Cycle Pisa to Rome – The ‘Chianti’ Tour
This four day cycle Pisa to Rome of sunshine and rolling countryside will take through the vineyards of some of the most prestigious wineries of Chianti as well as picturesque hill top towns and rolling river valleys all the way to the bustle and excitement of one of the worlds greatest cities… Rome!
A cycle tour through the heart of Italian culture…
A special cycling holiday through the spectacular Tuscany countryside taking in all the sights and delights this beautiful region has to offer.
| Total Distance: 416km | Total Ascent: 3,510m | 5 Nights | Difficulty Grade: 3/5 |
| Vino Classico Score: #10 | Next Departure: May 2026 | 16 places available | Guide Price: £995 |
This classic Italian journey reflects the approach outlined in our guide to guided cycling holidays in Italy, combining historic routes, rolling Tuscan landscapes, and professional on-tour support.
Itinerary
Sun 18 May – Fly into Pisa airport – transfer to hotel
Mon 19 May – Cycle Pisa to Siena
Tue 20 May – Cycle Siena to Arcidosso
Wed 21 May – Cycle Arcidosso to Viterbo
Thur 22 May – Cycle Viterbo to Rome
Fri 23 May – Return home
Included
Experienced Cycle Leader(s), Full Vehicle Support, Bike Mechanic, First Aiders, Baggage Transfer, 3/4 star Hotel B&B Accommodation (5 nights), Pisa airport transfer
Not Included
Flights, Lunches, Evening Meals, Airport Transfer (Rome)
Logistics
Recommended flight information will be given on your application.To help us help you, It is important you notify us of any extraordinary travel arrangements you may have that prevents you from arriving at the recommended times.
Your personal bags will be carried by the support vehicle throughout the event.
We strongly ask your bikes to be transported by bike bags (semi-rigid/soft). Please do not arrive to the event with rigid bike travel boxes. Support vehicles will have limited space and unable stow large solid bike boxes as well as all luggage and equipment through the event.
Please contact us with any questions regarding flight transport of your bike, we will be more than happy to discuss this further with you.
Weather & Kit
We can expect warm, sunny weather, however we should expect slight temperature drop and cool conditions on the mountains (800m+) – Remember to bring layers – not heavy coverings.
This is a road bike tour. Your bike should be well maintained and in good running order with suitable ‘road gears’ and brakes.
A full kit list will be issued in your ‘Joining Instructions’ document after your application. We will be glad to discuss any aspect of kit and your bike with you, please call us anytime with any questions.
Rolling Tuscan hills and quiet vineyard roads make this a superb cycling route. A comfortable, efficient bike enhances the experience. Our guide to the best bike for cycling holidays in Europe explains the optimal choice for mixed terrain riding.
Fitness & Training
This is a level 3 cycle event. You will be capable of riding comfortably upto 120km on a flat day and/or used to riding distances upto 100km over hilly terrain – minimum. If you have any doubt as to your fitness regarding participation in this event please give us a cal and we will be more than happy to chat with you.
Click here for Training plan
Pisa to Rome Route
Pisa to Rome Route Profile
Enquiries now being taken for our spectacular cycle Pisa to Rome ‘Chianti’ tour – register your interest today…
Next Departure – May 2026
To join us on this incredible ride of a lifetime or for further information hit contact us now…
“One of the best crews I cycled with – as both leaders and backup guys. Kudos to all – gentleman and professionals each one of them“
Christian 2018
For more testimonials click here