Cycling Tuscany
a curated road cycling retreat
About the event
This is a first time event provided by a team of passionate cyclists, travel industry experts and professional cycling guides. We will ride in small groups and offer two levels. Find out more!
Relaxed
Challenging
Two dates available
For all levels, we offer two dates in 2026:
(Tuesday to Sunday)
Arrival: Tuesday, October 6th
Departure: Monday, October 12th
5 full days of guided road cycling
(Tuesday to Sunday)
Arrival: Monday, October 13th
Departure: Sunday, October 19th
5 full days of guided road cycling
You’ll enjoy more than just cycling …
✔︎ guided road rides every day
✔︎ small groups
✔︎ relaxed pace
✔︎ individual cycling goals
✔︎ support vehicle
✔︎ bike hire (optional)
✔︎ private rooms
✔︎ beautiful Tuscan villa
✔︎ quiet location
✔︎ swimming pool
✔︎ pool table, table tennis
✔︎ space to relax and unwind
✔︎ all meals included
✔︎ healthy, varied breakfast
✔︎ picnic during rides
✔︎ dinner freshly cooked on site
✔︎ optional wine tasting
✔︎ nutrition advise (optional)
✔︎ Yoga (optional)
✔︎ Massage (optional)
✔︎ coaching (optional)
✔︎ meet new friends
✔︎ time for yourself
✔︎ no pressure but tire pressure
– Your Tuscan resort –
A beautiful villa in the Chianti region – quiet roads at the doorstep,
space to unwind, and the kind of evenings you’ll remember.
This is your home for the week.
Shared moments when you feel like company, and enough space when you don’t.
Private rooms, generous common spaces and outdoor areas to slow down after the rides.
The region: Chianti, Tuscany
The Chianti region sits in the heart of Tuscany – rolling hills, quiet roads, vineyards and small villages. The villa is located near Montevarchi, around 45 minutes from Florence airport and close to historical town Siena.
You’ll ride legendary roads, including sections of the famous Eroica route, and discover corners of Tuscany most visitors never see.
The Team
We are a small team of passionate cyclists and certified guides.
This retreat is the result of many years on the bike – and the wish to create the kind of cycling holiday we would love ourselves.
Personal, well organised, and focused on quality rather than quantity.
This is the first edition – intentionally small, carefully curated.
Cycling-Tuscany 