About this tour
Eight-hour private car tour connecting three cornerstones of Tuscan medieval culture. Depart Florence for Siena's Gothic cathedral and brick piazzas, then press through rolling vineyards to San Gimignano's UNESCO-listed towers. Midway stop at Monteriggioni, a fortified hamlet on the ancient pilgrimage route, where lunch breaks the day. Air-conditioned transport and driver handle navigation; you handle the exploration.
Highlights
- Siena's Cathedral with inlaid marble floors and frescoed interiors
- San Gimignano's 14 surviving medieval towers dominating the skyline
- Monteriggioni's intact stone walls, medieval village atmosphere
- Chianti countryside drives between stops
- Private vehicle with professional driver throughout
What to expect
You'll spend roughly two hours in Siena, wandering the terracotta-coloured centro storico and climbing into the Duomo if time allows. The drive to San Gimignano crosses open Tuscan hills; once there, another two hours lets you walk the narrow alleys and scale a tower or two. Monteriggioni offers a quieter interlude—lunch (separate cost) in a genuine medieval village rather than a tourist-heavy piazza. The pace is deliberate, not rushed. Expect cobblestones, stairs, and authentic narrow streets throughout.
Good to know
Lunch at Monteriggioni Castle costs €50 per person and is optional. Wear sturdy shoes for uneven medieval streets. The itinerary suits most fitness levels but involves walking and climbing. Vehicle is air-conditioned and wheelchair-accessible. Infant seats available on request.
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.