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Italy - Classic Tuscany - Self-Guided Leisure Cycling Holiday

Give us a call on:
+44 (0)191 265 1110
Drop us an email on:

Holiday Highlights

  • Staying at Tuscan farms overlooking stunning countryside
  • Visiting the famous towns of San Gimignano, Monteriggioni, Radda in Chianti and Siena
  • Riding through wonderful landscapes, wide open fields, cypress lined hills and vineyards
  • Trying delicious regional culinary specialities
  • Sampling the best wines of Chianti, Montepulciano and Montalcino
  • Absorbing the atmosphere of San Gimignano – a UNESCO heritage site

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A fantastic cycling holiday in Italy that really showcases the beautiful Tuscan countryside. Rural Tuscany is synonymous with undulating green hills capped by medieval, tile-roofed towns, punctuated by cypresses, churches and stone farmhouses, Chianti wine and genuine Italian food. The rolling green countryside will be the backdrop for most of your ride and you'll have the chance to explore the Chianti region and the Crete Senesi which are among the most classic and beautiful areas in the whole of Tuscany.
As you cycle through Tuscany's natural beauty, you'll experience exciting riding through dense forests, rivers and the legendary routes from San Gimignano, to Monteriggioni and on to Siena.
After arriving in Pisa we'll transfer you through Tuscan landscape, arriving at your first accommodation near San Gimignano, one of the many historical towns you'll be visting throughout the week. The subsequent days will see you following quiet roads, riding past picturesque farmhouses nestled amidst olive groves, vineyards and forests on your way to the medieval towns of Abbadia Isola, Monteriggioni, Radda in Chianti and Siena. Towns steeped in Italian Renaissance atmosphere, scattered with great restaurants, superb gelaterias and the excellent wines of Chianti and Montalcino, what better way to visit Tuscany?
Just call us with your preferred starting dates. 

For more information download our trip notes

Give us a call on:
+44 (0)191 265 1110
Drop us an email on:
Departure Dates:
Duration: 7 days
Return: 07/01/2050
Prices From:

£995 p.p.

Ask about our private departures and group bookings
Grade Help
0 1 2 3 4 5

Holiday Summary

7 days
Prices From:
Estimated flight price


Bike Hire
Electric Bike Hire
Single Room:
Single Room:
Insurance - Europe 10 Day:
Insurance - Europe 10 Day:

Holiday Details

Place to place

6 nights small hotel/agriturismi/guesthouse accommodation

5 days riding



Route notes and maps provided

Luggage transfers

Airport transfers

Minimum two people

Daily departures (high season supplement in July and August)

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Last Updated: 15/03/2016

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