Enjoy a pickup from your accommodation or Port of Praia and travel towards Cidade Velha, a UNESCO World Heritage Site. Upon arrival, take a guided walking tour of the São Filipe Fortress, the former slave market and the famous Banana Street with its thatched houses.
Next, drive through the mountains with photo stops at the villages São Lourenço dos Órgãos, Picos, Assomada and Serra Malagueta Natural Park. Be dazzled by incredible views from 1000 metres (3,280 feet) above sea level, have a look at some endemic species before you arrive at the former Concentration Camp of Chão Bom, the current Museum of Resistance. Here, learn about the history of the former prisoners who fought against the Salazar regime and take a walking tour of the monuments.
After that, stop for a delicious lunch and then take a scenic drive back to Calheta and Santa Cruz. Enjoy a photo stop at the Valley of 1000 Palms in Pedra Badejo, cross plantations and beautiful volcanic landscapes before being dropped off at your initial start point.