This COMO Journey at Podere San Filippo invites guests to experience Tuscany at a slower pace through a curated cycling and wellness retreat.
Over three days of guided cycling across the Chianti countryside from May 1st to 4th 2026, guests will explore panoramic routes connecting vineyards, olive groves and historic villages.
A dedicated wellness day complements the experience, drawing on COMO Shambhala practices to restore balance and support recovery.
After settling in, the afternoon begins with a precision bike fitting and route briefing, followed by an optional warm-up ride through the Val di Pesa – a gentle introduction to the roads ahead. The evening concludes with a welcome dinner.
Saturday, May 2nd
Day Two: Towers and Vines
A guided cycling route through the Val d’Elsa leads to San Gimignano. Rolling hills, vineyards and quiet country roads define the experience, with time to pause and explore before returning to the estate.
Sunday, May 3rd
Day Three: Into the Heart of Chianti
Cycle through southern Chianti on scenic, low-traffic roads lined with cypress trees and vineyards. The route is designed for a steady, accessible pace, with a focus on immersion in the landscape rather than performance.
Monday, May 4th
Day Four: Wellness by COMO Shambhala
A restorative day dedicated entirely to recovery and renewal. Yoga, guided stretching and full access to COMO Shambhala facilities are complemented by personalised treatments, bringing the journey to a considered and unhurried close.
Your Guides: Bike Evolution
This COMO Journey is led by the expert team at Bike Evolution, a collective of highly experienced cycling guides with an in-depth understanding of Tuscany’s terrain, culture and riding conditions. Each guide brings professional training, local insight and a passion for creating meaningful, well-paced cycling experiences.
From precision bike fitting to on-road support, the team ensures every aspect of the journey is handled with care and technical expertise. Their approach balances performance knowledge with a relaxed, immersive style of riding, making routes accessible while still engaging for more seasoned cyclists.
With years of experience guiding riders through Italy’s most scenic regions, Bike Evolution’s specialists offer not just direction, but insight, sharing stories, local knowledge and a genuine connection to the landscape throughout the journey.
Three nights’ accommodation at Podere San Filippo
Daily breakfast at COMO Castello Del Nero
Welcome dinner at the Pavilion at COMO Castello Del Nero on the first evening (beverages excluded)
Two full days of guided cycling through Chianti and Val d’Elsa, following curated scenic routes designed for an immersive, unhurried experience
Professional cycling guide with full logistical support throughout
Choice of road bike or e-bike, with personalised fitting and adjustments
Pre-ride briefing, safety orientation and access to GPX routes
Dedicated support van with mechanical assistance and on-route support
Water, hydration and light refreshments provided during rides
Access to COMO Shambhala wellness facilities, including a dedicated day of yoga and recovery sessions
One 60-minute COMO Shambhala signature treatment per guest, to be reserved in advance
Optional enhancements include curated picnic experiences, premium cycling kits, photography moments and additional support services
A 30 per cent non-refundable deposit is required at the time of booking.
The remainder of the balance will be required 30 days prior to the arrival.
Cancellations made within 30 days of arrival will be charged in full.
Rates
From €3,500 per person, based on single occupancy in a one-bedroom apartment
Other room types are available, with rates for two guests sharing available upon request