From Rome : Siena and San Gimignano Private Excursion with Wine

About this tour

A 12-hour private drive from Rome into Tuscany's heartland, combining two medieval strongholds with vineyard time. You'll explore Siena's shell-shaped piazza and Gothic cathedral, then head to San Gimignano to wander between its famous tower-houses. The day concludes at a working winery where you taste Tuscan reds and whites alongside local charcuterie and cheese, before returning to Rome by late afternoon.

Highlights

• Piazza del Campo's brick amphitheatre, Siena's civic centrepiece
• Siena Cathedral's striped marble facade and intricate interior
• San Gimignano's 14 surviving medieval towers dominating the skyline
• Self-guided ramble through narrow stone streets and viewpoints
• Wine estate tasting: local production methods and regional varieties
• Tuscan countryside vistas from hilltop towns

What to expect

Your driver collects you early from your Rome accommodation and heads northwest toward Tuscany. Siena consumes the morning: expect the cathedral ticket included, but you're free to explore the piazza and surrounding quartiere at your own pace. The climb to San Gimignano takes roughly an hour; you'll have a few hours to wander its lanes, peer into artisan shops, and soak in the medieval atmosphere from high viewpoints. Late morning or early afternoon, you transfer to a countryside wine estate where a tasting unfolds in a cellar or terrace setting—expect 3–4 wines, cured meats, and cheese. The driver returns you to Rome by dusk.

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