Kassiopi was fortified by the Romans—the Emperor Tiberius had a villa here, and the town was visited by both Cicero and Nero. The Roman fort on the headland was further developed by the Byzantines and destroyed by the Venetians—its ruins, floodlit at night, hunker fetchingly above the town. The 16th-century church of Panayia Kassopitra was supposedly built on the remains of an ancient Greek temple dedicated to Zeus.

Kassiopi has blossomed from it origins as a quiet little fishing village into a small, beautiful and bustling resort which has something for everyone, from families to couples and groups. There are several shingle beaches within an easy five to ten minute stroll of the village. The pretty harbour is a centre for day trips and is lined with smart cafes, restaurants and bars, making it a perfect spot for relaxing and watching the world go by. Kassiopi also boasts a wide range of gift shops with something to cater for every taste. There are many more excellent tavernas and bars scattered throughout this small village striking a perfect balance for both those who wish for a quiet, more traditional atmosphere and those who enjoy some lively nights with music and dancing.