Tuscany
May 15-25, 2026
Group trip
This trip is for groups of friends, couples, or individual cyclists who want to experience the magic of a group cycling holiday in an exceptional setting. In collaboration with Pepito@Vélo and designed for intermediate to advanced cyclists, it offers the opportunity to kick off the season on beautiful Tuscan roads, whether you're riding a regular road bike or an e-bike.
Loop holiday / two hotels
We will stay in two iconic regions: first in San Gimignano, a medieval town perched in the heart of the Chianti vineyards, and then in San Quirico d'Orcia, amidst the perfect landscapes of the Val d'Orcia. This two-part trip will allow you to enjoy the best of Tuscany, from culture and gastronomy to exceptional cycling routes.
Our routes range from 70 to 90 km and offer up to 1,500 meters of elevation gain. The circuits are loops, starting and finishing at our hotels. The program includes seven days of cycling and one easier transition day to explore a different region, with an optional outing for those who wish. Each day offers the opportunity to discover some of Italy's most beautiful roads.
Each cyclist rides at their own pace, with the option to form subgroups based on skill level. A support vehicle accompanies the group at all times. Our French-speaking guides, based on-site year-round, will provide professional guidance and an authentic experience. All breakfasts and evening meals are included.
Between the elegant hills of Chianti and the perfect lines of the Val d'Orcia, Tuscany unveils an exceptional playground for cyclists. San Gimignano and San Quirico d'Orcia offer a refined experience where beauty, tranquility, and the pleasure of riding converge. The very essence of a cycling paradise, courtesy of Discover.
Tuscany is a magnificent playground for cyclists, with its golden hills, quiet roads, and hilltop villages. Your journey begins in San Gimignano, a medieval gem surrounded by vineyards and olive groves. The Chianti roads offer an ideal variety of routes: gentle climbs, stunning panoramas, and authentic villages like Volterra and Certaldo.
The second part of the trip takes you to San Quirico d'Orcia, in the heart of the UNESCO-listed Val d'Orcia. Here you'll find some of Tuscany's most iconic landscapes: rolling hills, rows of cypress trees, vineyards, and scenic roads leading to Pienza, Montalcino, or Bagno Vignoni.
Between culture, gastronomy, wine, history, and unique landscapes, this trip perfectly combines the pleasure of cycling with the discovery of two of Italy's most beautiful regions. An unforgettable, gentle, varied, and thoroughly Italian cycling experience.
Tuscany
Roads
In this magnificent region, prepare to discover breathtaking rolling landscapes! Quiet, narrow, and winding roads await you. Hop on your bike and let yourself be carried away by this unforgettable experience!
Distances and elevations
Details in the trip itinerary.
How to get there
We offer transfer options from Florence and Rome airports.
