The small town of Castiglione della Pescaia guards monuments and buildings of historical and artistic significance:
-Parish Church of St. John the Baptist, a church of medieval origin that was almost completely restored in the 16th century, but the original construction dates back to 1051, a bell tower stands beside it, which was erected during the 20th century in the Gothic style.
-Church of Santa Maria del Giglio, a building dating back to 1200, was probably born with the name of Chapel of Santa Maria della Porta, the current appearance is due to the modifications and works that were carried out during the 1700s, a peculiarity of this church, is that it was built with material found at the abandoned Hermitage of Santa Petronilla.
-Church of the Company of Corpus Christi, an ancient church of Castiglione della Pescaia, arose during the Renaissance period as a place of worship for the sick and needy, inside there were some frescoes made in the Baroque style, from the 19th century the church was gradually abandoned and today it appears to be completely incorporated among the buildings of the historic center.
-Church of St. Sebastian, an oratory that was erected in the early decades of the 1600s on the ruins of the pre-existing Church of Saints Sebastian and Rocco, in the late 1700s the church was slowly abandoned.
-Church of St. Nicholas, an ancient building dating back to 1188, today this building no longer exists.
-Camaiori Palace, a building erected during the Renaissance, was born during the 1400s and was the residence of the family from which it takes its name.The very simple facade is characterized by the presence of a large coat of arms.
-Palace of the Hospital which, which arose in the first half of the 1600s, was born as a landmark for all citizens.
-Praetorian Palace, a building that stands in the historic center of the town, its origins lie in the early medieval period, but its present appearance is due to renovations made during the 18th century.
-Centurioni Palace, Renaissance building completely restored and renovated during the 1900s.
-Lilli Tower, a building of medieval origin, stands on the ancient route of the Walls of Pisan Origin; it is one of the city's main defensive towers.
-Christopher Columbus Street Tower, a defensive tower rising in the direction of the sea, its construction is traced back to the 1200s.
-Cinta Walls, built by the Pisans during the 10th century, the walls surround the entire old part of the town, wind between uphill and downhill paths and consist of as many as 11 defense and watchtowers.