About this tour
Spend twelve hours exploring the Brunello wine country of southern Tuscany, visiting the hilltop towns of Montalcino and Montepulciano. Your private driver collects you from your accommodation and navigates the winding roads through vineyard-dotted valleys, stopping at medieval centres known for their architecture and views. You'll walk cobbled streets, see where Brunello grapes grow, and can arrange tastings and lunch at local estates to understand why these wines command respect globally. The route showcases both the landscapes that shaped Tuscany's wine identity and the Renaissance towns built into them.
Highlights
- Montalcino's fortress and narrow medieval streets
- Montepulciano's hilltop layout and Renaissance palaces
- Brunello vineyard country between towns
- Private Mercedes transport with English-speaking driver
- Optional winery lunch and tastings (€50–60 per person)
- Hotel, airport, or station pickup included
What to expect
Your driver will collect you and spend the day navigating between two principal towns separated by rolling wine country. Expect to spend two to three hours in each location—enough to walk the main piazzas, climb to viewpoints, and browse local shops without feeling rushed. The roads are well-maintained but winding; the journey between towns takes roughly an hour. If you've booked a winery stop, you'll spend another two hours tasting multiple vintages and eating a Tuscan lunch. Without bookings, the day is flexible: you set the pace for exploring streets and stopping for coffee or a standalone meal.
Good to know
Lunch and wine tastings aren't included but can be arranged in advance (€50–60 per person). Wear comfortable walking shoes—both towns involve hills and uneven paving. The tour is wheelchair accessible throughout. Smart casual dress suits the setting. English-speaking driver provided; confirm your pickup point when booking.
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.







