0.00km - START POINT: Gravel road at junction with signs for Agristurismo San Michele- Ulignano (you will be dropped off here by transfer) Ignore signs for Agristurismo San Michele - Ulignano on your right and BEAR LEFT on gravel country road. Ignore any small side roads and continue to follow the gravel road STRAIGHT ON, walking through olive groves.
0.70km - BEAR RIGHT ignoring turning on left hand side for Agriturismo Cafaggiolo.
0.90km - Ignore small road on right and continue STRAIGHT ON ascending slightly
1.20km - Continue STRAIGHT ON on main gravel road ignoring faint paths on left. The road continues to ascend gently.
2.30km - Continue STRAIGHT ON on main gravel road ignoring small paths veering left and right.
3.10km - Remain on main gravel road, follow bend BEARING LEFT. After about 30m, ignore small road veering left and remain on main gravel road. After about 30m, ignore small road veering left and remain on main gravel road BEARING RIGHT and ascending.
4.00km - Arrive at a clearing on the road with agriturismo San Antonio on your right. There is a small footpath to a wonderful viewpoint on your left. Continue STRAIGHT ON. After about 30m, you will see signs and turning for Podere Rocco on your left. Ignore and continue STRAIGHT ON.
4.70km - You arrive at a junction. TURN RIGHT and join bigger asphalt road. The road is not particularly busy, but please do take care and be attentive of oncoming traffic.
5.50km - TURN LEFT off asphalt road following road sign for Cantiati. You will see a small car park to the right. BEAR LEFT almost immediately following the small, descending gravel path.
6.50km - Continue on gravel path BEARING RIGHT. Ignore small gravel path bearing left which passes through some ruined buildings.
6.70km - Ignore steep dirt track on right, continue on gravel path BEARING LEFT and descending.Then ignore side paths and continue STRAIGHT ON.
7.80km - Come to a clearing in the woodland. Ignore small path going right and continue on gravel path BEARING LEFT and descending.
8.80km - BEAR LEFT Ignoring path on right. Continue STRAIGHT ON till you arrive at a small junction in path and take a SHARP RIGHT TURN onto slightly narrower path. Pass small sign on right giving information about the RN (Riserva Naturale). WATCH OUT for this turning as it could be easy to miss! You are now entering the Nature Reserve of Castelvecchio.
9.50km - Continue STRAIGHT ON descending slightly, ignore ascending path on left.
10.50km - BEAR LEFT and ignore small path on right which is signed with red marks on trees. There is also a small memorial on your right here. If there has recently been rain, beware of very muddy clay path here, walking poles are very useful for this section.
11.80km - TURN RIGHT, ignoring garden entrance straight ahead. Continue along path with the stone wall to your left.
12.00km - At Junction, BEAR LEFT on path. Follow small red and white signs for footpath to San Dontato and San Gimignano (TR 18.19).
13.00km - Continue STRAIGHT ON descending, pass small car park on left.
13.60km - Reach the main road. TURN RIGHT here. Continue along road carefully (be wary of traffic), following small red and white sign for footpath to San Gimignano. After approx. 10m TURN LEFT onto small single track asphalt road. Continue on this into San Donato.
13.90km - Take a SHARP RIGHT TURN following signs for Voltrona onto a small descending strada biancha (white/gravel road).
15.30km - Fattoria Voltrona is on your left. Continue on the gravel road BEARING LEFT. Follow sign for footpath to San Gimignano on your right. Shortly after this, arrive at a small junction, ignore road bearing right for Laghetto Pond and continue STRAIGHT ON ascending slightly, follow the path as it swings left. Pass guesthouse and swimming pool on your right. If you look to your left you have impressive views to San Gimignano in the distance.
16.00km - Come to end of gravel path, there is a private house on your right. Continue STRAIGHT ON on a faint grassy path with vineyards on your left and olive groves on your right. The path can be muddy here.
16.20km - BEAR LEFT and ignore faint trail to right. Ignore faint grassy path straight ahead which is ascends steeply. Continue to BEAR LEFT then BEAR RIGHT to follow the faint grassy/rocky and wide path which ascends between vineyards.
16.50km - TURN RIGHT at top of climb, after about 10m, you will join a gravel road and continue STRAIGHT ON ignoring any small side roads.
17.40km - At junction, ignore road on right signposted for Il Piano and BEAR LEFT. After a few meters, take a SHARP LEFT onto a descending small asphalt road, following small red and white footpath signs for San Gimignano.If you look straight ahead you will catch more impressive glimpses of San Gimignano and its towers on the hill.
17.90km - After crossing the small bridge, ascend slightly BEARING LEFT. Pass Agriturismo Polveraia on your right.
19.00km - Continue following the road STRAIGHT ON, ascending.
19.60km - TURN RIGHT at junction joining the main road. It is not too busy but please do take care.
20.00km - Join pavement and continue STRAIGHT ON. There is a car/bus park to your left. Very soon after, reach a roundabout and BEAR LEFT, following road signs for Tourist Information.Remain on this tree-lined street which is adjacent to the road.
20.70km - Carefully cross zebra crossing, ascend half a dozen steps and come into Piazzale Martiri Montemaggio (a kind of sculpture park). You will see the city walls in front of you. Continue STRAIGHT ON towards them. Again, carefully cross at zebra crossing, enter the historic town through the Porta San Giovanni, follow signs for Tourist Information and continue straight ahead on Via San Giovanni.
21.10km - You will come into Piazza Della Cisterna. Continue STRAIGHT ON into Piazza Duomo.
21.20km - TURN LEFT upon entering the Piazza Duomo and the Tourist Information centre is on your left. FINISH POINT: Tourist information centre.