Tucked in the western corner of the island, between the White Mountains and the Sea of Crete, lies the port town of Chania. Here you'll spend the evening getting lost in its characterful cobbled streets. Take a stroll through the old town to Eleftherios Venizelos Square where you might catch an impromptu show from the local street entertainers who often perform here in front of the fountain.
With free time before and after dinner to explore, you can wander the winding lanes. Look up to admire the blend of Venetian and Turkish influenced buildings – a nod to Crete's eclectic history of Roman and Ottoman rule. If you're on the hunt for leather bags, boots and belts then make sure you head down ‘Leather Lane', officially called Skrydlof Street.
The highlight of your evening will be dinner at a waterside restaurant, nestled among the colourful buildings that line the old harbour. Feast on classic Cretan dishes, like Tzatziki, baby squid and moussaka, with sunset views of the16th-century Venetian lighthouse.