Itinerary
- Day 1
Siena
SienaOptional Activities
- Stroll around Siena city center
- Visit Piazza del Campo
- Visit the Duomo
Landmarks Piazza del Campo Siena Cathedral (Duomo) 
- Day 2
Crete Senesi Hike to Asciano
Crete Senesi Hike to Asciano- Meals
- Breakfast
Included Activities
- Guided hike through Crete Senesi area (approximately 23 km, approximately 6 hours, approximately 690m ascent and descent)
Landmarks Crete Senesi Biancane di Leonina Asciano - Day 3
Crete Senesi to Serre di Rapolano
Crete Senesi to Serre di Rapolano- Meals
- Breakfast
Included Activities
- Guided hike through Crete Senesi (approximately 15 km, approximately 4 hours, approximately 269m ascent and approximately 161m descent)
Optional Activities
- Visit thermal baths in Rapolano
Landmarks Crete Senesi Rapolano Thermal Baths - Day 4
Serre di Rapolano to Sinalunga
Serre di Rapolano to Sinalunga- Meals
- Breakfast
Included Activities
- Guided hike through hilly terrain (approximately 20 km, approximately 7 hours, approximately 700m ascent and descent)
Landmarks Valdichiana Gimignanello Scrofiano - Day 5
Sinalunga to Farneta or Petrignano del Lago
Sinalunga to Farneta or Petrignano del Lago- Meals
- Breakfast, Dinner
Included Activities
- Guided hike along country roads (approximately 18 km, approximately 6 hours, approximately 240m ascent and approximately 313m descent)
Optional Activities
- Detour to village of Bettolle
- Visit Farneta Abbey
- Alternative: Train from Sinalunga to Montepulciano and hike to Petrignano del Lago (11 km, 3 hours, 193m ascent, 117m descent)
Landmarks Bettolle Farneta Abbey Petrignano del Lago 
- Day 6
Farneta/Petrignano del Lago to Cortona
Farneta/Petrignano del Lago to Cortona- Meals
- Breakfast
Included Activities
- Guided hike to Cortona (approximately 16 km, approximately 6 hours, approximately 360m ascent and approximately 186m descent)
Optional Activities
- Alternative route: Train from Camucia Cortona station and bus to Cortona (avoiding the final climb)
Landmarks Valdichiana Via Romea Germanica San Michele Church Cortona 
- Day 7
Departure from Cortona
Departure from Cortona- Meals
- Breakfast
