Sailing and Hiking in the Cyclades
Next Departure:
May 17, 2025
Greece:
Cyclades
Duration:
7 days - 7 nights
Max number of passengers:
6 people
Available:
May - October
Boarding from:
Paros
What's included
Cancellation policy
Organised by:
Konstantinos T.
Member since 2025 -
Organisation
English
Give this experience a try!
This experience, in a nutshell
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.
Starting from
€897
Per person
What's included
Cancellation policy
Starting from
€897
Per person
7 days - 7 nights
Greece: 7 days - 7 nights
Cyclades
What's included
Cancellation policy
Starting from
€897
Per person
23+
Show all
Boat & Classes of Service
Jeanneau Sunkiss 45 - 1984
Type
Sailboat
Length
13.8 m.
Toilets
2
Cabins
4
14+
Show all
The Boat
What you will find on board
outdoor equipment
tender/dinghy
outboard engine
bimini/awning
splash guard
deck shower
stern platform
cockpit cushions
cockpit table
teak cockpit
teak deck
stereo system
safety net
extra comforts
hot water
fan
kitchen
fridge
double refrigerator
freezer
oven
cooker
coffee machine
dishwasher
leisure activities
snorkeling equipment
diving equipment
navigation equipment
Autopilot
External cartographic GPS
echosounder/fishfinder
VHF
nautical maps
sails and rigging
batten mainsail
furling genoa
onboard energy
USB jacks
solar panels
Our itinerary
Our trip starts here:
Paros.
Check-in: 5:00 PM
Our trip ends here:
Paros.
Check-out: 8:00 AM
Leg 1
You’ll arrive in Paros in the late afternoon, where we’ll greet you with a warm welcome. After settling into your cozy cabin, we’ll take you on a quick tour of the boat, and you can get to know your fellow travelers. The evening will kick off with a delicious welcome dinner at a local taverna, so we can all meet and get ready for the week ahead.
Leg 2
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.
Leg 3
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.
Leg 4
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.
Leg 5
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.
Leg 6
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!
Leg 7
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 kafenio and enjoy Greek hospitality and home-made food. If we’re lucky locals we’ll entertain us with live music!
Leg 1
You’ll arrive in Paros in the late afternoon, where we’ll greet you with a warm welcome. After settling into your cozy cabin, we’ll take you on a quick tour of the boat, and you can get to know your fellow travelers. The evening will kick off with a delicious welcome dinner at a local taverna, so we can all meet and get ready for the week ahead.
Leg 2
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.
Leg 3
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.
Leg 4
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.
Leg 5
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.
Leg 6
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!
Leg 7
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 kafenio and enjoy Greek hospitality and home-made food. If we’re lucky locals we’ll entertain us with live music!
Frequent questions
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!
Yes, we have an experienced hiking guide with local knowledge who will lead trips around the islands.
By Air
By Ferry from Athens
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