Leaving piazza Mario Cortesini in Orbetello, following the signs for Monte Argentario and Porto Ercole. Ride on the bike path that follows the S.P. 161 right in the middle of the Orbetello Lagoon. After 2 km turn left in the direction of Porto Ercole and Cala Galera, taking the S.P. 2 for Porto Ercole. You cross the fork for Cala Galera and after a slight incline you come to Porto Ercole (6.2) and its small port. The road skims the entrance portal to the historic town center, the Don Pedro hotel, and with a sprint uphill the S.P. 66 "Panoramica Porto Ercole" leaves the town and immerses itself in the countryside, among pines and Mediterranean shrub, offering a beautiful view of the coast and Isolotto. The road climbs gently for about 4 km, until reaching a hilltop (10.5) where a very steep downhill run begins.
A few hundred meters later, in front of the barricade of the old road (closed due to a landslide), you continue to head downhill until reaching a fork: keep right towards the parking lot, ignoring the signs for "Il Pellicano". You’ll cross a short dirt track and then head up a steep asphalt ramp which then returns to dirt track after 500 metres and proceeds less steeply up to the hilltop (11.9). You begin to descend, bypassing Punta Avvoltore. Soon after the wide but rough road begins to ascend again; at this point the view of the coast between Punta Avvoltore and Punta di Torre Ciana is superb.
After about 1.5 km uphill you reach a hilltop crossroads where you head straight on downhill on a rough track. At the next crossroads (14.4) you again keep straight, returning again to an asphalt road: continue on downhill for 2.8 km and then the road becomes immersed in thick Mediterranean shrub, with many arbutus and mastic plants. Soon after, the view of the coast widens onto the Cannelle Tower and the Isola Rossa while the road climbs gently. Then the path turns sharply towards the interior only to then return to the coast overlooking craggy rocks and the Torre di Capannelle and, further out, the Ciana Tower.
Circumventing the promontory from which Isola Rossa and the wide Cala dell'Olio (21.5) can be seen, the road turns sharply toward the interior with a very difficult stretch of over 1 km, characterized by steep and narrow hairpin turns. Continue on uphill following the level curve, where you’ll find it less wild—the shrub giving way to olive groves and low stone walls. Continue to ascend for about 2 km until you see Capo d'Uomo (24.8), then after reaching the top head downhill for 1 km to a crossroads (25.8) where you turn left, following the sign for the S.P. 65 "Panoramica" (continuing straight on you head downhill rapidly to Porto Santo Stefano).
The long and pleasant descent on a smooth asphalt road offers a lovely view of the coast and Cala del Bove, the small island of Argentarola, and then Cala Grande. Having arrived at Porto Santo Stefano, continue on to the roundabout (36.3) where you head in the direction of Porto Ercole and Orbetello on the S.P. 161 of "Porto Santo Stefano". There’s a small uphill segment and then it’s downhill towards the coast. Passing through Pozzarello (37.8), continue without difficulty to Orbetello (45.5), with the last 2 km on the bike path in the middle of the lagoon that was taken at the start of the journey. The tour ends where it began in Piazza Mario Cortesini (46.3).
- flag Sporty More demanding itineraries for highly trained cyclists and those who love a challenge, with the toughest climbs and hardest roads
- nature Scenic bike itineraries In the loveliest of places, immersed in nature, by the sea and through historical old towns
- location_city Urban itineraries Fascinating bike tours around the artistic treasures of Tuscany's major towns and cities
- wc Bike itineraries for tourists and for families Easy itineraries along the coast, in the hills and towns, suitable for families with children