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Greece walking holidays

Encounter the stunning beauty of the Greek islands and peninsulas during one of our walking holidays in Greece. Whether you're a history buff or a nature lover, walking in Greece will give you the opportunity to visit picture-perfect villages, sun-soaked beaches, and ancient monuments and ruins. Choose to trek through the mountains and villages of Evia or hop from island to island exploring Naxos, Santorini, and Paros.

We head to various lesser-known locations where the locals love to holiday, so you can be assured of an authentic Greek experience. Tour the historic landscapes enjoying excursions to ancient sites, and stroll through wildflower valleys, taking your time to enjoy the views. Visits to the Roman quarries and aqueducts of Evia are a must, and a city tour of Athens will satisfy the appetite of any history lovers. During the summer months, our guided walking holidays in Greece provide ample opportunity for you to take a dip in the azure waters of the hidden coves and secluded beaches on the beautiful Greek islands.

Greek walking holidays let you soak up the local culture at picturesque eateries and portside markets. You can sample the local cuisine of olives, fresh fruit, and freshly caught seafood at charming tavernas that boast ocean views.

Our walking holidays in Greece include various activities and excursions, accommodation, and some of your meals.

What can I see on my Greek walking holiday?

From island-hopping, dipping in the ocean, and marvelling at the ingenuity of ancient structures in Greece, we can help you pack memorable experiences into your trip. We've hand-picked a great range of locations and activities into our itineraries so you can enjoy every moment. Here are a few of the sights you may see on a walking tour in Greece depending on the trip you choose:

Santorini

Santorini is one of the most famous and romantic islands in the world. This unique volcanic island has picture-perfect white and blue houses that stand watch over the vivid, blue Mediterranean and its visiting cruise ships. To see the island's history for yourself, check out the archaeological site of Akrotiri, a city buried by a volcanic eruption in 1,500BC. Wander down to the black beaches of Kamari, formed by the volcanic materials which covered the island.

Evia

The island of Evia (also known as Euboea) is the second-largest Greek Island after Crete and is connected to the mainland by a small land bridge. By road, it is just over two hours' drive from Athens, meaning it's often convenient to combine the two into the same trip. The beauty of Evia is that it is not all that touristy, despite its breathtaking walks and historical sites.

Walk along the island's ancient corridor that leads to a remote, hidden beach, climb up Mount Ohi, and see the Roman quarries where green and white marble was mined. Meet the locals in the village of Lycorema and, of course, spend some time unwinding on the beach.

The Pelion Peninsula

The Pelion Peninsula is another of Greece's hidden gems, and the area in which the mythology of the centaurs stems from. Walk along white sandy beaches and stop for picnics and a dip in the water. Hike across the stone-paved paths in the mountains and stay in idyllic villages which overlook the Aegean Sea such as Tsagarada and Damouchari, one of the filming locations for Mamma Mia!.

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Walking in the Outer Mani
Greece

Walking in the Outer Mani

Step into the enchanting realm of Greece's Peloponnese on a walking holiday, tailored for enthusiasts of authenticity, nature, food, and history. Follow ancient 'Kalderimi' mule paths, tracing Byzantine chapels and scenic gorges. Dive into history and nature, from coastal trails to the renowned Dirou Pirgos caves. Experience the magic of ancient civilisations, inviting curiosity and sparking your adventurous spirit.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07OM
  • Holiday typeSelf-guided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1610per person, tour only
  • All accommodation
  • All breakfasts and 3 evening meals
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Walking on Kythnos Island
Greece

Walking on Kythnos Island

Experience exceptional walks across the unexplored Cycladic Island of Kythnos. Filled with history and intrigue, this trip takes you to castles, churches, and caves. You’re spoilt for choice when it comes to stunning beaches, with plenty of spots to swim in the clear waters.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW06KY
  • Holiday typeSelf-guided walking
  • Duration6 nights, single centre
  • Activity level
  • Excellent for
  • From US$1640per person, tour only
  • All accommodation
  • All breakfasts
  • Headwater navigation provided
  • Flights from London (if booking incl. flights)
Churches of the Peloponnese Walk
Greece

Churches of the Peloponnese Walk

Uncover the Peloponnese's Charm! Walk through Kardamili and the secrets of Outer Mani, discovering 30 ancient Byzantine churches. Stroll along the foothills of the stunning Taygetos Mountains and explore the coastline. It's a perfect mix of mountain and coast adventure, where you can enjoy local food and embrace Greece's heritage.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07PE
  • Holiday typeSelf-guided walking
  • Duration7 nights, single centre
  • Activity level
  • Excellent for
  • From US$1820per person, tour only
  • All accommodation
  • All breakfasts
  • Route notes provided
  • Flights from London (if booking incl. flights)
Walking on Kythnos Island - Premium
Greece

Walking on Kythnos Island - Premium

Experience exceptional walks across the unexplored Cycladic Island of Kythnos. Filled with history and intrigue, this trip takes you to castles, churches, and caves. You’re spoilt for choice when it comes to stunning beaches, with plenty of spots to swim in the clear waters.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW06KP
  • Holiday typeSelf-guided walking
  • Duration6 nights, single centre
  • Activity level
  • Excellent for
  • From US$1925per person, tour only
  • All accommodation
  • All breakfasts
  • Headwater navigation provided
  • Flights from London (if booking incl. flights)
Walking the Pelion Peninsula
Greece

Walking the Pelion Peninsula

Walk along ancient, cobbled trails to explore the Pelion Peninsula's contrasts, from lush green mountainous interiors to coastal paths bordering the Aegean Sea. Experience the essence of traditional mountain villages and uncover hidden coves, sandy beaches, and charming fishing villages. Every step reveals the diverse beauty of Pelion, making each moment a unique discovery.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07GP
  • Holiday typeSelf-guided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1925per person, tour only

  • 6 Reviews
  • All accommodation
  • All breakfasts and 5 picnics
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Contrasts of Crete Walking
Greece

Contrasts of Crete Walking

Discover the enchantment of Crete on our walking tour, tailored for nature lovers and food enthusiasts. Wander ancient shepherd trails, delve into vibrant gorges, and explore hidden coastal gems in the tranquil southwest corner. Start in Chania, amid the White Mountains' beauty. Indulge in Cretan delights, encounter wildlife, and unwind in charming seaside hotels. Embrace the serenity, savour exquisite food, and immerse yourself in a walking adventure where every step tells a tale.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07GI
  • Holiday typeSelf-guided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2300per person, tour only
  • All accommodation
  • All breakfasts
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Mountains and Villages of Evia
Greece

Mountains and Villages of Evia

This trip offers the chance to experience Evia's magnificent mountain scenery. Routes have been chosen to showcase the best of the natural and historical sites on the island, including quaint traditional villages.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07EV
  • Holiday typeGuided walking
  • Duration7 nights, single centre
  • Activity level
  • Excellent for
  • From US$1650per person, tour only

  • 4 Reviews
  • All breakfasts, six picnic lunches and two dinners All accommodation All transport and listed activities Free group arrival and departure transfers available Tour leader throughout
Walking on the Greek Islands
Greece

Walking on the Greek Islands

Hopping from one wonderful island to the other, we enjoy a relaxed week of gentle walks through picturesque villages, lush valleys and sandy beaches.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07GR
  • Holiday typeGuided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2020per person, tour only
  • All breakfasts All accommodation (see below) All transport and listed activities Tour leader throughout Free group arrival and departure transfers available

    Walking Holidays in Greece

    Overall customer rating, based on 17 reviews

Frequently asked questions

Is Greece walkable?

Greece is great country for walking holidays. Much of the country is mountainous, so it's well-suited if you like the challenge of a climb. Take extra care when walking around in the main cities and towns though. It's also a good idea to take the precaution of bringing good-quality walking shoes, as some of the mountain trails and roads can be slippery due to their sheer age. Many of them date back to Biblical times!

Which Greek island is best for walking?

Greece has an abundance of islands with winding trails and spectacular scenery that any avid walker will love. We have guided and self-guided walking tours in Greece for those who want to see more than one island in one trip, as well as packages which home in on the beauty of one specific region. If you feel spoilt for choice, why not explore the island of Crete?

Crete is a large island with very few roads, meaning that many of the locals commute by boat, so you can explore a network of quiet, ancient coastal paths to your heart's content. The route wends its way through hidden coves and beaches, and the glistening limestone of the White Mountains in the west of the island. Discover historical sites such as the mosaic floor of the now-destroyed Temple of Asklepios and the Byzantine chapel of St Pavlos, which marks the spot where St Paul is said to have landed in Crete.

Where is good for walking in Greece?

All the locations on our Greek walking holidays have been selected by us because we think they have lots to offer walkers.

Kythnos Island, the Outer Mani in the Peloponnese region, Crete, and Evia Island are among the most walker-friendly areas in the country.

What should I expect from my walking holiday in Greece?

You can expect to spend around a week on foot experiencing the dramatic coastal landscapes of Greece and its wilderness, punctuated by comfortable hotels or suites selected by us to make sure your nights are comfortable and relaxing. You will probably partake in some climbing during your visit, as Greece has no shortage of mountainous and volcanic landscapes. And, of course, we'll make sure you have the chance to see unforgettable historic sites.

What should I pack for a walking holiday in Greece?

Your priorities should include comfy, sturdy hiking shoes and anything else that ensures lengthy Mediterranean walks are going to be doable and enjoyable for you! A collapsible water bottle or a water bladder is always a good idea, as you are likely to consume your fair share of water during the trip. What you should wear on a walking holiday in Greece depends on what time of year it will be when you embark on your journey. If travelling in the warmer months, loose-fitting clothes are a must. With opportunities to enjoy beach time, swimwear is another item you need to put on your list.

Many of our Greek walking tours still run in the colder months, when it's particularly important to bring layers. Even as far south as Athens, it may snow, so come prepared! You're more likely to experience rain in autumn and winter, but this doesn't mean you won't have bright, sunny days. In short, both raincoats and sunglasses are relevant items to pack.

What time of year is best for walking in Greece?

Much of this is down to personal preference. Of course, many travellers love Greece for its summer sunshine and the swimming opportunities. But if you prefer to walk when the temperatures are lower, consider coming during off-peak, colder months, when many of the days are still likely to be bright and sunny. Another advantage is that Greece is less crowded during those quieter months of October through March.

Why choose Headwater for your Greek walking holiday?

After around 40 years of crafting itineraries which help travellers experience destinations as authentically as possible, we know how to give you an outstanding walking holiday in Greece. Book online with us today and get ready for your next excursion. Here are a few reasons why you can trust us:

Satisfied customers - We're known for the quality of our customer service, with an overall rating of 4.6 on Feefo.

Exciting destinations - Using our five-step approval process, we have crafted our tours to get you navigating some of the most scenic parts of Greece. You'll be able to relax in the evenings in accommodation that we've hand-picked for you.  

We can arrange your flights - Want to streamline the booking process so you've got more time to plan your trip? If so, you can let us arrange your flights when you book with us.

Award-winning provider - The quality of our walking tours has gained us recognition, receiving prizes including Best Travel Company to Central/Western Europe from the British Travel Awards.

Sustainability at our core - The tourism industry can sometimes work against the best interests of the environment, and we want to buck that trend. We are working towards becoming Nature Net Positive and we operate our tours in line with our People, Places and Planet plan.

ABTA- and ATOL-protected - Book with us in confidence, knowing that all our trips are fully protected. Read more to find out about your key rights.

Helping communities - Being of service to the local communities where we operate is important to us. For this reason, we set up The Exodus Travels Foundation so that we can help towards conservation causes and disaster relief.