Tuscany is one of the most famous regions in Italy, boasting culture, wine, breath taking views and above all, the best road cycling in Europe. Our cycling tours of Tuscany allow you to fully immerse yourself in the region by allowing you to take in these views, sample the local produce and live like a local for your time with us. Explore our fantastic cycling tours in Tuscany today to find your perfect adventure.
25 Years of Pedallin' Passion
Find Your Ride
We found 3 Holidays in your search for:
- In Tuscany
- Road Cycling (All Grades)
Destinations (1)
Types of Cycling / Grades (1)
Departure Month
Level of Support
Destinations (1)
Types of Cycling / Grades (1)
Departure Month
Level of Support
Coast to Coast - L'Adriatico al Tirreno
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 20/05/2023 Fully Booked | 28/05/2023 | $2,785.00 |
| 17/06/2023 | 25/06/2023 | $3,005.00 |
| 16/09/2023 | 24/09/2023 | $2,785.00 |
- An epic coast to coast journey riding all the way from the Adriatic coast to the Tyrrhenian Sea
- Cycling through the smallest republic in Europe, San Marino
- Easing along the rolling Nove Colli hills, the routes of the famous Italian Gran Fondo
- Visiting historical sites such as the Palazzo Ducale in Orvieto and San Francis Abbey in Assisi
- Staying in quality accommodation, with fantastically warm hospitality
- Riding to Gubbio and Assisi, UNESCO World Heritage sites
Tuscany - Giro della Toscana
Self-Guided Road Bike Tour
Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.
2023 26 Mar – 30 Oct
Season 1 – $1885 25 Mar – 05 Apr, 15 Apr – 17 Jun and 04 Sep – 30 Oct
Season 2 – $2180 06 Apr – 14 Apr and 18 Jun – 03 Sep
- Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting along the way
- Staying in quality accommodation, with fantastically warm hospitality
- Easing along the rolling hills of the ‘Colli Sienesi’
- Riding the stunning UNESCO heritage region of Val d’Orcia
- Stopping off at the lovely San Gimignano and Montalcino
- Chilling out with a post-ride Chianti
Tuscany - Giro della Toscana
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 13/05/2023 Guaranteed | 20/05/2023 | $2,310.00 |
| 10/06/2023 | 17/06/2023 | $2,310.00 |
| 09/09/2023 | 16/09/2023 | $2,310.00 |
- Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting along the way
- Staying in quality accommodation, with fantastically warm hospitality
- Easing along the rolling hills of the Colli Sienesi
- Riding the stunning UNESCO heritage region of Val d’Orcia
- Stopping off at the lovely San Gimignano and Montalcino
- Chilling out with a post-ride Chianti