About this tour
This eight-hour private tour sweeps through Tuscany's celebrated wine country, starting from Florence. You'll travel through Chianti's cypress-lined valleys and vineyard slopes, stopping at San Gimignano's medieval towers before settling into a working family farm for a three-course lunch paired with local wines. The afternoon includes a castle visit and a second tasting session at a Chianti Classico producer, returning to Florence by 5pm.
Highlights
- San Gimignano's iconic towers rise above Tuscan countryside
- Lunch at a traditional working farm with house-made pasta
- Two separate wine tastings across different producers
- Medieval Monteriggioni castle perched on hilltop
- Private transport throughout, no group shuffling
- Cypress and olive grove scenery en route
- Vernaccia and Chianti Classico varieties sampled
What to expect
Your driver collects you from your Florence address and heads into rolling Chianti terrain, passing through characteristic landscapes of stone villas, dark cypress trees and sprawling vineyards. You'll explore San Gimignano's famous towers—a striking medieval cluster—then drive to a family-run working farm where lunch unfolds across three courses with fresh pasta, cured meats, local cheese and olive oil. Wine tastings happen here and later at another winery. Between these, you'll visit Monteriggioni's fortified walls. Expect roughly six hours of travel and stops combined, with the bulk of time spent eating, tasting and absorbing the terrain.
Good to know
Twelve glasses of wine are included across both tastings—pace yourself or request water. The farm lunch is substantial; arrive with appetite. Infant seats and pram access available. All fitness levels suited. Roads are winding but well-maintained; travel sickness tablets recommended if prone.
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.