Itinerary
- Day 1
Montepulciano
- Meals
- Breakfast
Optional Activities
- Explore Montepulciano town center
- Train from Rome, Florence or Pisa to Chiusi
- Local bus or taxi from Chiusi to Montepulciano
Landmarks Montepulciano - Day 2
Montichiello - Pienza
- Meals
- Breakfast
Included Activities
- Self-guided walk from San Biagio church to Montichiello
- Self-guided walk from Montichiello to Pienza
Optional Activities
- Local meal or cappuccino in Montichiello
- Purchase local pecorino cheese in Pienza
- Purchase truffles in Pienza
- Explore Pienza Renaissance town center
Landmarks San Biagio Church Montichiello Pienza 
- Day 3
Pienza to Bagno Vignoni
- Meals
- Breakfast
Included Activities
- Self-guided hike from Pienza to Bagno Vignoni through forests and villages
Optional Activities
- Spa treatments at Bagno Vignoni thermal complex
Landmarks Bagno Vignoni - Day 4
Sant'Antimo - Montalcino
- Meals
- Breakfast
Included Activities
- Transfer from Bagno Vignoni to Castelnuovo dell'Abate
- Visit Sant'Antimo abbey
- Self-guided walk from Sant'Antimo to Montalcino
Optional Activities
- Wine tastings in Montalcino
Landmarks Castelnuovo dell'Abate Sant'Antimo Abbey Montalcino Orcia Valley - Day 5
Montalcino
- Meals
- Breakfast
Included Activities
- Self-guided walk through Brunello wine region vineyards and olive groves
Optional Activities
- Wine tastings at local vineyards
- Visit wineries in the Brunello region
Landmarks Crete Sensi Buonconvento - Day 6
Buonconvento
- Meals
- Breakfast
Included Activities
- Transfer from Buonconvento to Monte Oliveto Maggiore
- Visit Monte Oliveto Maggiore monastery
- Self-guided walk from Monte Oliveto Maggiore back to Buonconvento
Optional Activities
- Detailed exploration of the abbey interior
Landmarks Monte Oliveto Maggiore - Day 7
Siena
- Meals
- Breakfast
Included Activities
- Transfer from Buonconvento to Monteroni d'Arbia
- Self-guided walk from Monteroni d'Arbia to Arbia train station
- Train from Arbia to Siena
Optional Activities
- Visit Siena Duomo cathedral
- Explore medieval palaces in Siena
- Photographs at Piazza del Campo
- Private transfer from Arbia train station to Siena (130 Euros for group up to 4 people)
Landmarks Monteroni d'Arbia Siena Siena Duomo Piazza del Campo 
- Day 8
Siena
- Meals
- Breakfast
Optional Activities
- Extended stay in Siena
- Travel to Florence by local bus
