The recorded total and the leg detail need reconciliation. Inspect the leg notes before using this record for timing or navigation. Stops, delays, approach and any separate return travel add time. Basis: producer-declared routed record.
Reading history stays on this device. My road watch requires a separate selection; opening it does not subscribe this ride.
Distance and riding time are measured on the routed road. Check local closures and conditions before you ride.
A 350 km round trip from Florence - roughly 6 h 04 in the saddle. The stops in between: Villa de Cerreto Guidi, Historic Centre of San Gimignano, Montecatini Terme and back through Historic Centre of San Gimignano. It suits an unhurried touring pace.
Scenic road chapters
Chiantigiana Wine Road
Expect company on a summer weekend. Early is better than fast. For 41 km this is Chiantigiana Wine Road, a road with a name of its own and a reason for it.
Chapter facts
Length
41 km
Named road
Chiantigiana Wine Road
Waypoint introductions and full write-ups
1. Florence
Florence was one of the great stops on the Mille Miglia, and it is easy to see why the race came through. Drivers arriving from Bologna had crossed the Raticosa and Futa passes in the Apennines, a long, twisting run of hairpins that tested both engines and nerves, then dropped down into the Arno valley to the city where Brunelleschi's red dome rises above a sea of terracotta roofs. The dome, completed in the fifteenth century over the cathedral, was a feat of engineering that was done without a conventional wooden frame, and it still defines the skyline.
May refer to an earlier itinerary; verify against your selected route before riding.
Planning note
Florence is where the day begins. Next is Villa de Cerreto Guidi.
2. Villa de Cerreto Guidi
Cosimo I de' Medici liked to hunt, and in the 1560s he had a villa built on a hilltop at Cerreto Guidi, on the edge of the marshes and woods west of Florence, where the game was plentiful. From the outside it is austere, a solid block of stone facing a square, but the approach is spectacular: a pair of great brick ramps, known as the Medici bridges, zigzag up to the entrance. The villa is part of the UNESCO listing of the Medici Villas and Gardens in Tuscany, and it holds a dark legend. Cosimo's daughter Isabella died here in 1576, and the story goes that she was murdered by her husband, Paolo Giordano Orsini, for her alleged infidelity. Whether it is true or not, it is told to every visitor.
May refer to an earlier itinerary; verify against your selected route before riding.
Planning note
Villa de Cerreto Guidi comes up 39 km in. Next is Historic Centre of San Gimignano.
3. Historic Centre of San Gimignano
Seen from the surrounding countryside, San Gimignano looks like a medieval Manhattan: a cluster of stone towers rising from a hilltop above vineyards and olive groves in the Val d'Elsa. In its heyday, in the thirteenth and fourteenth centuries, the town had dozens of them, built by rival families as symbols of power and wealth. Fourteen survive, enough to make it one of the most recognisable towns in Italy and a UNESCO World Heritage site since 1990.
May refer to an earlier itinerary; verify against your selected route before riding.
Planning note
Historic Centre of San Gimignano, about halfway. Next is Montecatini Terme.
5. Montecatini Terme
The water at Montecatini has been drunk for health since the Middle Ages, but it was in the eighteenth and nineteenth centuries that the town became one of the great spa resorts of Europe, with grand thermal establishments built in neoclassical, Liberty and Art Deco styles, set in parks of plane trees and pines. The Tettuccio, with its marble colonnades and frescoes, is the most famous, a temple of water where visitors drink from taps along a counter. In 2021 Montecatini became part of the Great Spa Towns of Europe World Heritage Site, alongside Baden-Baden, Bath, Vichy and others.
May refer to an earlier itinerary; verify against your selected route before riding.
Planning note
The route ends here after 350 km.
Leg by leg
Florence to Villa de Cerreto Guidi
Florence → Villa de Cerreto Guidi is 41 km of rhythm rather than effort. Let it flow and let the view breathe.
Villa de Cerreto Guidi to Historic Centre of San Gimignano
Villa de Cerreto Guidi → Historic Centre of San Gimignano is 47 km of rhythm rather than effort. Let it flow and let the view breathe.
Historic Centre of San Gimignano to Montecatini Terme
Historic Centre of San Gimignano → Montecatini Terme is 69 km of getting across. Ride it tidily and keep the enthusiasm for what comes after.
Montecatini Terme to back through Historic Centre of San Gimignano
Montecatini Terme → back through Historic Centre of San Gimignano is 69 km of getting across. Ride it tidily and keep the enthusiasm for what comes after.
back through Historic Centre of San Gimignano to back through Villa de Cerreto Guidi
back through Historic Centre of San Gimignano → back through Villa de Cerreto Guidi is 47 km of rhythm rather than effort. Let it flow and let the view breathe.
back through Villa de Cerreto Guidi to Florence
back through Villa de Cerreto Guidi → Florence is 41 km of rhythm rather than effort. Let it flow and let the view breathe.