Itinerary
- Day 1
Chianti
- Meals
- Lunch (Light lunch upon arrival at the hotel), Dinner (Welcome evening meal hosted by the hotel's excellent chef)
Included Activities
- Warm-up ride in Chianti (19.3 km, 306m elevation gain)
Landmarks Chianti - Day 2
Greve to Volpaia
- Meals
- Breakfast, Lunch (Lunch en route), Dinner (Evening meal in town)
Included Activities
- Ride to Greve and Volpaia (66.9 km, 1655m elevation gain)
- Wine tasting in Chianti vineyard
Landmarks Greve in Chianti Volpaia - Day 3
Gaiole in Chianti
- Meals
- Breakfast, Lunch (Lunch en route)
Included Activities
- Ride to Gaiole in Chianti (69.9 km, 1216m elevation gain)
Optional Activities
- Visit watchtowers in Gaiole
Landmarks Gaiole in Chianti - Day 4
Radda to Siena
- Meals
- Breakfast, Lunch (Lunch en route), Dinner (Evening meal at the hotel)
Included Activities
- Ride from Radda to Siena via Castelnuovo Berardenga (74.2 km, 1671m elevation gain)
Landmarks Castelnuovo Berardenga Siena 


- Day 5
Siena to Bagno Vignoni
- Meals
- Breakfast, Lunch (Lunch en route in San Quirico), Dinner (Evening meal at the hotel)
Included Activities
- Ride through Crete Senesi and Le Strade Bianche section (62 km, 1271m elevation gain)
- Pass through Asciano and San Giovanni d'Asso
Landmarks Crete Senesi Le Strade Bianche Asciano San Giovanni d'Asso San Quirico Bagno Vignoni - Day 6
Bagno Vignoni to Pienza or Montalcino
- Meals
- Breakfast, Lunch (Lunch en route), Dinner (Farewell evening meal in the village)
Included Activities
- Ride to Pienza or Montalcino (83.1 km, 1976m elevation gain - long route option)
Optional Activities
- Short ride to Pienza (UNESCO site known for Pecorino cheese)
- Long ride to Montalcino (renowned for wine)
Landmarks Pienza Montalcino - Day 7
Departure
- Meals
- Breakfast
Optional Activities
- Arrange transfers based on departure plans














