About this tour
A full-day private tour from Florence linking three of Tuscany's standout medieval towns. You'll explore Siena's gothic core and famous piazza, drive through Chianti's vineyard-striped valleys with a wine-region stop, then wander San Gimignano's narrow lanes lined by its distinctive towers. Eight hours of countryside and architecture, tailored for small groups seeking substance over rushing.
Highlights
- Piazza del Campo: Siena's sloping shell-shaped heart
- Siena Cathedral: Striped marble and intricate floor mosaics
- Chianti wine-growing landscape: rolling hills and cypress rows
- San Gimignano's medieval tower skyline: 14 structures still standing
- Private vehicle with air conditioning and on-board WiFi
- Guided walk through cobblestone streets and hidden alleyways
- Tuscan countryside views between each stop
What to expect
Your driver collects you in Florence and heads south towards Siena, where you'll spend time on foot discovering the cathedral, the Piazza del Campo, and backstreet corners layered with Renaissance history. Mid-tour, you'll drive through Chianti's vineyard terrain—the landscape itself is the attraction here, studded with wine estates and farmhouses. Final stop is San Gimignano, perched on a hilltop: you'll climb its streets between merchant houses and defensive towers, many medieval originals still intact. The pace allows breathing room in each town rather than rushed photo stops. Expect cobbles, stairs, and some uphill walking.
Good to know
Wine tasting is not included but available locally (18+ only; soft drinks offered instead). Private transport means flexibility for photography or rest. Bring comfortable walking shoes, sunscreen, and water; the vehicle carries bottles. Prams and infant seats are available. All three towns are navigable for most fitness levels, though San Gimignano has slopes.
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.