile cellar region
- Pienza: Papal Renaissance town with cheese and wine shops
- Private car with air conditioning and onboard WiFi
- Hotel collection and drop-off from Rome
What to expect
You'll be picked up from your Rome hotel and driven north into Tuscany's Val d'Orcia. The landscape shifts gradually—urban sprawl gives way to vineyards, farmhouses, and dramatic hilltop towns. Montepulciano sits high on a ridge; expect narrow medieval lanes, Renaissance palaces, and wine bars. Pienza is smaller and more manicured, built in the 1400s as a papal city-plan. Both towns reward wandering and stopping for lunch (your choice where). The drive itself is as much the experience as the stops; you'll see why Tuscany attracts painters.
Good to know
Entry fees to museums and monuments aren't covered; many towns are free to wander but have paid attractions. Budget for lunch separately—both towns have trattorias and cafés. Wear comfortable shoes; cobbled streets are steep. The tour suits any fitness level because you set the pace in each town.
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.