Siena and San Gimignano
The medieval fortified towns of Tuscany
Convents, castles, wineries which seem XVIII century theatres. All this you find driving to Siena, before visiting this unbelievable stone town. Driving on the way to Siena, you see the towers on the hill of San Gimignano and you immediately sense the taste of Vernaccia. Arriving in Siena or Monteriggioni, walking through the old walled town’s portals, you imagine the strong, full-bodied wines produced in the surrounding countryside.
Chianti, Florence, San Gimignano, Siena, Tuscany, Wine tours, 2 - 6 people
Medieval architecture, heritage wines, and timeless landscapes
There’s a quiet pleasure in stepping through ancient stone gates, hearing your footsteps echo across centuries, and tasting wine where it’s been made for generations.
This private experience connects you to Tuscany’s enduring elegance—through celebrated Tuscan white wine, Vernaccia, hilltop views, and time-honored cuisine.
From Siena’s Palio horse race square to San Gimignano’s iconic towers, this is a day shaped by authenticity, comfort, and refined simplicity.
Program
- 9:00 Departure from your location by private Mercedes car or van with English-speaking guide-driver
- 10:15 Guided walk through Siena: Piazza del Campo and the Cathedral
- 12:30 Visit and tasting at Terre di Sovernaja winery
- 13:00 Tuscan lunch prepared at the farm, paired with estate wines
- 15:00 Free walk in San Gimignano
- 18:00 Return to your location
Details
- Private Mercedes car or van with English-speaking guide-driver
- Entrance tickets to Siena Cathedral
- Winery visit and guided wine tasting
- Lunch at the winery with a seasonal Tuscan menu
- Personalized pickup and drop-off
Available from Florence, Montecatini Terme, Chianti, Lucca and nearby areas.
Kevin, USAI would like to share a huge thank you for your assistance with our trip to Siena and Tuscany yesterday. The trip was fantastic, Siena and Tuscany are beautiful and quite unforgettable, and the wineries visits were excellent. The personal aspect of both wineries plus the very good wine made both locations very enjoyable.