Syros & Tinos walking holiday

"Walk on deserted ancient trails, enjoy stunning mountain views and dramatic coastal scenery… come across ravishing flora and fauna…"


This week-long walking trail holiday will offer you the opportunity to explore the Mediterranean’s best kept secret: the Cycladic island of Syros. Based in the picturesque, historical coastal town of Ermoupolis, an Unesco World Heritage site, you will walk on deserted ancient paths and trails, enjoy stunning mountain views and dramatic coastal scenery… come across ravishing wild herbs and flowers… encounter endemic wildlife… reach remote solitary beaches and coves with crystal clear waters.

You will learn how the island’s history has been shaped by exploring the dramatic ruins of Kastri, the neo-classical town of Ermoupolis, the medieval village of Ano Syros to name a few. You will also be given unique insights into the unique fauna and flora of the Cyclades as well as experience the local culture and way of life.


You will continue to explore the “unknown” Cycladic island of Tinos with its numerous deserted ancient paths and trails, enjoy the architecture of pigeon houses, windmills and countless churches, stone walls, fountains, giant rocks with strange shapes

You will walk through villages untouched by time with picturesque houses, arches, carved doorways, marble fountains, cobbled streets… you will reach and swim at stunning, secluded beaches with fine sand and crystal clear waters… you will taste Cycladic delicacies such as local cheeses and proscuito “Louza”, froutalia omelette…

The philosopher Kastoriadis called the island “hand-made Tinos” as it’s the homeland of renowned great artists of marble carving. According to the legend, the famous sculptor of the ancient times, Fidias, had taught the secrets of his art to the locals. Their admirable craft is displayed in chapels, fountains, arches and pigeon lofts.

Both in Syros & Tinos you’ll be surprised as you may not encounter any other walkers within a week. The feeling of wilderness prevails although we’re never far from civilisation.

You’ll have the opportunity not only to get introduced by a local to a side of the Aegean that few people know about but also to participate in our efforts to sustain this natural and cultural environment.

Please look below at our 7-day recommended Syros & Tinos walking holiday itinerary…

Join our Syros & Tinos walking holiday and you will:

images Explore the historical coastal town Ermoupolis with is colonial architecture and unique culture,

images Walk through villages untouched by time with picturesque houses, arches, carved doorways, marble fountains, cobbled streets…

images Walk on deserted ancient paths and trails, enjoy stunning mountain views and dramatic coastal scenery,

imagesCome across ravishing flora and fauna,

images Reach remote solitary beaches with crystal clear waters,

images Taste Cycladic delicacies such as local cheeses and proscuito “Louza”, froutalia omelette…

images Rest at traditional family-run guesthouses,

images Learn and enjoy the company of friendly, naturalist guides.

Our walks of this walking holiday in Syros and Tinos in the Cyclades are graded as easy to moderate. We will walk mainly on paths of moderate gradient with ascents of up to 500m in a day. We will walk up to 5-6 hours in the day including stops to rest and for lunch.

Flexible itineraries are available based on the needs of our guests. We can organise a more challenging or a more relaxed-pace itinerary offering you more time to relax and enjoy the sea and sun of the Aegean sea.

Solo travellers are welcome. It’s always more fun to walk with a group of like-minded travellers.

We have reserved for you lovely authentic family-run guesthouses. The owners are very hospitable and helpful and are known to provide the most delicious breakfasts.

Syros & Tinos are very central located and are well connected with other islands in the Cyclades if you wish to continue your holiday. We’ll be very happy to help with advice.

The combination of natural beauty, culture but also the hospitality of the residents will make this Syros & Tinos walking holiday in Greece unforgettable for you.

We organise our Syros & Tinos walking holiday all year round apart from July and August when it’s too hot.

Spring and autumn are the best times of year for walking. In spring nature is at its most abundant. The Judas tree and the broom are flowering and the island is covered with a blanket of wild flowers. During the walks you can also discover rare orchids. The colorful butterflies are a feast for the eyes; you smell herbs like thyme, oregano and sage. In the summer, it is a little drier but in autumn the first rains bring a new shower of flowers and amazing autumn colors.

The best time to visit:

  • March: blossom is out.   
  • April to mid June: for wild flowers, sunshine and moderate temperatures. The Easter period is recommended as it’s one of the most important celebrations in Greece and you’ll have the chance to experience traditional feasts and gatherings.
  • September to end of November: for warm seas, gentle weather and autumn flowers. Grapes and olive harvests.

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


7-day or 10-day walking holiday staying at traditional family-run guesthouses:

All prices are per person for two people sharing a standard double room.

  • 7 nights – Low Season EUR 682 High Season EUR 737
  • 10 nights – Low Season EUR 981 High Season EUR 1,090

Supplement for single rooms:

  • 7 nights – Low Season EUR 90 High Season EUR 90
  • 10 nights – Low Season EUR 129 High Season EUR 129

We offer group and special offers. Please contact us for further information…

The fee includes:

  • 5 or 8 guided walks at the islands of Syros & Tinos
  • Accommodation
  • Breakfast
  • Two picnics
  • 24% VAT
  • Transfer to the accommodation at the islands of Syros & Tinos
  • Ferry tickets from Syros to Tinos
  • Transfers to and from our starting and ending walking points
  • Client’s information brief by e-mail
  • An arrival briefing on the island of Syros & Tinos
  • Presentations on the Aegean biodiversity & local flora and fauna
  • 24 hour support on the island for any troubleshooting or advise
  • Transfer from the accommodation to the ferry on departure

Book your walking holiday at Syros & Tinos…


Arrival at the island of Syros and transfer to our traditional, family-run guesthouse at the coastal town of Ermoupolis. Orientation and introduction on the history and culture of the island of Syros. Ermoupolis is full of Venetian and neoclassical buildings which make it one of the most beautiful towns in the country to walk around.

In the evening we’ll start our walking adventure from the elegant marble square. We’ll walk through the narrow alleys of this “mysterious” town towards the quarter of Vaporia, an architectural splendor with beautiful neoclassical mansions, cobbled streets and arches. We’ll continue to the top of the hill Dili reaching the famous Orthodox church of Anastasi, standing opposite to the Catholica church of St. George, a symbol of the harmonic co-existence of the two religions, where you can enjoy mind-blowing views of the harbour and Ano Syros.

We’ll continue towards the medieval town of Ano Syros, built by the Venetians in the 13th century, and the surrounding rural area. Innumerable steps between narrow marble streets and old stoney, white-washed houses with coloured doors lead to the top of the town. The Catholic basilica of San Giorgio dominates. You will enjoy a panoramic view of the Ermoupolis and the neighbouring islands of Tinos, Delos, Mykonos, Paros, Andros and Naxos. You’ll watch the colourful sunset and then enjoy local delicacies and traditional island music at one of the island’s oldest taverns.

Walking time: 2 hours. Actual walking time: 3-4 hours. Grade: easy.
Today we’ll make our way from the outskirts of the town of Ermoupolis onto a beautiful coastal trail towards the akropolis of Kastri, very famous because of its findings from the early-Cycladic civilisation (3200-2000 B.C.) During our walk you’ll enjoy magnificent panoramic views of the wild north-east coast of Syros and the surrounding islands and go through the traditional settlements of Platy Vouni and Richopo. The smell of herbs will accompany you and depending on the season you’ll be able to gather thyme, oregano, lavender, sage to name a few. Around April and May wild flowers including rare species and orchids are abound.

We’ll stop for a swim, snorkle and lunch at one of the most isolated beaches of the island, Glysoura. We will then walk towards the ancient settlement of Katri where you’ll have a break to admire its magical atmosphere. You’ll end our day’s walk at the village of Chalandriani and its local tavern with a drink and a meze.

Walking time: 3,5 hours hours. Actual walking with lunch and stops: 6 hours. Grade: moderate.
Today we’ll take you to a very lonely part of the island of Syros, it’s northern tip, Cape Dhiapori, and the most remote beaches of the island, Gria Spilia and Grammata. We’ll start from the valley of Kambos and follow the beautiful trail to Dhiapori. You’re likely to spot on the way birds such as Cory’s shearwater, Eleonora’s falcon, Bonelli’s eagle, Audouin’s gull, the European shag, to name a few exciting sightings you could make during spring and autumn migration.

After a short break at the cape to admire the stunning rock formations and deep blue of the Aegean, we will continue towards Grammata beach where you’ll enjoy a swim and snorkle at its crystal clear waters. After a short walk we’ll stop at the shaded beach of Gria Spilia for lunch and a rest before returning. In the evening we’ll explore the little village of St. Michelle and have supper enjoying the most impressive sunset

Walking time: 3 hours. Actual walking time: 5 hours. Grade: moderate.
Today we’ll make our way towards the traditional settlement of Papouri and from there we’ll take the ancient trail towards the beach of Varvaroussa, that is ranked amongst the islands’ nicest beaches. You can have lunch and swim at the bays’ secluded, turquoise waters. Our guide will be happy to take you snorkeling around the rocks of a little island inside the bay of Varvaroussa and introduce you to the unique underwater biodiversity of the East Med.

From Varvaroussa we will then enjoy a walk along the coast to the beach of Delfini and then further to the bay and settlement of Kini. The trails are very beautiful, the panoramic views are marvellous… We will end the day with supper at one of our favourite local taverns.

Walking time: 2,5 hours. Actual walking time: 5 hours. Grade: Moderate.
Ferry to Tinos. Opportunity to rest or explore the main town of Tinos, its numerous beaches and villages. The options are endless and we’ll be happy to offer you advice.
Our hike starts from the picturesque village of Steni and passes through some of the most beautiful villages of Tinos. We’ll first walk up to Dyo Choria, and then continue our exploration around the villages of Triandaros, Arnados, Tzadros, Kehros and Falatados. These villages will impress you with their medieval air, architecture and lovely views of the southern part of the island and the neighboring Cycladic islands. The houses built amphitheatrically on lush hillsides with running water, squares with trees and flowers, springs and fountains, narrow streets and alleys, arches, terraces… all characterize the villages. It’s hard to choose from the many spots where to stop to rest, relax and have a snack.

We’ll then continue our hike to an area of outstanding natural beauty towards the village of Volax. Large, almost perfectly round grey rocks dot the plateau and slopes around Volax, creating a stunning sight and unique geological phenomenon. Its unique surrounding of big round rocks gives the whole landscape a lunar appearance. We’ll have supper at one of the oldest taverns of the village where you will have the chance to try their own cheeses, vegetables, meat and of course raki! Perfect ending of the day.

Walking time: 3,5 hours hours. Actual walking with lunch and stops: 6 hours. Grade: easy.
Today we’ll begin our walking adventure from the traditional settlement of Falatados. We’ll take the ancient stone-paved path that crosses the Livadha valley, follow a riverbed characterized by its rich vegetation, mainly of plane and oak trees. There are remains of old water-mills and picturesque chapels along the path where we can stop to rest. We’ll reach the solitary beach of Livadha which stands apart because of its sculpture-like rocks and fine sand. Perfect place for relaxing, swimming and a picnic.

We’ll continue our walk towards the lighthouse on the northeastern tip of Tinos where you will have the chance to admire the magnificent views to the deep blue of the Aegean sea and surrounding Cycladic islands. You’re likely to spot on the way many sea birds, predators and passerines as the Aegean islands are a stopover on the long migratory journey of birds. Farewell supper and exchange of experiences.

Walking time: 4 hours. Actual walking time: 6 hours. Grade: moderate.


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