Heart of Tuscany

by Ciclismo Classico
Region
Tuscany
Duration
7 days
Guided Status
Guided
Difficulty
Intermediate
D-Score™
D1 - Beginner Friendly

Overview

This tour is an Italian Classic and a great place to start for an intermediate rider who has never been to Italy or cannot get enough! If you ride almost daily, seek a cultural immersion into a new land, and want to see more in less time, this tour is for you! This Ciclismo Tuscan exclusive is super popular with private groups. Find yourself gliding down lanes gilded by the Tuscan sun for seven glorious days, as we bring you unforgettable cycling adventures in this most fabled of Italian regions. From the quaint town of Radda in Chianti to Bagno Vignoni, we cycle through the Tuscan countryside along Via Chiantigiana (literally, Chianti Street). Our Italian bike trip also features a visit to Siena, where a medieval air lingers amidst the twisting streets of warm, brown brick. Strolling Siena’s narrow maze of cobblestone walkways is a fantastic architectural journey – with its incredible masonry, delightful piazzas, a marble cathedral, Torre del Mangia, and breathtaking views from Siena’s famous tower! Our Tuscany bike tour also features a visit to Siena, where a languid medieval air lingers amidst its twisting streets of warm ochre buildings. Strolling its narrow maze of cobblestone alleys you’ll make an amazing architectural journey. Explore delightful piazzas, intricate displays of masonry, and its superb marble cathedral, before climbing the Torre del Mangia, Siena’s most famous tower, to enjoy its breathtaking views. Chianti is a wine practically synonymous with Italy, benefiting from an unparalleled terroir that nurtures the best in Italian reds—something you quickly appreciate on our Tuscany cycling adventures. We pedal first to Montalcino, the hometown of the most famous Tuscan red, the Brunello di Montalcino. We also track through Greve and Panzano, immersing ourselves in Chianti along the way! Complemented by outstanding meals, you also learn from the experts about the finer points of Tuscan cuisine and its excellent olive oils. Visiting the homes of renowned local producers (some of whom are your Ciclismo Classico guides), you take part in cooking class in authentic Tuscan cuisine. We also visit the UNESCO World Heritage Site of Val d’Orcia and ride the “Crete Senesi,” one of the most beautiful Tuscany bike routes.

Daily Ride Schedule

Day 1: Radda warm-up ride

15 km 1100 m

D1

Radda warm-up ride

Day 2: The Chianti

30 km 3700 m

D1

The Chianti

Day 3: Siena

30 km 2100 m

D1

Siena

Day 4: Siena & Monteriggioni Loop

Siena & Monteriggioni Loop

Day 5: Siena to Bagno Vignoni

45 km 3500 m

D2

Siena to Bagno Vignoni

Day 6: Loop to Montalcino

35 km 4000 m

D2

Loop to Montalcino

Accommodation & Services

Accommodation

Hotel

What's Included

Airport transfers
Catering services
Accommodation arrangements
Bike rental
Mechanical support
Support vehicle following all rides

About the Tuscany

Read full regional guide