Cycling the Chianti (shire) - Tuscany

Route: Chianti – S.Gimignano – Casole d’Elsa – Montalcino – Rapolano/Asciano – Siena (self-guided)

7 nights/8 days

This route has been conceived and designed for cycling enthusiast, taking in Tuscany’s most famous hills. Cycle along the dirt tracks through the vineyards of Italy’s most famous red wine and the towns of the Tuscan Renaissance.

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Day 1:

Arrival @Florence train station, transfer to Chianti by private van.

Hotel check in; rented bikes are delivered on site.

Meet & Greet with Bike Manager, initial short tour to warm up and test the bikes.

Then discover the Chianti Classico (loop track).

Day 2: 

Take off to San Gimignano via Certaldo.

There will be three different tracks depending on the type of bike. (hybrid / gravel / /road).

Stay overnight in S.Gimignano.

Day 3:

After breakfast you cycle towards Casole d'Elsa.

First stage with the GranPremio della Montagna in Volterra for gravel and road bikes, while the hybrid bikes will pass through the village of Colle di Val d'Elsa.

Overnight stay in Casole d’Elsa.

Day 4:

After a good rest, you cycle to conquer the balcony overlooking the Val d'Orcia, Montalcino. It will be the "epic" stage, with sections of the Eroica or Strade Bianche.

Overnight stay in Montalcino (for 2 nights). Accommodation has a swimming pool.

Day 5:

Take a break. Loop tracks as an alternative to relaxing by the pool with a view and a glass of Brunello.

Day 6:

Well rested, we leave Montalcino for Asciano.

The highlights are many, it depends on the type of bike (tour) chosen.

Overnight stay in Asciano.

Day 7:

Breakfast and then off to Siena. To better experience the city of the Palio, all different bikes will have a double track, long and short. Bikes will be collected in the evening.

Overnight stay in Siena.

Day 8:

Departure.

Siena

If you decide to stay in Siena, we can offer you, our consultancy services; if, on the other hand, you decide to leave, we will take you to the nearest airport or train station.

If, however, you would like to experience Naples, Sorrento and the Amalfi Coast, you can choose our package:

9 nights/10 days, The Land of the Sirens.