5-day late-summer and autumn road trip in Chania

5-day late-summer and autumn itinerary in Chania

By Arthur Yeti
Enjoy our season-extending road trip in Chania on an itinerary where culture, food and village life take centre stage

Many of Chania’s most memorable experiences are saved for the quieter months when holidays become even more personal and highlights beyond the region’s famous beaches can shine. From exploring the city’s Old Town and immersing yourself in Crete's famous olive oil, wine and raki traditions to learning how to cook like a local and going on an off-road excursion into the White Mountains, you’ll discover what it means to live in this cherished part of Greece. So buckle up for a 5-day itinerary of Chania that celebrates all the late-summer and autumn highlights.

As an itinerary that’s been road-tested by Discover Greece, we’ve included the restaurants and experience providers that supported our journey – although there are, of course, plenty of alternatives out there. The road trip is designed to be enjoyed best during the grape or olive harvests, in late summer an autumn, but you can incorporate any part of it into your summer holiday in Chania and extend or adapt it around your interests.

Start point - End point
Chania airport
Means of transport
Airplane, Car, Foot
5 days
Old Town Chania, farm-to-table dining, visiting a winery and raki distillery, olive picking, village life, Jeep safari in the White Mountains & a boat trip

Chania town

20km Airplane, Car, Foot 2

So much of Chania’s soul is found in its old town, so this is the focus of day one of your itinerary in Chania. Best of all, with the airport just 25mins away, you can get stuck in straight away. 

Walking tour of the Old Town

Walking tour of the Old Town

There’s no better way to discover Chania than wandering its streets. Your first port of call is the Venetian Harbour, with its iconic lighthouse (rebuilt by the Egyptians in the 1830s) and the many-domed Ottoman-era Giali-Tzamisi Mosque. The fort you can see at one end is the 16th-century Firka Fortress. Other highlights are the Church of Agios Nikolaos and central market, as well as the Topana district (housing Greeks during the Ottoman years) and neighbouring Jewish quarter, still preserving original architecture and numerous historical buildings. 

A walking tour of Chania Old Town

Seafood dining with a view

Seafood dining with a view

You’ll be returning to the Venetian Harbour to eat throughout your stay in Chania. Our first experience of the region’s famous food is Apostolis restaurant, known for its fresh seafood and delicious assortment of local ingredients. Stuffed squid, shrimps and clams line up next to meat and vegetable-based dishes. The seven triangular-roofed brick buildings you can see from your outdoor table are the remains of the Venetian’s famous ship-repair yards, or Neoria.



Cooking like a local & a winery

77 km Car, Foot 3

If you want to experience Chania like a local, you need to learn how to eat and drink like one. So today is dedicated to two favourite local pastimes… cooking and wine. It’s also an introduction to the Apokoronas villages, a collection of traditional settlements worth seeking out as an activity in its own right. 

A cooking lesson

A cooking lesson

Our day starts at Olive Farm, in Litsarda, one of the Apokoronas villages. This small farm encompasses the principles of locally sourced, sustainable produce and offers cookery workshops in its outdoor kitchen. You’ll learn how traditions are incorporated into everyday life while preparing dishes such as kleftiko (melt-in-your-mouth, slow-cooked lamb or goat with potatoes, carrots, tomatoes, peppers, courgettes and an assortment of aromatics picked from the farm’s vegetable garden). You’ll also be introduced to tirozouli, a white, tangy homemade cheese and other dairy products.

Take a culinary tour of Chania



From cheese, it’s a natural progression to wine. Wine-making in Crete goes back 4,000 years and many of the indigenous grapes can be traced back centuries. Amongst the wineries you can visit is Dourakis, in Alikambos. You’ll sample reds made with a blend of Syrah and Kotsifali grapes (deep-coloured and complex) and Carignan (a variety that thrives in the Mediterranean) as well as international stalwarts (Cabernet Sauvignon and Merlot) and delicate whites from organically grown Vidiano and Malvasia. And you’ll be especially impressed by how they pair with local cheeses… from yellow, piquant graviera to smooth-white myzithra and anthotiro. You’ll also have the option of touring the vineyard in the surrounding area, especially enjoyable in late summer when the grape harvest is in full swing. 

From farm to table - Salis Restaurant

The farm-to-table experience

Farm-to-table is the theme of dinner, too, as you return to the Venetian Harbour. Salis restaurant specialises in working with local producers as well as growing many of its own ingredients. Its dishes are traditional but at the same time inventive… much like the region and its people. There’s also a great list of local wine labels, so you can put your newly acquired knowledge into practice.

Your guide to sustainable travel in Chania


Olive oil & Raki

65 km Car, Foot 3

You delve even deeper into the social fabric of Chania as you explore the two products no self-respecting local household can be without… olive oil and raki. If you’re lucky enough to visit in late October or November (as we did), you can take part in the olive harvest. (Note that the exact dates olives are picked depends on the weather and visiting an olive press is a privilege you can enjoy at any time of year.) Your afternoon is spent in a raki distillery.

Olive-picking in Chania


Your day begins in the olive groves just outside the village of Tsivaras, at the Melissakis Olive Mill, picking olives. There are numerous olive presses in the Apokoronas villages, from small cold presses producing extra-virgin olive oil the old-fashioned way to state-of-the-art cold-extraction facilities, such as this one. What they have in common is that their produce contributes to the Protected Designation of Origin status of the area. The highlight is experiencing the olives you’ve picked being turned into smooth, golden, peppery olive oil ….a taste you’ll never forget.

The rakokazana experience

The rakokazana experience

Your next stop is the Peroulakis Distillery, in Xirosterni, for an initiation into Chania’s rakokazana (raki distillation) tradition. The best late-season grapes are turned into tsikoudia (as raki is known in Crete), 40% proof firewater as part of a community affair, with music, singing and food aplenty. The Peroulakis Distillery embodies that culture. You watch a traditional distillery being fired up and the pure, clear raki begin to flow as you sit down to a meal of stewed meat and Cretan wedding pilaf. Try the rakomelo, infused with honey and herbs and served as an appetiser or aperitif. 

Chrisostomos restaurant

The authentic dining scene

Back in the Old Town for the night, your gastronomic tour continues at Chrisostomos restaurant, with authentic Cretan flavours slow-cooked in a wood-fired oven and plenty more Cretan hospitality. Some suggestions are beef stifado (stewed with baby onions), synglino (cured pork) and anything with local vegetables (mushrooms, peppers, wild greens…). The olive oil you dunk your homemade bread into will take on a whole new meaning. 


Into the white mountains

62 km Car, Foot 2

There’s a change of scenery for the fourth day of your Chania itinerary as you head into Crete’s tallest mountain range. As you’re about to find out, the White Mountains are also home to villages and some of Chania’s most hidden traditions.

Jeep Safari in the White Mountains

Jeep Safari in the White Mountains

You shift gear with a 4x4 Jeep Safari into the Lefka Ori (as the White Mountains are known in Greek) with Uncharted Escapes. You’ll pass villages and vineyards that have made their home in this rugged terrain and you’ll learn all about the life of a shepherd by visiting a mitato – a round, stone-built hut, designed for protection against the strong winds and used to store cheese as it matures. The view from 1,400m up is sublime. Finally, you visit Theriso, a village synonymous with Eleftherios Venizelos, a revolutionary hero and one of Greece’s first prime ministers. Venizelos’ mother came from the village and it was here, in 1905, that he organised a Revolutionary Assembly that led to the independence of Crete and its union with Greece. 

Pallas restaurant

The creative dining scene

After a day in the mountains, it’s back to the Venetian Harbour for dinner at Pallas, a restaurant specialising in traditional Cretan food with a modern Mediterranean twist. From your outdoor table overlooking the harbour, the sight of the setting sun and the Egyptian lighthouse is something else. 



146 km Boat, Car, Foot 3

Your attention turns to the sea today as you head to the southern coastline for a boat trip. Depending on your time of visit and the weather conditions, you can look forward to wonderfully clear water, with swimming enjoyable until late-October.

A boat trip to Loutro

A boat trip to Loutro

The magic of taking a boat trip is that you can visit beaches that are inaccessible (or very difficult to reach) by car. Our day-trip was with Notos Mare Marine Adventures, heading west from Hora Sfakion towards Glyka Nera (a fabulous, isolated swimming spot that translates as Sweet Water) and on to Marmara beach. The only other way of getting here is to hike down the 6km ravine behind the beach. On the way back, you stop at Loutro, a village accessible only by sea, to enjoy a Greek coffee and traditional Sfakia pies.

Enjoy a boat trip to postcard-pretty Loutro

Hora Sfakion

Hora Sfakion

Returning to Hora Sfakion (the capital of the Sfakia region), you can look forward to an early dinner with fantastic seafood and local dishes at Livikon, a taverna right by the sea. The fish soup comes highly recommended. But before you sit down, pass by the Dourountous Bakery  to stock up on Cretan kritsinia (seed-crusted, dried breadsticks) and paximadia (rusks), made from traditional recipes.  

A short goodbye

A short goodbye

You’ll be excused for not wanting your off-season Chania adventure to end. One tip is to extend your stay and walk the Samaria Gorge (one of Europe’s iconic hikes) but there are plenty of outdoor activities that will tempt you. And you’ll long to return for another taste of the olive oil and wine. Above all, it’s the way the locals have made you feel that you’ll remember most. But it’s time’s to catch your flight and say goodbye. For now.  

Road-testing the itinerary for you

In road-testing our 5-day late-summer and autumn road trip to Chania, we invited a team of German media to live the experience for themselves. Here’s what they had to say.


At every step, the visitor realizes very quickly that he falls on history. Under almost every square meter of Chania there is a testimony of the past.
Jan Schäfer for Siegener Zeitung ⇩

"The best aroma comes from the olive oil when the olives are still quite a bit unripe and need about two more days to ripen’, the olive mill manager explains when he returns to the production facility."
Reinhard Fanslau for Emsland Kurier ⇩

And then suddenly there is Loutro. The smallest and most beautiful coastal village, that I have ever seen: white houses with blue shutters, like colored spots in the brown landscape. Beautiful.
- Lisa Krause for Fuldaer Zeitung ⇩

FAQs about road trips in Crete, Greece

Crete is the largest and southernmost island in Greece, located between the Aegean and Libyan Sea. It has a population of around 630,000. Just above Crete are the Cyclades islands and, to the northeast, the Dodecanese islands.

Crete is divided into four administrative units called prefectures. Chania is in the west, followed by Heraklion, Rethymno and Lassithi. Chania, Heraklion and Rethymno are also the names of the main towns in these prefectures. The capital of Lassithi (the easternmost prefecture) is Agios Nikolaos.

Chania can easily be reached by plane or boat. The airport (international and domestic flights) is 15km (25-30 minutes) from the town centre. You can hire car from the airport, or take a taxi or bus into the city centre. (Tickets are bought on the bus.) There are also daily ferry connections from Piraeus and periodically from islands in the Cyclades and Dodecanese. High-speed ferries (seasonal) reach Chania in 5-7hrs from Piraeus and conventional ferries take 9-12hrs.

Chania (and Crete generally) benefits from very good weather for most of the year, with summer conditions starting earlier and ending later than elsewhere in Greece. It does get busy in the peak summer holiday months (July and August), so come in May-June or September if you can. The ideal months to enjoy a road trip in Crete are April-May and September-November.

There is a good road network in Crete, particularly along the north coast (E75) between the main towns (Chania, Heraklion, Rethymno and Elounda). And there are main roads towards the south and between the main mountain ranges. Just remember that you drive on the left in Greece and that roads between smaller settlements can be narrow and windy, particularly in the mountains. If you are worried, it is best to avoid driving at night on country roads. Look out for the goats. They have right of way. 

For all questions relating to insurance and driving licenses, make sure you get advice before arriving in Greece. Your car rental company will be able to advise you. 

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