The historical centre of Castiglione, which dominates the new town and the small port from its citadel.
In Castiglione: the 16th centuryChurch of San Giovanni Battista (Saint John the Baptist).
In Massed Marittima: the main monuments, like the Cathedral of San Cerbone (a Romanesque-style cathedral), the Palazzo dei Priori and the Palazzo del Podestà, can be found around the Piazza Garibaldi, in the heart of town.
InScarlino: the Rocca aldobrandesca or Castle of Scarlino, a fortress dating from the 10th century.
Once you've visited the centre of Castiglione, you will find many villages in the surrounding areas which are definitely worth a trip: Scarlino, Massed Marittima, and Gavorrano. Going deeper into Maremma, you will come across small towns and villages displaying that Medieval aspect which makes up the charm of the region. Not to mention that the road is scattered with restaurants and agritourism establishments, which are perfect for an improvised stop to, for example, discover the local gastronomy.
Towards the north: following the sea, you will come across the headland of Punta Ala. Located just opposite the small, uninhabited Sparviero Island, the headland tapers off into the small port of the same name. This is a rather elegant seaside town that is especially striking for its surrounding landscapes. Although it isn't classified as a protected zone yet, it has been declared "of regional interest"; an official status which protects it from certain threats.
Towards the south: continuing along the sea, you will arrive at Monte Argentario and Oporto Ercole. This zone of protected nature affords particularly authentic landscapes. As the story goes, it is in Oporto Ercole that Caravvagio died in 1610; today, the small town is mostly known for being a luxurious and elegant tourist destination.
Traditional Festivals: the Balestro del Girifalco, a medieval tournament which is held in Massa Marittima twice a year: the fourth Sunday in May and the second Sunday in August.