About this tour
A private eight-to-nine-hour sweep through Tuscany's most celebrated corners, departing Florence with your own driver to navigate Pisa, the Chianti wine region, and the medieval towers of San Gimignano at your own pace. The itinerary flexes to your interests—whether you're chasing art and architecture, rolling hills of vineyards, or village piazzas. You'll have breathing room in each stop, plus views from Piazzale Michelangelo en route.
Highlights
- Pisa's famous leaning tower and riverside squares
- Chianti's undulating vineyards and quiet countryside
- San Gimignano's intact medieval skyline and steep streets
- Piazzale Michelangelo overlook of Florence valley
- Customisable stops based on your preferences
- Mercedes-Benz with air conditioning throughout
- Hotel collection and drop-off included
What to expect
You'll be picked up from your Florence accommodation in a comfortable, climate-controlled vehicle with a driver who speaks English. Travel accounts for much of the day—roads wind through Tuscan countryside, so pace yourself. In Pisa, you get free time to explore the cathedral square and decide whether to climb the tower (extra cost). The Chianti segment lets you wander vineyards or duck into a roadside cantina. San Gimignano rewards a slow wander—its medieval grid of lanes and towers feels less crowded in the late afternoon. Piazzale Michelangelo offers the classic distant view of Florence's dome before you head back.
Good to know
Bring comfortable walking shoes and a hat; summer heat in these towns is intense. Lunch isn't provided, so budget for meals in Pisa or San Gimignano. The Leaning Tower ticket costs extra (€12). Infant car seats available if needed. This suits all fitness levels, but you'll do plenty of standing and climbing cobbled streets.
Tour sold and operated by its supplier via Viator. Descriptions on this page are original BugBitten summaries, not copied from the operator. Prices and availability are confirmed at checkout.