Santorini & Naxos SELF GUIDED Walking Holiday

"Explore the two most fascinating islands of the Cyclades..."


Our week long Santorini and Naxos Self-Guided walking holiday gives you the chance to explore the two most fascinating islands of the Cyclades.

Our self-guided walks have been carefully designed so that you make the most of your stay on Volcanic Santorini. You’ll observe the deep blue submerged caldera from different viewpoints while you walk along the rim of the caldera. You’ll explore hidden villages, fortified villages with Venetian castles and ruins of ancient towns buried under volcanic ash. You will taste the ‘anhydrous’ agricultural products and world renowned wines and bathe at black and red sandy beaches…

You’ll then continue to the largest island of the Cyclades, Naxos, known for its varied natural beauties, island culture and unique Greek hospitality! Naxos combines imposing mountain massifs with fertile valleys, springs and the longest sandy coastline in the Aegean. So many beautiful paths connect quaint villages, venetian towers, olive groves and farms, ancient temples and solitary bays. Finish with a walk at the top of Mt. Zas, the highest peak of the Cyclades, where Zeus was given the thunder to conquer Mt. Olympus.

Check below our recommended 7-day Santorini & Naxos self-guided walking holiday itinerary…

Join our Santorini & Naxos self-guided walking holiday and you will:

images Absorb the breathtaking panoramic views to the sunken Caldera,

images Walk on volcanic islands,

images Explore a preserved ancient town burried for years under volcanic ash,

images Visit 100 years old vineyards and taste amazing volcanic wines,

images Walk the ancient paths of the largest, richest and most diverse Cycladic island,

images Experience traditional island life and unique customs and cultural happenings,

images Stroll through picturesque mountainous villages,

images Explore the Venetian castles and towers scattered around the island,

images Hike to the highest peak of the Cyclades to enjoy spectacular views to the Aegean sea…

The walks recommended during our Santorini & Naxos self-guided walking holiday are graded as moderate. You will walk mainly on paths of moderate gradient with ascents of up to 500m in a day. Being predominately limestone some parts of our paths can be quite rough and stoney.

Flexible itineraries, 7-day or 10-day or combined with other Cycladic islands can be organised for you. Please contact us for further information.


Please find below our selection of hotels that we have tried and tested for you. We will check for availability upon your request.

Our selection based on value, location and comfort!!

All accommodations offer ensuite bathrooms and most include breakfast:

  • Antonia Hotel
    Best value! Known for their hospitality! Antonia Hotel has luxurious, traditional furnished rooms with private balcony offering amazing views. Unique location also! No breakfast available but kitchen & fridge available in the room.
  • Summer Time Villa
    Family run hotel providing high quality service and authentic Greek hospitality with undiminished care for over 15 years. Minutes walk from the vibrant main square of Fira Town. Breakfast included!

Our selection of superior hotels for those who want extra comfort!

All accommodations offer ensuite bathrooms and include breakfast:

  • Dream island Hotel
    Located within a 3-minute walk from Fira’s centre, Dream Island hotel offers rooms tastefully furnished and decorated in earthy colors. Has a pool overlooking the Aegean Sea. Breakfast included!
  • Villa Ilias
    Quietly situated in Firostefani, only a 15-minute walk from busy Fira, Villa Ilias features a swimming pool with a captivating view over the Caldera, the volcano and the sea. Breakfast included!


Please find below our selection of hotels that we have tried and tested for you. We will check for availability upon your request.

Our selection based on value, location and comfort!!

All accommodations offer ensuite bathrooms and most include breakfast:

  • Venetiko
    Best value! Known for their hospitality! A building dating back to 1566 has been transformed to 5 beautiful decorated apartments. Located right next to the famous Venetian Castle, in the alleys and maze of the Old Town of Naxos. No breakfast available but kitchen & fridge available in the room. Beautiful atmosphere!
  • Anixis Hotel
    Family run hotel providing high quality service and authentic Greek hospitality with undiminished care for years. Located within the old town of Naxos, below the Venetian Castle. Breakfast included!
  • Kymata Hotel
    Kymata is a charming, family-run hotel located a few meters from St. George Beach and within 10 minutes from the town of Naxos. The staff is very welcoming and hospitable. A pleasant and comfortable stay is guaranteed.

Our selection of superior hotels for those who want extra comfort!

All accommodations offer ensuite bathrooms and include breakfast:

  • Nissaki Beach Hotel
    A Magnificent 5* Beach Hotel. Minimalistic luxury and privileged location on the beach of Saint George in Naxos Town. Perfect blend of modern amenities, warm hospitality, affordable luxury and impeccable service!
  • Hotel Grotta
    Situated on a beautiful hillside, overlooking the seaside town of Naxos, it offers an unparalleled view. A family run establishment catering to the discerning traveler who wants comfort & personal attention but reasonable rates!

Single rooms available

This holiday is suitable for solo walkers. If you travel on your own or require single rooms within your group we would be happy to accommodate you although there is a single room supplement payable.

Contact us for further information and special offers…


This holiday is available from March till November. The best time of year though to walk around Santorini and Naxos is spring and autumn. April, May and June are absolutely lovely because of the lush vegetation and wild flowers. Autumn is also lovely as it is cooler and you can enjoy the softer colours and golden light as well as the best sunsets of the year. We recommend to visit during March and from September till November.

July and August are the busiest and hottest months and all the prices for flights and accommodation reach their peak. The Greeks also take their holiday in August so if you can only travel during this time of year you need to plan ahead as the hotels and ferries tend to get booked fast. It is also warmer and walking is enjoyable only between 7.00-11.00am and 18.00-21.00pm. For these reasons we recommend that you travel outside this high season period if at all possible.


Santorini is one of the most sought after destinations and it is quite busy between June and mid September. If you wish to travel during the high season we recommend to book as early as possible in order to secure your choice of accommodation. If you book early in the year you can also benefit from special offers. We will do our best to provide suitable alternatives in case you wish to book last moment.

If you have any questions please don’t hesitate to contact us at


7-day self-guided walking holiday

All prices are per person for two people sharing a standard double room, staying at a traditional family-run guesthouse:

  • Low Season (1 Oct – 30 April) from EUR 597
  • Mid Season (1 May – 30 June) from EUR 623
  • High Season (1 July – 31 September) from EUR 730

Supplement for single rooms:

  • 7 nights – Low Season from EUR 105 / Mid Season from EUR 140 / High Season from EUR 250

The above prices are based on the best value accommodation we have selected for you and depend upon availability. Let us know which period is best for you and we’ll send you the best fees and accommodation options.

Our Santorini and Naxos self-guided walking fees include:

  • Our choice of the best self-guided walks at the islands of Santorini and Naxos,
  • Bonus navigation walks at volcanic Nea Kameni island and at the old town of Naxos,
  • Active nagivation and step-by-step guidance using applications on your mobile,
  • A detailed info pack with hiking map, recommended routes, points of interest and photos,
  • Introduction to our unique flora, fauna, history and culture,
  • 7 nights accommodation at traditional guesthouses (choices available),
  • Suggestions for lunch/supper/excursions/beaches and archeological sites to visit,
  • Local support from our representative 24 hours/day,
  • Transfers from the port or airport to the accommodation and vice versa,
  • Emergency telephone support in the event of a problem,
  • In our island hopping itineraries, ferry transfers between the islands.

Our Santorini and Naxos self-guided walking fees exclude:

  • Flights to Greece and ferries to the starting and ending islands (if needed),
  • Lunches, dinners, snacks and drinks,
  • Entrance fees to museums and archeological sites,
  • Travel insurance and personal equipment,
  • Taxi transfers or public transport not mentioned above (estimate per week will be provided),
  • Anything not included above.


  • Upgrade to 4* or 5* hotels (please look at our chosen hotels at Naxos & Santorini),
    Athens Extension (3 Days/2 Nights),
  • Extra nights at your chosen destination,
  • Private transfers to and from the airport of Athens,
  • All transfers by taxi or public transport pre-booked.

Book your self-guided walking holiday at Santorini & Naxos island…


Welcome to Santorini and transfer to your guesthouse at Fira, the main town based on the caldera cliffs opposite the volcano. Starting from Fira, you walk along the rim of the caldera towards the picturesque villages of Firostefani and Imerovigli till you reach Oia to watch Santorini’s famous sunset! You will enjoy astonishing views of the caldera, the volcanic islands Nea & Old Kameni from different perspectives.

Distance: 10 km, Time: 4-5 hours (including stops to rest and admire the view)
Start from the beautiful village of Emborio, once a fortified Venetian settlement. As you admire the beautiful nature and vineyards you will reach the 567m summit of Profitis Ilias, the highest point on the island offering stunning views. Descend through a magnificent mountainous path towards Ancient Thera! Walk through time as you explore the excavation of the ancient city. Take the short path which leads to the ‘black’ beach of Perissa where you can plunge into its crystal clear waters and enjoy a delicious supper!

Distance: 9.4 km, Time: 5-6 hours (with stops and a visit to Ancient Thera)
Today we’ll guide you through a special path that runs parallel to the steep cliffs of the caldera towards Palos beach where you’ll appreciate the contrast of the landscape with the deep blue sea. Continue to the fortified Venetian settlement of Akrotiri and take the old path to the Akrotiri excavation which has uncovered one of the most important Aegean prehistoric settlements. The three-storey sophisticated buildings, the elaborate drainage system, magnificent wall paintings, furniture and vessels of this ancient city buried under volcanic ash will fascinate you. End the day with a short walk to the famous Red beach. Ferry to Naxos and transfer to your accommodation at the Old Town below the Venetian Castle.

Distance: 4.3 km, Time: 3.30-4 hours (with stops and visit to Akrotiri excavation)
Start your hike from the picturesque Apiranthos village with its Venetian towers, pretty houses, marble paved alleys and picturesque squares. Take the trail to the summit of Fanari and admire the panoramic view. The path continues through impressive landscapes and rock formations towards the remote, rustic village of Moni. We recommend to stop at the village’s kafenio for a drink and lunch to experience the slow pace of traditional island life as well as the delicious dishes prepared with local ingredients. You will take the beautiful ‘Byzantine’ path, as it is often called due to the number of Byzantine churches on the way, towards Chalki, one of the most picturesque villages, situated in an area lush with olive, plane and oak trees. End the day with a visit to the local distillery and get a taste of the local liquers!

Distance: 10 km, Time: 5-6 hours (including stops to rest and have lunch)
Start your walk from the village of Filoti towards the highest peak of the Cyclades, Mt. Zas, which stands at an impressive 1,004m. The magnificent Zas mountain takes its name from the ancient Greek God Zeus, who according to myth spent his early life on Naxos. You’ll first reach the fountain of Arion, an ideal spot to enjoy the peace and quiet of nature and rest before beginning to ascend. Next stop will be the cave of Zas, the biggest cave on the island which will impress you with its stalagmite structures. When you reach the peak, you will enjoy stunning, panoramic views of the surrounding land and the deep blue of the Aegean sea. Zas is an important hideout and nesting place for many migratory and resident birds such as the Griffon vulture which you will have the chance to observe! Take the downhill path at the other side of the mountain to reach the village of Filoti where you can have lunch at its picturesque square…

Distance: 12 km, Time: 5-6 hours (with stops to rest and admire the view)
Take the short path towards to the Byzantine church of Agios Mamas, patron saint of shepherds and one of the oldest on the island. Walk through the quaint villages of Potamia, which constitute a verdant oasis throughout the year due to the springs and old watermills. Stop at Flerio, an area of great archaeological significance because of the old aqueduct, the abandoned ancient Kouros male statues and the ancient marble quarries. This is the ideal place to stop for a rest and a snack. Take the path towards Kouronohori, one of the most picturesque villages whose main attraction is the Tower of Fragopoulos and the colourful courtyards.

Distance: 9 km, Time: 4-5 hours (including stops to rest and explore)
Our recommended hike today starts from the remote ’emery’ village of Koronos. As you stroll in the village, you’ll feel as if time has stopped and locals live quietly, undisturbed by modern way of life. You’ll follow a trail through a very solitary area with stunning nature and mountain landscapes. The smell of local herbs and wild flowers (especially in spring) will accompany you till you reach the beautiful pebble beach of Lyonas. Reward yourself with a refreshing swim at its crystal clear waters followed by a delicious supper at one of the most authentic taverns of the island.

Distance: 7.5 km, Time: 4-5 hours (including stops & a swim)


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