Base yourself inside Chania's old town and leave the car parked. Topanas, the old Venetian quarter behind the harbour, is the prettier address; Splantzia, the former Ottoman quarter a few minutes east, is the livelier one and where most of the good eating is. Either way you will walk everywhere for three days. The genuine difficulty is parking — old-town streets are largely closed to traffic, so either book a room that comes with a space or resign yourself to the paid lots on the edge of the centre.
Give the first evening to the town itself and nothing else. Walk the Venetian harbour out to the Egyptian lighthouse at the end of the mole for the view back at the arc of the waterfront, then turn inland through the leather-workers' lane and the covered alleys to the plane tree in Splantzia square. The Municipal Market, the cross-shaped 1913 hall that anchors the top of the old town, has been closed for a long and repeatedly delayed restoration; a reopening was being targeted for 2026, so check locally rather than planning your morning around it.
For dinner, Splantzia has the concentration. To Maridaki is the straightforward daily Cretan cooking the neighbourhood eats itself. Well of the Turk occupies a courtyard a couple of lanes away and leans Levantine — the aubergine meatballs with yoghurt are what people order twice. Tamam, in a converted Ottoman bathhouse in the same quarter, is a table that books out a week or two ahead in high season; reserve before you fly. In Topanas, Salis does small plates and natural wine in a backstreet. Expect to pay somewhere around EUR 25 to 35 a head for dinner with wine at any of them.
Day two goes to Balos and Gramvousa by boat from Kissamos port, about a forty-five-minute drive west. You can drive to Balos instead, but the final stretch is a rough unsurfaced track that most rental agreements explicitly exclude, followed by a steep walk down; the boat is the saner choice and the approach by sea is the better view of the lagoon anyway. The standard full-day sailing gives you roughly an hour and a half to two hours on Gramvousa, with its Venetian fortress on the summit, and a similar stretch anchored off Balos. Budget the whole day and expect to pay somewhere around EUR 30 to 40 for the boat, plus a small landing fee.
Day three is a choice, and it is the real fork in this itinerary.
If you want the beach, go to Elafonissi. It is about an hour and a quarter from Chania on a good day, through the Topolia gorge and its single-lane rock tunnel, and considerably longer in August when everyone else is doing the same drive. Organised parking runs to a few euros for the day. Something important changed here in April 2026: Elafonissi was designated an untrodden beach under Greek protected-coast rules, which confines sunbeds and umbrellas to a small fraction of the mainland shore and bans loud music, permanent beach bars and motorised watersports outright. That makes it quieter and wilder than photographs of recent years suggest, and it also means shade and refreshment are scarce, so bring both. Do not take sand, shells or plants; the fines are real.
If you want the walk, go to the Samaria gorge instead. The park typically opens for the season in early May and closes at the end of October, and the sixteen-kilometre descent from the Omalos plateau to the Libyan Sea takes most people five to seven hours. Entry is a few euros. The logistics are the catch: the gorge ends at Agia Roumeli, which has no road, so you finish with a ferry to Chora Sfakion or Sougia — reckon on roughly EUR 15 to 20, and book it — and then a bus back over the mountains. KTEL runs early departures from Chania's bus station for exactly this, the first of them well before dawn in peak season. It is a full day plus a slow evening. Do not schedule anything demanding for the following morning.
Rethymno is about an hour east of Chania on the national road. It is the smaller old town of the two and the better one for an evening: a compact grid of Venetian and Ottoman houses under the bulk of the Fortezza, with the Rimondi fountain at its heart and the surviving minaret of the Neratze mosque overhead. Two nights is right. One would work if you are short.
Eat at Avli, which occupies a fifteenth-century mansion and its walled courtyard in the old town and cooks Cretan ingredients with some ambition. Thalassografia sits on the high ground below the Fortezza with the sea beneath it and does fish. Prima Plora is out along the water west of the centre and is the long-standing local choice for seafood. The first two want a reservation in season.
Day five goes south, and it is the day the hire car earns its keep. The Kourtaliotiko gorge cuts down toward the Libyan Sea about forty minutes from Rethymno; since 2025 it has been a managed protected area, and as of the 2026 season the descent to the waterfalls carries a small entrance ticket of a few euros, paid at the gate or online in advance. From there continue to Preveli, where the Megas Potamos river reaches the sea through a palm grove. The car park sits high above the beach and the way down is a long flight of steep steps — several hundred of them, and the same again on the way up in the afternoon heat. Parking is a nominal couple of euros. If the steps do not appeal, small boats run to the beach from Plakias, which is also where to stop for lunch.
Come back north through the Amari valley rather than retracing the coast road. It costs you half an hour and buys you the interior: olive terraces, Byzantine chapels and villages where nothing has been arranged for visitors. Spili, with its row of Venetian lion-head spouts pouring cold mountain water into a long trough, is the natural coffee stop.