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.
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
Duration
9 daysPrices from
$2,470 P.P.
Grade 3: Moderate
Coast to Coast - L'Adriatico al Tirreno
Guided Road Bike Tour
Start Date | End Date | Price p.p. |
---|---|---|
15/05/2021 Guaranteed | 23/05/2021 | $2,470.00 |
19/06/2021 Guaranteed | 27/06/2021 | $2,605.00 |
18/09/2021 Guaranteed | 26/09/2021 | $2,470.00 |
- 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
2021 Daily departures available from 26 Mar to 30 Oct.
Season 1 For trips starting between (and inclusive of) 08 Apr to 21 Apr, 03 May to 26 May, and 02 Sep to 30 Oct: $1,745 per person
Season 2 For trips starting between (and inclusive of) 26 Mar to 07 Apr, 22 Apr to 02 May, and 27 Jun to 01 Sep: $2,090 per person
Hotel upgrade option applies to 4 out of 7 nights – San Gimignano, Radda in Chianti, Pienza & Montalcino.
- 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. |
---|---|---|
22/05/2021 | 29/05/2021 | $2,130.00 |
12/06/2021 Guaranteed | 19/06/2021 | $2,130.00 |
11/09/2021 | 18/09/2021 | $2,130.00 |
- 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