Endless Blue


For most people the Cycladic islands, are synonymous with the term, "The Greek Islands". White washed houses, turquoise blue seas, olive groves and sun parched landscapes. It is here where man lived in harmony with the environment for thousands of years and we believe that hiking in Cycladic islands offers you a unique opportunity to connect with their past and present. Step by step you will get to know the secrets of the islands, each of them stamped with its own unique character. The trip starts in Naxos, the largest and one of the most extraordinary islands of the Cyclades if one can be in a position to choose. It is an island with incredible landscape interchanges, Venetian castles and traditional villages perched on the cliffs of its mountains. After spending three days there we will take the ferry to Koufonisi, the small diamond of the Cyclades, which lies within between Naxos and Amorgos. Life goes on slowly here, in a microcosm living with its own relaxed rhythms, right in the middle of the Cyclades. Different sense of time, different behaviors, different dimensions. Last destination on our trip will be the island of Amorgos, marked by tradition and history. The mountainous island is still a well-kept secret destination, and a hiker's paradise. If you are searching for "Original Greece" you should definitely visit Amorgos.


Your trip begins in Naxos. As the ferry arcs toward the island you catch the first glimpse of the Portara, a marble gateway on the headland, all that remains of an ancient temple to Apollo.
Your guide will wait for you in the port and he will escort you to your hotel. In the afternoon, after a brief orientation meeting, we'll set off to explore the old town of Naxos. To conclude the day, we will have our first dinner together in a traditional Greek restaurant.

Overnight in Naxos, Nastasia Village (D)

There are countless hiking opportunities around Greece, thanks to its diverse and rugged terrain, and one of the best islands for this kind of activity is Naxos. Today you will start your hike from the spot where the two "Ssmall" Kouroi (male statues) of Naxos have lain down, for 2600 years now. Continue onwards to the Upper Castle, the former Venetian stronghold, passing olive groves interspersed with elements of the phrygana and maquis, and enter one of the most beautiful villages of the island, Chalki. A traditional meal in a local tavern will be served as a perfect remedy for the given effort.

Overnight in Naxos, Nastasia Village (B,L,D)
Hiking distance:
7km / Hiking Duration: 3 hours
Driving distance:

Naxos town to Kouros statue 10km / 25min
Chalki to Naxos Town 17km / 35min

The island is home to the highest mountain in the Cyclades, Mount Zeus and the hike to the top of it, is probably the most epic one in the region. Mount Zeus has important historical significance because in ancient times, the local Greeks believed that the cave on the northwest flanks of the mountain was the birthplace of the god Zeus. When climbing it you'll get the distinct feeling that Greek mythology is actually rooted in reality.
Afternoon is free, and the best way to spend it is to relax on one of the beaches around the main town and refresh your body in the clear and scented waters of the unparalleled Aegean Sea.

Overnight in Naxos, Nastasia Village (B,L,D)
Hiking distance: 6,5km / Hiking Duration: 4 hours
Driving distance:
Naxos town to Mount Zeus  22km / 40min
Filoti to Naxos Town 19km / 35min

The town of Naxos is regarded to be one of the most beautiful towns in the Cyclades, particularly popular for its fine architecture that is composed of Venetian and Cycladic elements. In the morning explore the impressive Venetian castle that stands on top of it.
Later on in the day catch the ferry to Koufonisi. Hidden away between the larger Cycladic islands of Naxos and Amorgos, Koufonisia is made up of two tiny islets, which are separated by a 200-metre sea channel. These two islands combine to form a place of sheer, tranquil beauty. Locals live mainly from fishing "it is claimed that there are more boats than residents" and there are no proper roads and hardly any cars, so everyone either walks or cycles.

Overnight in Koufonisi, Koufonisia Hotel (B,L,D)
Naxos to Koufonisi 14:00-16:30

The sandy beaches that rim Koufonisi's south coast give onto turquoise blue sea of a hue that seems confined to artists' palettes, seemingly impossible in reality; reaching them is a pleasure in itself. Since there are only a few roads, and little traffic, the best way to do that is on foot. So today we will hike from our hotel to the beach of Pori, where you can enjoy a swim before returning.
In the Afternoon we will catch the ferry to Amorgos, the most eastern of the Cycladic Islands. The amazing crystal-clear waters of the island's coastline provided a setting for Luc Besson's 1988 film "The Big Blue". There's a peaceful atmosphere on this small island, and the few residents are mainly fishermen or farmers.

Overnight in Amorgos, The big blue (B,L,D)
Hiking distance: 8km / Hiking Duration: 4 hours
Koufonisi to Amorgos 16:45-19:20

Amorgos' landscape is famous for its wild herbs that grow in abundance everywhere on the island. Walking along the paths you will experience the calm silence, authentic island scenery and some of the most breathtaking views of the Aegean.
Today head out on the beautiful 8.1-kilometer-loop walk that links the traditional village of Langada with the monastery of Epanochoriani and the village of Tholaria. The cobble stone path takes you high up, in the enclosing circle of hills dotted with small white churches, a patchwork of stone walls and lush vegetation.

Overnight in Amorgos, The big blue (B,L,D)
Hiking distance: 8,1km / Hiking Duration: 4 hours

At 400 metres above sea level, Chora is an impressive sight. A rock wrapped with a 13th-century Venetian castle looks down on a clutch of whitewashed houses and churches. After visiting the Chora hike towards the monastery of Chozoviotisa. Clinging high above the turquoise sea on the island of Amorgos, and nestled like an aerie on a sheer bluff is one of Greece's most extraordinary old Byzantine monasteries and religious gems. From there, follow wide cobbled mule paths, all the way to Aegiali.

Overnight in Amorgos, The big blue (B,L,D)
Hiking distance: 13km / Hiking Duration: 5 hours
Driving distance:
Aegiali to Chora of Amorgos 18km / 30min

Hopefully with a slight sense of nostalgia which comes when a nice experience has to come to an end, here your trip with Tripin Adventures concludes.
Early in the morning catch the ferry to Naxos from where you can continue independently and spend some days in Naxos, return to Athens or even follow our Santorini extension program.




  • All accommodations as listed (or similar) based on double occupancy
  • Hotel taxes and service charges
  • All transportation during the trip
  • All activities mentioned in the program
  • Ferry tickets
  • Services of a guide throughout the tour
  • Transport and handling of one reasonably sized suitcase and one carry-on per person


  • Domestic and/or international air fare
  • Medical expenses
  • Travel or emergency evacuation insurance
  • Gratuities for leader/guide or driver
  • Alcoholic beverages and meals other than outlined in itinerary
  • Visas if needed
  • Other items of a personal nature
  • Anything not mentioned in above program


  • Breakfast
  • Lunches and dinners as indicated in the itinerary
  • Snacks during activities


We are constantly updating our unique itineraries based on new information and experiences available. The walks, accommodations, and visits listed may be adjusted. The itineraries presented are subject to modification and change by Tripin Adventures. We reserve the right, without penalty, to make changes in the published itinerary whenever, in our judgment, conditions warrant, or if we deem it necessary for the comfort, convenience, or safety of participants, anything not mentioned in above program.


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