Historical Way

Stage one begins at the iconic Santiago do Cacém Church, deep in a city intertwined with pilgrimages to Santiago de Compostela. Dating back to the Middle Ages, pilgrims have traversed this route, originating from the Promontorium Sacrum, the legendary endpoint of this historic pilgrimage now revived through the Rota Vicentina. This stage is dominated by cork tree forests that will line the path. However, the next stages will be in arid areas, which is a sad reflection of the decline of the natural forests in the region.

After a few stages, you’ll have the option to diverge to Porto Covo, where you can link over to the Fisherman’s Trail on the coast if you choose. If you decide to stay on the Historical Way, then you’ll dive back inland and continue hiking south.

Throughout the hike, the two trails will join at varying points, or give you the option to switch trails to walk on the coast. But in both instances, you’ll hike toward the southernmost tip of Portugal. The Historical Way’s terminus is in Cabo de São Vicente, while the Fishermen’s Trail finishes nearby in Lagos.

The best time of the year to hike the Historical Way is the colder months, October through May, due to the high temperatures you can feel in the summer months and the lack of shade in some areas of the trail.

Always check trail conditions (these will be available on the official website and also on their social media pages), and local weather forecasts before embarking on your daily stage and ensure that you have the necessary gear for the conditions you will face. Additionally, consider your hiking experience and skill level.

Pack for the climate, which can be mild but varies with the seasons. Bring lightweight, breathable clothing for daytime hikes and layers for cooler evenings. If hiking in summer, be prepared for higher temperatures with sun-protective gear such as a wide-brimmed hat, sunglasses, and high-SPF sunscreen. Sturdy, comfortable hiking boots are essential for the diverse terrain, and a good windbreaker is useful for unexpected weather changes.

Carry a refillable water bottle and fill it whenever possible. While most villages have fountains or cafes where you can replenish your supply, some stretches between settlements can be long, so always start each day with plenty of water. A portable water filter or purification tablets can be useful in more remote areas.

Respect the local environment and communities. The trail passes through protected natural parks and rural lands where farming and traditional lifestyles continue. Stick to marked paths to avoid damaging the environment and follow Leave No Trace principles. Learning a few basic Portuguese phrases can improve your interactions with locals and demonstrate respect for their culture.