The road bike tour starts in the town of Madalena, next to the passenger boat terminal. Go eastwards, along the north coast, , skirting the Barca bay on this first stage of the tour, where you will find one of the island’s most famous bars, Cella Bar, an architectural work of art. Keep going eastwards, following the coastline, going through the villages of Cais do Mourato, Cachorro, Lajido, Arcos and Cabrito. At km 14,8 climb up to Santana, turning left at the crossroads, then keep straight ahead and turn left at km 17,8, going downhill along the Ladeira Vira Lobos, Rua do Retiro, Rua da Igreja, Ladeira de Stº António, Rua da Furna and Rua do Areal. Turn left at km 19,6, onto the road to the port. At km 20,8 you can have a break at the bathing area on the quay of São Roque, where there is a Whaling Museum, and a restaurant and bar area, and also toilets.

Continue the tour, going eastwards, crossing the centre of São Roque, and on through the parishes of S. Miguel Arcanjo, Prainha de Cima, Piedade and  Altamora. At this point there are several turnings off leading to the Ponta da Ilha lighthouse. Beyond this point, start going the way back to Madalena town, via the south, through the parishes of Calheta de Nesquim, Foros, Ribeira Grande, Pontas Negras and Ribeiras, beginning the descent to Lajes do Pico at km 64.

Go westwards from the Lajes do Pico area, through the parishes of Silveira, S. João, Terra do Pão, São Caetano, São Mateus and Criação Velha until you finally reach Madalena town, where the Pico Médio Granfondo trail terminates.