Join us on two wheels in Tuscany and experience one of the true cycling classics! Cyclists can expect cypress-lined horizons, world-renowned historical treasures and the best Italian food in all the land when they embark on a cycling tour of Tuscany. This really is one of those must-visit destinations that is best explored by bike. You can enjoy this region by either one of our guided or self-guided tours, allowing you to enjoy Tuscany your way.
25 Years of Pedallin' Passion
Coast to Coast - L'Adriatico al Tirreno
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 18/05/2024 | 26/05/2024 | £2,345.00 |
| 08/06/2024 | 16/06/2024 | £2,345.00 |
| 14/09/2024 | 22/09/2024 | £2,345.00 |
- 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
Italy
Tuscany - Strade Bianche Explorer
Guided Gravel Riding Holiday
Duration
8 daysPrices from
£1,995 P.P.
Grade 3-4 : Moderate/Active
Tuscany - Strade Bianche Explorer
Guided Gravel Riding Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 05/05/2024 | 12/05/2024 | £1,995.00 |
| 21/09/2024 | 28/09/2024 | £1,995.00 |
- Riding some of the classic “Strade Bianche” of Tuscany as well as lesser-known gravel routes
- Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting
- Exploring the region on a mix of terrains
- Riding the stunning UNESCO heritage region of Val d’Orcia
- Relaxing in small villages for a coffee with the locals
- Easing along the rolling hills of the ‘Colli Sienesi’
- Chilling out with a post-ride Chianti or Brunello
Tuscany - Giro della Toscana
Self-Guided Road Cycling Holiday
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 25 Mar – 30 Oct
Season 1 – £1465 25 Mar – 05 Apr, 15 Apr – 17 Jun and 04 Sep – 30 Oct
Season 2 – £1695 06 Apr – 14 Apr and 18 Jun – 03 Sep
2024 25 Mar – 30 Oct
Season 1 – £1565 03 Apr – 17 Jun – 04 Sep – 30 Oct
Season 2 – £1825 25 Mar – 02 Apr – 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 to Rome
Guided Mountain Bike Holiday
- Superb Tuscan accommodation and classic landscapes
- Sampling the best wines of Chianti and Montepulciano
- Riding the ridge of Creti Senesi
- Roman roads, superb singletrack and forest fun
- Riding all the way to Rome and arriving in St Peter’s Square
Tuscany - Giro della Toscana
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 12/05/2024 | 19/05/2024 | £1,945.00 |
| 02/06/2024 | 09/06/2024 | £1,945.00 |
| 08/09/2024 | 15/09/2024 | £1,945.00 |
- 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
Tuscany - Sacred Routes
Self-Guided Mountain Bike Holiday
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 25 Mar – 30 Oct
Season 1 – £1360 25 Mar – 05 Apr, 15 Apr – 17 Jun and 04 Sep – 30 Oct
Season 2 – £1520 06 Apr – 14 Apr and 18 Jun – 03 Sep
2024 25 Mar – 30 Oct
Season 1 – £1455 03 Apr – 17 Jun – 04 Sep – 30 Oct
Season 2 – £1625 25 Mar – 02 Apr – 18 Jun – 03 Sept
- Staying in lovely Tuscan accommodation overlooking stunning landscapes
- Riding the Montagnola trails, the location of a well-known Sienese MTB race
- Sampling the best wines of Chianti, Montepulciano and Montalcino
- Riding down the “Crete Senesi” on a roller coaster ridge ride
- Enjoying the journey across Tuscany on a variety of terrain
- Visiting the famous hilltop towns of San Gimignano, Monteriggioni, San Quirico d‘Orcia and Pienza
Tuscany - Sacred Routes
Guided Mountain Bike Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 19/05/2024 | 25/05/2024 | £1,975.00 |
| 14/09/2024 | 20/09/2024 | £1,975.00 |
- Staying in lovely Tuscan accommodation overlooking stunning landscapes
- Riding the Montagnola trails, the location of a well-known Sienese MTB race
- Sampling the best wines of Chianti, Montepulciano and Montalcino
- Riding down the Crete Senesi on a roller-coaster ridge ride
- Enjoying the journey across Tuscany on a variety of terrain
- Visiting the famous hilltop towns of San Gimignano, Monteriggioni, San Quirico d‘Orcia and Pienza
Classic Tuscany
Self-Guided Leisure Cycling Holiday
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 – £1195 25 Mar – 05 Apr, 15 Apr – 17 Jun and 04 Sep – 30 Oct
Season 2 – £1485 06 Apr – 14 Apr and 18 Jun – 03 Sep
2024 25 Mar – 30 Oct
Season 1 – £1275 03 Apr – 17 Jun – 04 Sep – 30 Oct
Season 2 – £1595 25 Mar – 02 Apr – 18 Jun – 03 Sep
Alternatively for a great value holiday choose one of our scheduled departures below.
- Staying at Tuscan farms overlooking stunning countryside
- Visiting the famous towns of Monteriggioni, Radda in Chianti and Siena
- Riding through wonderful landscapes, wide open fields, cypress-lined hills and vineyards
- Trying delicious, regional dishes
- Sampling the best wines of Chianti, Montepulciano and Montalcino
- Absorbing the atmosphere of San Gimignano – a UNESCO World Heritage Site
Tuscany - Pisa to Florence
Self-Guided Leisure Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 07/10/2023 Guaranteed | 14/10/2023 | £995.00 |
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 25 Mar – 30 Oct
Season 1 – £1145 25 Mar – 05 Apr, 15 Apr – 17 Jun and 04 Sep – 30 Oct
Season 2 – £1345 06 Apr – 14 Apr and 18 Jun – 03 Sep
2024 25 Mar – 30 Oct
Season 1 – £1225 03 Apr – 17 Jun and 04 Sep – 30 Oct
Season 2 – £1435 25 Mar – 02 Apr – 14 Apr and 18 Jun – 03 Sep
Alternatively for a great value holiday choose one of our scheduled departures below.
- Riding between two of Italy’s most iconic cities
- Exploring Pisa, home of the world-famous Piazza dei Miracoli
- Cycling along quiet country lanes through Tuscan countryside
- Cycling past fairy tale Renaissance palaces and villas
- Visiting Vinci, the birthplace of Leonardo da Vinci
- Spending a free day in Florence, the birthplace of the Renaissance
Tuscany to Rome
Guided Electric Bike Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 25/05/2024 | 01/06/2024 | £1,945.00 |
| 31/08/2024 | 07/09/2024 | £1,945.00 |
- Staying in Tuscan accommodation overlooking stunning landscapes
- Discovering the amazing towns of Siena, San Quirico and Pienza
- Sampling the best wines of Chianti, Montepulciano and Montalcino
- Enjoying the journey from Tuscany to Rome on a variety of terrain, including ancient Roman roads
- Exploring the lesser-known historical towns of Lazio, such as Sutri with it’s Roman amphitheatre
- The sense of achievement riding into St Peter’s Square in Rome