Tour briefing, bike fitting and warm up ride. Arrival in Tuscany, shuttle or individual arrival at our accommodation in Asciano countryside. Tour explanation, delivery of tour documentation, and careful bike fitting, then possibly warm up ride to the pretty medieval town of Serre di Rapolano.

Meals: Dinner

Accommodation:

• mid-range: Farmhouse Il Molinello

Across the beautiful villages of Montepulciano and Pienza. Today we ride through the Val d’Orcia, a quintessential Tuscan landscape, made out of rolling hills dotted with cypress trees; its landscape is listed as a UNESCO World Heritage Site. After the marvelous Montepulciano, we end in the pretty Pienza, a real model of Renaissance city.

Meals: Breakfast

Accommodation:

• mid-range: Hotel Corsignano

In the land of the Brunello di Montalcino wine. From the romantic Renaissance atmosphere of Pienza, heading towards the medieval village of Montalcino, kingdom of the fine Brunello di Montalcino wine. Along the way the beautiful Orcia valley and the majestic Sant’Antimo Romanic abbey.

Meals: Breakfast

Accommodation:

• mid-range: Hotel dei Capitani

From the vineyards of Montalcino to the rolling hills of Siena. A beautiful ride from the vineyards of Montalcino to the rolling Crete Senesi, until the lively but still authentic Siena, the most medieval town of Tuscany.

Meals: Breakfast

Accommodation:

• mid-range: Hotel Italia Siena

Across the Val d'Elsa up to the Manhattan of Medieval times. We leave Siena along the Via Francigena route, after the medieval walls of Monteriggioni we continue through the hills around the Val d'Elsa. The ride ends among the high towers of San Gimignano.

Meals: Breakfast

Accommodation:

• mid-range: Hotel Bel Soggiorno

An Epic day along the Eroica roads. We say goodbye to the unique skyline of San Gimignano then enter the Chianti Classico region, where we will experience some of the dirt roads that have made the Eroica famous all over the world, the iconic vintage bike ride through the Chianti region.

Meals: Breakfast

Accommodation:

• mid-range: Badia a Coltibuono

At the origins of Chianti Classico wine. We go through the Chianti wine region, discovering the stunning Brolio Castle, a true symbol of the territory, because the official method for the production of Chianti wine was established here in 1872. Then we pass through the ancient thermal baths of Rapolano before ending our day in the countryside of Asciano, chez our friends Elisa and Alessandro.

Meals: Breakfast, Dinner

Accommodation:

• mid-range: Farmhouse Il Molinello