Sailing & Walking Itinerary

Combine a sailing & hiking adventure around the islands of the Cyclades…


Experience the unique nature and landscapes of these small, non-touristy Greek islands by walking their ancient paths. Walk at the tips of mountains that offer breathtaking views to the Aegean sea, traditional villages, byzantine and ancient settlements… and reach virgin beaches where you can rest and have a refreshing swim.

Here is a sample of what you will experience while sailing & hiking with us for a week…

Day 1: Welcome to Naxos & exploration of the Old Τown

Meeting at the island of Naxos in the evening. Briefing, arrangement of provisions and supper at one of our favourite taverns in the Old Town. During the day you can explore the island’s beaches, enjoy a short walk to the temple of Apollo to watch the sunset or walk around the picturesque alleys of the Old Town leading up to the Venetian Castle.


Day 2: Walk to the highest peak of the Cyclades to admire the view

We’ll start the day with a visit to one of the island’s most picturesque villages, Filoti. Within an easy 2-hour walk you will conquer the Cyclades’ highest peak, Zas. The view from the top to the Aegean Sea and the islands of the West and Small Cyclades is really mind-blowing. We’ll rest and have a picnic admiring the panoramic view. We’ll then descend towards Agia Marina church and go back to the boat. Late in the afternoon we’ll sail towards the remote bay of Kalando, south of Naxos. Time for a barbecue on the beach.


Day 3: Sail to the Small Cyclades & walk to cave with stalactites

After a morning swim we’ll sail to the little fishing port of Iraklia. Relax, swim and check the island. Early in the evening we’ll walk from the hora, Panayia, to the cave of St. John. It’s an hour hike to the largest cave of the Cyclades, famous for its formations of stalactites. On our way back to the village you’ll enjoy the sunset from the top of the hill. You’ll have the chance to taste home-made dishes during supper at the local bakery/tavern at the hora.


Day 4: Sail to Amorgos & circular hike around traditional villages

Sail towards the mountainous island of Amorgos. We’ll stop on the way for lunch and swim at the crystal clear blue waters of the deserted island of Antikeri. We’ll continue our sail towards the fishing port of Aegiali where we’ll spend the night. In the evening, you’ll enjoy a short hike to the village of Tholaria where you’ll enjoy traditional island music and delicious dishes at one of its taverns.


Day 5: Hike along the spine of Amorgos

Today the day we’ll be dedicated to hiking and discovering the island’s northeast area which is characterised as a Natura 2000 area due to its unique flora and nature. We’ll start our hike from the beautiful village of Langada. We’ll follow the narrow path towards the impressive church of St. Theologos, where we’ll rest and have a snack under the shade of one of the church’s outhouses. We’ll then take the trail towards Stavros enjoying the impressive view of rock formations and deep blue sea underneath. Relax and enjoy one of Aegiali’s beautiful beaches for the rest of the day.


Day 6: Sail & coastal walk at Koufonisi

We’ll set sails towards the islands of Koufonisia, known for their crystal clear, turquoise waters and beautiful beaches. They also belong to the Natura 2000 network. We’ll spend the night on the anchor at one of the beautiful bays of Kato Koufonisi. In the evening you’ll enjoy a walk around the island and have supper at the tavern of the only family that lives on the island. They have their own animals and produce all their vegetables and fruits themselves. We don’t have words to describe the quality of food you’ll taste!


Day 7: Sail to Paros & walk the Byzantine path

Last day sailing towards the island of Paros and the fishing port of Piso Livadi. Early in the evening we’ll visit one of the oldest villages of Paros, Lefkes, and walk for an hour towards the picturesque village of Prodromos. We’ll have supper at the local ‘kafeneio’ and enjoy Greek hospitality and home-made food. If we’re lucky locals we’ll entertain us with live music!

We’re as flexible as the weather!

The above itinerary is an example of what you will experience on our Sailing & Walking holiday around the islands of the Cyclades. We don’t follow the same route every week and the itinerary may slightly change due to the weather and other factors beyond our control. Remember that we cannot go against the weather! We will do our best. Everything else is KISMET!

  Check our guest reviews from last year!
  Check our fees…
  Contact us for further information…